7643-75-6,MFCD00064290
Catalog No.:AA00G2ET

7643-75-6 | L-(-)-Arabitol

Pack Size
Purity
Availability
Price(USD)
Quantity
  
5g
98%
in stock  
$30.00   $21.00
- +
10g
98%
in stock  
$46.00   $32.00
- +
25g
98%
in stock  
$99.00   $69.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00G2ET
Chemical Name:
L-(-)-Arabitol
CAS Number:
7643-75-6
Molecular Formula:
C5H12O5
Molecular Weight:
152.1458
MDL Number:
MFCD00064290
SMILES:
OC[C@@H](C([C@H](CO)O)O)O
Properties
Computed Properties
 
Complexity:
76.1  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-2.5  

Downstream Synthesis Route

[1]Glattfeld;Schimpff[JournaloftheAmericanChemicalSociety,1935,vol.57,p.2204,2206,2207]

[2]Gaetzi;Reichstein[HelveticaChimicaActa,1938,vol.21,p.186,188]Delepine;Horeau[BulletindelaSocieteChimiquedeFrance,1937,vol.<5>4,p.1526][ComptesRendusHebdomadairesdesSeancesdel'AcademiedesSciences,1937,vol.204,p.1605]

[3]Gaetzi;Reichstein[HelveticaChimicaActa,1938,vol.21,p.186,188]Delepine;Horeau[BulletindelaSocieteChimiquedeFrance,1937,vol.<5>4,p.1526][ComptesRendusHebdomadairesdesSeancesdel'AcademiedesSciences,1937,vol.204,p.1605]

[4]Ashida[NipponNogeikagakuKaishi,1949,vol.23,p.167][Chem.Abstr.,1950,p.7780,7781]

[5]Abdel-Akheretal.[JournaloftheAmericanChemicalSociety,1951,vol.73,p.4691]

[6]Kiliani[ChemischeBerichte,1887,vol.20,p.1234,1571]

[7]Holy[CollectionofCzechoslovakChemicalCommunications,1982,vol.47,#10,p.2786-2805]

[8]Nidetzky,Bernd;Brueggler,Kaspar;Kratzer,Regina;Mayr,Peter[JournalofAgriculturalandFoodChemistry,2003,vol.51,#27,p.7930-7935]

[9]Locationinpatent:experimentalpartEndo,Satoshi;Matsunaga,Toshiyuki;Kuragano,Tsukasa;Ohno,Satoshi;Kitade,Yukio;Tajima,Kazuo;El-Kabbani,Ossama;Hara,Akira[ArchivesofBiochemistryandBiophysics,2010,vol.503,#2,p.230-237]

[10]Nazifi,Ehsan;Wada,Naoki;Asano,Tomoya;Nishiuchi,Takumi;Iwamuro,Yoshiaki;Chinaka,Satoshi;Matsugo,Seiichi;Sakamoto,Toshio[JournalofPhotochemistryandPhotobiologyB:Biology,2015,vol.142,p.154-168]

[11]VanDerKlis,Frits;Gootjes,Linda;VanHaveren,Jacco;VanEs,DaanS.;Bitter,JohannesH.[GreenChemistry,2015,vol.17,#7,p.3900-3909]

[12]VanDerKlis,Frits;Gootjes,Linda;VanHaveren,Jacco;VanEs,DaanS.;Bitter,JohannesH.[GreenChemistry,2015,vol.17,#7,p.3900-3909]

[13]VanDerKlis,Frits;Gootjes,Linda;VanHaveren,Jacco;VanEs,DaanS.;Bitter,JohannesH.[GreenChemistry,2015,vol.17,#7,p.3900-3909]

[14]VanDerKlis,Frits;Gootjes,Linda;VanHaveren,Jacco;VanEs,DaanS.;Bitter,JohannesH.[GreenChemistry,2015,vol.17,#7,p.3900-3909]

[15]Jones,DarrylR.;Uddin,MuhammedSalah;Gruninger,RobertJ.;Pham,ThiThanhMy;Thomas,Dallas;Boraston,AlisdairB.;Briggs,Jonathan;Pluvinage,Benjamin;McAllister,TimA.;Forster,RobertJ.;Tsang,Adrian;Selinger,L.Brent;Abbott,D.Wade[JournalofBiologicalChemistry,2017,vol.292,#30,p.12606-12620]

7643-75-6    108-24-7   
1,2,3,4,5-penta-O-acetyl-L-arabinitol 

[1]Othman;Al-Timari[Tetrahedron,1980,vol.36,#6,p.753-758]

[2]Abdel-Akheretal.[JournaloftheAmericanChemicalSociety,1951,vol.73,p.4691]

[3]Abdel-Akheretal.[JournaloftheAmericanChemicalSociety,1951,vol.73,p.4691]

[4]Rice;Inatome[JournaloftheAmericanChemicalSociety,1958,vol.80,p.4709]

[5]Nazifi,Ehsan;Wada,Naoki;Asano,Tomoya;Nishiuchi,Takumi;Iwamuro,Yoshiaki;Chinaka,Satoshi;Matsugo,Seiichi;Sakamoto,Toshio[JournalofPhotochemistryandPhotobiologyB:Biology,2015,vol.142,p.154-168]

[1]McCaig,AvrilE.;Chomier,Berangere;Wightman,RichardH.[JournalofCarbohydrateChemistry,1994,vol.13,#3,p.397-408]

[2]Valentin[CollectionofCzechoslovakChemicalCommunications,1931,vol.3,p.507]

[3]Locationinpatent:schemeortableFerris,Cristina;DePaz,M.Violante;Galbis,JuanA.[JournalofPolymerScience,PartA:PolymerChemistry,2011,vol.49,#5,p.1147-1154]

7643-75-6   
(3S,4R)-2-(hydroxymethyl)tetrahydrofuran-3,4-diol 

[1]Garegg,PerJ.;Lindberg,Bengt;Konradsson,Peter;Kvarnstroem,Ingemar[CarbohydrateResearch,1988,vol.176,p.145-148]

7643-75-6   
1-O-(dichlorophosphite)-2,3:4,5-bis-O-(chlorophosphite)-L-arabitol 

[1]Makarova,N.A.;Mukmenev,E.T.;Arbuzov,B.A.[BulletinoftheAcademyofSciencesoftheUSSRDivisionofChemicalScience,1985,vol.34,#4,p.805-808][IzvestiyaAkademiiNaukSSSR,SeriyaKhimicheskaya,1985,#4,p.885-888]

Literature

Title: Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics.

Journal: Scientific reports 20180101

Title: Formation of the two novel glycolipid biosurfactants, mannosylribitol lipid and mannosylarabitol lipid, by Pseudozyma parantarctica JCM 11752T.

Journal: Applied microbiology and biotechnology 20121101

Title: Genetic characterization of a complex locus necessary for the transport and catabolism of erythritol, adonitol and L-arabitol in Sinorhizobium meliloti.

Journal: Microbiology (Reading, England) 20120801

Title: Observation of elevated fungal tracers due to biomass burning in the Sichuan Basin at Chengdu City, China.

Journal: The Science of the total environment 20120801

Title: Construction and co-expression of plasmid encoding xylitol dehydrogenase and a cofactor regeneration enzyme for the production of xylitol from D-arabitol.

Journal: Enzyme and microbial technology 20120715

Title: Novel endophytic yeast Rhodotorula mucilaginosa strain PTD3 I: production of xylitol and ethanol.

Journal: Journal of industrial microbiology & biotechnology 20120701

Title: Biochemical characterization of l-arabitol 2-dehydrogenase from Pantoea ananatis.

Journal: Journal of bioscience and bioengineering 20120601

Title: Biochemical characterization of the CDP-D-arabinitol biosynthetic pathway in Streptococcus pneumoniae 17F.

Journal: Journal of bacteriology 20120401

Title: The level of arabinitol in autistic children after probiotic therapy.

Journal: Nutrition (Burbank, Los Angeles County, Calif.) 20120201

Title: Effect of temperature on D-arabitol production from lactose by Kluyveromyces lactis.

Journal: Journal of industrial microbiology & biotechnology 20110901

Title: Kinetic modelling of the sequential production of lactic acid and xylitol from vine trimming wastes.

Journal: Bioprocess and biosystems engineering 20110901

Title: Production of arabitol from glycerol: strain screening and study of factors affecting production yield.

Journal: Applied microbiology and biotechnology 20110401

Title: L-arabinose pathway engineering for arabitol-free xylitol production in Candida tropicalis.

Journal: Biotechnology letters 20110401

Title: Metabolism of glucose and xylose as single and mixed feed in Debaryomyces nepalensis NCYC 3413: production of industrially important metabolites.

Journal: Applied microbiology and biotechnology 20110301

Title: Isolation and identification of a novel Candida sp. H2 producing D-arabitol and optimization of D-arabitol production.

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20110301

Title: The development of metabolomic sampling procedures for Pichia pastoris, and baseline metabolome data.

Journal: PloS one 20110101

Title: Microbiological purification of L-arabitol from xylitol mother liquor.

Journal: Journal of microbiology and biotechnology 20110101

Title: Determination of urinary D-/L-arabinitol ratios as a biomarker for invasive candidiasis in children with cardiac diseases.

Journal: Journal of medical microbiology 20101201

Title: Mitochondrial involvement and erythronic acid as a novel biomarker in transaldolase deficiency.

Journal: Biochimica et biophysica acta 20101101

Title: Structure and engineering of L-arabinitol 4-dehydrogenase from Neurospora crassa.

Journal: Journal of molecular biology 20100910

Title: Detection of candidaemia in patients with and without underlying haematological disease.

Journal: Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases 20100701

Title: Production of D-arabitol by a newly isolated Kodamaea ohmeri.

Journal: Bioprocess and biosystems engineering 20100601

Title: The osmotic stress tolerance of basidiomycetous yeasts.

Journal: FEMS yeast research 20100601

Title: Role of lactose on the production of D-arabitol by Kluyveromyces lactis grown on lactose.

Journal: Applied microbiology and biotechnology 20100601

Title: [Candidiasis (candidosis)].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20100601

Title: [Beta-D-glucan, D-arabinitol].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20100601

Title: Glutathione-mediated biodegradable polyurethanes derived from L-arabinitol.

Journal: Biomacromolecules 20100111

Title: Metabolic profiling of the fission yeast S. pombe: quantification of compounds under different temperatures and genetic perturbation.

Journal: Molecular bioSystems 20100101

Title: Molecular regulation of arabinan and L-arabinose metabolism in Hypocrea jecorina (Trichoderma reesei).

Journal: Eukaryotic cell 20091201

Title: Macromolecular and elemental composition analysis and extracellular metabolite balances of Pichia pastoris growing at different oxygen levels.

Journal: Microbial cell factories 20090101

Title: A metabolomic approach to dissecting osmotic stress in the wheat pathogen Stagonospora nodorum.

Journal: Fungal genetics and biology : FG & B 20081101

Title: [Arabinitol ratio in urine for early diagnosis of Candidiasis infection].

Journal: Lakartidningen 20081101

Title: Identification and quantitative determination of carbohydrates in ethanolic extracts of two conifers using 13C NMR spectroscopy.

Journal: Carbohydrate research 20080407

Title: Cloning, characterization, and mutational analysis of a highly active and stable L-arabinitol 4-dehydrogenase from Neurospora crassa.

Journal: Applied microbiology and biotechnology 20071201

Title: Synthesis of (-)-agelastatin A by [3.3] sigmatropic rearrangement of allyl cyanate.

Journal: Organic letters 20070802

Title: Production of D-arabitol by a newly isolated Zygosaccharomyces rouxii.

Journal: Journal of industrial microbiology & biotechnology 20070701

Title: Slow molecular mobility in the crystalline and amorphous solid states of pentitols: a study by thermally stimulated depolarisation currents and by differential scanning calorimetry.

Journal: Carbohydrate research 20070521

Title: Clinical experience of urine D-arabinitol/L-arabinitol ratio in the early diagnosis of invasive candidiasis in paediatric high risk populations.

Journal: Scandinavian journal of infectious diseases 20070101

Title: Reductively aminated D-xylose-albumin conjugate as the immunogen for generation of IgG and IgE antibodies specific to D-xylitol, a haptenic allergen.

Journal: Bioconjugate chemistry 20070101

Title: Synthesis, enzymatic activity, and X-ray crystallography of an unusual class of amino acids.

Journal: Bioorganic & medicinal chemistry 20061215

Title: Transaldolase deficiency: a new cause of hydrops fetalis and neonatal multi-organ disease.

Journal: The Journal of pediatrics 20061101

Title: Towards carbohydrate derivatives of the ReI(CO)3 fragment.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20060602

Title: Production of D-arabitol by a metabolic engineered strain of Bacillus subtilis.

Journal: Biotechnology journal 20060201

Title: Arabitol dehydrogenase as a selectable marker for rice.

Journal: Plant cell reports 20051201

Title: Molecular cloning and functional expression of d-arabitol dehydrogenase gene from Gluconobacter oxydans in Escherichia coli.

Journal: FEMS microbiology letters 20051101

Title: The MAP kinase Hog1p differentially regulates stress-induced production and accumulation of glycerol and D-arabitol in Candida albicans.

Journal: Microbiology (Reading, England) 20050901

Title: Production of L-talitol from L-psicose by Metschnikowia koreensis LA1 isolated from soy sauce mash.

Journal: Journal of bioscience and bioengineering 20050901

Title: Characterization of a novel NADP(+)-dependent D-arabitol dehydrogenase from the plant pathogen Uromyces fabae.

Journal: The Biochemical journal 20050715

Title: [Diagnostic tests: Candidiasis (candidosis)].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20050701

Title: Functional analysis of the Zygosaccharomyces rouxii Fps1p homologue.

Journal: Yeast (Chichester, England) 20050501

Title: Nitrogen uptake in relation to excess supply and its effects on the lichens Evernia prunastri (L.) Ach and Xanthoria parietina (L.) Th. Fr.

Journal: Planta 20050301

Title: Characterization of clinically isolated Ralstonia mannitolilytica strains using random amplification of polymorphic DNA (RAPD) typing and antimicrobial sensitivity, and comparison of the classification efficacy of phenotypic and genotypic assays.

Journal: Journal of medical microbiology 20050101

Title: Biological chiral recognition: the substrate's perspective.

Journal: Chirality 20050101

Title: [Biochemical mechanisms of temperature adaptation in the (+) and (-) strains of Blakeslea trispora].

Journal: Mikrobiologiia 20050101

Title: Analysis of polyols in urine by liquid chromatography-tandem mass spectrometry: a useful tool for recognition of inborn errors affecting polyol metabolism.

Journal: Journal of inherited metabolic disease 20050101

Title: Influence of D-arabitol and ribitol on neuronal network activity.

Journal: Journal of inherited metabolic disease 20050101

Title: Catabolite repression and virulence gene expression in Listeria monocytogenes.

Journal: Current microbiology 20040801

Title: Evaluation of pentitol metabolism in mammalian tissues provides new insight into disorders of human sugar metabolism.

Journal: Molecular genetics and metabolism 20040701

Title: Development of a L-rhamnose and D-arabitol supplemented MacConkey agar to identify pathogenic Yersinia enterocolitica among environmental Yersinias in swine production wastes.

Journal: Journal of microbiological methods 20040501

Title: Taste quality of monascal adlay.

Journal: Journal of agricultural and food chemistry 20040421

Title: A novel NADH-linked l-xylulose reductase in the l-arabinose catabolic pathway of yeast.

Journal: The Journal of biological chemistry 20040409

Title: Metabolite profiles of the biocontrol yeast Pichia anomala J121 grown under oxygen limitation.

Journal: Applied microbiology and biotechnology 20040401

Title: Polyol accumulation by Aspergillus oryzae at low water activity in solid-state fermentation.

Journal: Microbiology (Reading, England) 20040401

Title: Synthesis of enantiopure 2-C-methyl-D-erythritol 4-phosphate and 2,4-cyclodiphosphate from D-arabitol.

Journal: Organic letters 20040108

Title: Osmotic and matric potential effects on growth, sugar alcohol and sugar accumulation by Aspergillus section Flavi strains from Argentina.

Journal: Journal of applied microbiology 20040101

Title: [Diagnosis of systemic Candida infections. Evaluation of serology, molecular biology and D-arabinitol detection].

Journal: Mycoses 20040101

Title: [Early signals of systemic mycoses--guidelines for therapeutic decisions?].

Journal: Mycoses 20040101

Title: Transaldolase/glucose-6-phosphate isomerase bifunctional enzyme and ribulokinase as factors to increase xylitol production from D-arabitol in Gluconobacter oxydans.

Journal: Bioscience, biotechnology, and biochemistry 20031201

Title: Short synthesis of enantiopure C2-symmetric 1,2:4,5-diepoxypentane and 'pseudo'-C2-symmetric 3-azido-1,2:4,5-diepoxypentane from arabitol.

Journal: The Journal of organic chemistry 20031017

Title: Production of D-arabitol by Metschnikowia reukaufii AJ14787.

Journal: Bioscience, biotechnology, and biochemistry 20030901

Title: Mechanisms of selectivity in channels and enzymes studied with interactive molecular dynamics.

Journal: Biophysical journal 20030701

Title: Carbon and nitrogen distribution in the green algal lichens Hypogymnia physodes and Platismatia glauca in relation to nutrient supply.

Journal: Planta 20030501

Title: Isolation and characterization of two specific regulatory Aspergillus niger mutants shows antagonistic regulation of arabinan and xylan metabolism.

Journal: Microbiology (Reading, England) 20030501

Title: Cloning of the xylitol dehydrogenase gene from Gluconobacter oxydans and improved production of xylitol from D-arabitol.

Journal: Bioscience, biotechnology, and biochemistry 20030301

Title: [Induction of endo-1,4-beta-xylanase and beta-galactosidase in the original and recombinant strains of the fungus Penicillium canescens].

Journal: Prikladnaia biokhimiia i mikrobiologiia 20030101

Title: Water availability affects the growth, accumulation of compatible solutes and the viability of the biocontrol agent Epicoccum nigrum.

Journal: Mycopathologia 20030101

Title: [Mechanism of overproduction of secreted enzymes in the mycelial fungus Penicillium canescens].

Journal: Prikladnaia biokhimiia i mikrobiologiia 20030101

Title: Novel enzymatic method for the production of xylitol from D-arabitol by Gluconobacter oxydans.

Journal: Bioscience, biotechnology, and biochemistry 20021201

Title: Confirmation of the D configuration of the 2-substituted arabinitol 1-phosphate residue in the capsular polysaccharide from Streptococcus pneumoniae Type 17F.

Journal: Carbohydrate research 20021119

Title: Putative xylose and arabinose reductases in Saccharomyces cerevisiae.

Journal: Yeast (Chichester, England) 20021001

Title: Low-temperature-induced changes in trehalose, mannitol and arabitol associated with enhanced tolerance to freezing in ectomycorrhizal basidiomycetes (Hebeloma spp.).

Journal: Mycorrhiza 20021001

Title: Glycerol and arabitol production by an intergeneric hybrid, PB2, obtained by protoplast fusion between Saccharomyces cerevisiae and Torulaspora delbrueckii.

Journal: Applied microbiology and biotechnology 20020801

Title: Metabolic behavior of immobilized Candida guilliermondii cells during batch xylitol production from sugarcane bagasse acid hydrolyzate.

Journal: Biotechnology and bioengineering 20020720

Title: Gas chromatographic determination of D-/L-arabinitol ratio in healthy Polish children.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020625

Title: Different sugar kinases are involved in the sugar sensing of Galdieria sulphuraria.

Journal: Plant physiology 20020101

Title: Urine D-arabinitol/L-arabinitol ratio in diagnosing Candida infection in patients with haematological malignancy and HIV infection.

Journal: Diagnostic microbiology and infectious disease 20020101

Title: [Changes in lipid composition and carbohydrate composition of Aspergillus niger conidia during germination].

Journal: Prikladnaia biokhimiia i mikrobiologiia 20020101

Title: Utilization of xylitol dehydrogenase in a combined microbial/enzymatic process for production of xylitol from D-glucose.

Journal: Applied biochemistry and biotechnology 20020101

Title: L-Arabinosuria: a new defect in human pentose metabolism.

Journal: Molecular genetics and metabolism 20020101

Title: [Advances in serological systems for diagnosis of systemic fungal infections, particularly those caused by Candida and Aspergillus].

Journal: Nihon Ishinkin Gakkai zasshi = Japanese journal of medical mycology 20020101

Title: Substrate specificity and kinetic mechanism of Escherichia coli ribulokinase.

Journal: Archives of biochemistry and biophysics 20011215

Title: A 23Na NMR study of the effect of D(+) and L(-) arabitol on NaDNA in aqueous solution.

Journal: International journal of biological macromolecules 20011210

Title: Conservation and release of osmolytes by yeasts during hypo-osmotic stress.

Journal: Archives of microbiology 20011201

Title: Synthesis of L-arabinitol and xylitol monomers for the preparation of polyamides. Preparation of an L-arabinitol-based polyamide.

Journal: Carbohydrate research 20010703

Title: [Cloning and expression of VHB gene in D-arabitol producing yeast].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica 20010601

Title: In vivo and in vitro NMR spectroscopy reveal a putative novel inborn error involving polyol metabolism.

Journal: NMR in biomedicine 20010501

Title: Characterisation of a Listeria monocytogenes mutant deficient in D-arabitol fermentation.

Journal: Research in microbiology 20010301

Title: Measurement of the D-arabinitol/L-arabinitol ratio in urine of neutropenic patients treated empirically with amphotericin B.

Journal: European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology 20010301

Title: Membrane-bound sugar alcohol dehydrogenase in acetic acid bacteria catalyzes L-ribulose formation and NAD-dependent ribitol dehydrogenase is independent of the oxidative fermentation.

Journal: Bioscience, biotechnology, and biochemistry 20010101

Title: Production of D- and L-xylulose by mutants of Klebsiella pneumoniae and Erwinia uredovora.

Journal: Applied and environmental microbiology 19850101

Title: The biochemical preparation of D-xylulose and L-ribulose. Details of the action of Acetobacter suboxydans on D-arabitol, ribitol and other polyhydroxy compounds.

Journal: The Biochemical journal 19620401

Title: Shetty HU, et al. Cerebrospinal fluid and plasma distribution of myo-inositol and other polyols in Alzheimer disease. Clin Chem. 1996 Feb;42(2):298-302.

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:7643-75-6 Molecular Formula|7643-75-6 MDL|7643-75-6 SMILES|7643-75-6 L-(-)-Arabitol
Catalog No.: AA00G2ET
7643-75-6,MFCD00064290
7643-75-6 | L-(-)-Arabitol
Pack Size: 5g
Purity: 98%
in stock
$30.00 $21.00
Pack Size: 10g
Purity: 98%
in stock
$46.00 $32.00
Pack Size: 25g
Purity: 98%
in stock
$99.00 $69.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00G2ET
Chemical Name: L-(-)-Arabitol
CAS Number: 7643-75-6
Molecular Formula: C5H12O5
Molecular Weight: 152.1458
MDL Number: MFCD00064290
SMILES: OC[C@@H](C([C@H](CO)O)O)O
Properties
Complexity: 76.1  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 2  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 10  
Hydrogen Bond Acceptor Count: 5  
Hydrogen Bond Donor Count: 5  
Isotope Atom Count: 0  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -2.5  
Downstream Synthesis Route
5328-37-0    7643-75-6 

[1]Glattfeld;Schimpff[JournaloftheAmericanChemicalSociety,1935,vol.57,p.2204,2206,2207]

[2]Gaetzi;Reichstein[HelveticaChimicaActa,1938,vol.21,p.186,188]Delepine;Horeau[BulletindelaSocieteChimiquedeFrance,1937,vol.<5>4,p.1526][ComptesRendusHebdomadairesdesSeancesdel'AcademiedesSciences,1937,vol.204,p.1605]

[3]Gaetzi;Reichstein[HelveticaChimicaActa,1938,vol.21,p.186,188]Delepine;Horeau[BulletindelaSocieteChimiquedeFrance,1937,vol.<5>4,p.1526][ComptesRendusHebdomadairesdesSeancesdel'AcademiedesSciences,1937,vol.204,p.1605]

[4]Ashida[NipponNogeikagakuKaishi,1949,vol.23,p.167][Chem.Abstr.,1950,p.7780,7781]

[5]Abdel-Akheretal.[JournaloftheAmericanChemicalSociety,1951,vol.73,p.4691]

[6]Kiliani[ChemischeBerichte,1887,vol.20,p.1234,1571]

[7]Holy[CollectionofCzechoslovakChemicalCommunications,1982,vol.47,#10,p.2786-2805]

[8]Nidetzky,Bernd;Brueggler,Kaspar;Kratzer,Regina;Mayr,Peter[JournalofAgriculturalandFoodChemistry,2003,vol.51,#27,p.7930-7935]

[9]Locationinpatent:experimentalpartEndo,Satoshi;Matsunaga,Toshiyuki;Kuragano,Tsukasa;Ohno,Satoshi;Kitade,Yukio;Tajima,Kazuo;El-Kabbani,Ossama;Hara,Akira[ArchivesofBiochemistryandBiophysics,2010,vol.503,#2,p.230-237]

[10]Nazifi,Ehsan;Wada,Naoki;Asano,Tomoya;Nishiuchi,Takumi;Iwamuro,Yoshiaki;Chinaka,Satoshi;Matsugo,Seiichi;Sakamoto,Toshio[JournalofPhotochemistryandPhotobiologyB:Biology,2015,vol.142,p.154-168]

[11]VanDerKlis,Frits;Gootjes,Linda;VanHaveren,Jacco;VanEs,DaanS.;Bitter,JohannesH.[GreenChemistry,2015,vol.17,#7,p.3900-3909]

[12]VanDerKlis,Frits;Gootjes,Linda;VanHaveren,Jacco;VanEs,DaanS.;Bitter,JohannesH.[GreenChemistry,2015,vol.17,#7,p.3900-3909]

[13]VanDerKlis,Frits;Gootjes,Linda;VanHaveren,Jacco;VanEs,DaanS.;Bitter,JohannesH.[GreenChemistry,2015,vol.17,#7,p.3900-3909]

[14]VanDerKlis,Frits;Gootjes,Linda;VanHaveren,Jacco;VanEs,DaanS.;Bitter,JohannesH.[GreenChemistry,2015,vol.17,#7,p.3900-3909]

[15]Jones,DarrylR.;Uddin,MuhammedSalah;Gruninger,RobertJ.;Pham,ThiThanhMy;Thomas,Dallas;Boraston,AlisdairB.;Briggs,Jonathan;Pluvinage,Benjamin;McAllister,TimA.;Forster,RobertJ.;Tsang,Adrian;Selinger,L.Brent;Abbott,D.Wade[JournalofBiologicalChemistry,2017,vol.292,#30,p.12606-12620]

7643-75-6    108-24-7   
1,2,3,4,5-penta-O-acetyl-L-arabinitol 

[1]Othman;Al-Timari[Tetrahedron,1980,vol.36,#6,p.753-758]

[2]Abdel-Akheretal.[JournaloftheAmericanChemicalSociety,1951,vol.73,p.4691]

[3]Abdel-Akheretal.[JournaloftheAmericanChemicalSociety,1951,vol.73,p.4691]

[4]Rice;Inatome[JournaloftheAmericanChemicalSociety,1958,vol.80,p.4709]

[5]Nazifi,Ehsan;Wada,Naoki;Asano,Tomoya;Nishiuchi,Takumi;Iwamuro,Yoshiaki;Chinaka,Satoshi;Matsugo,Seiichi;Sakamoto,Toshio[JournalofPhotochemistryandPhotobiologyB:Biology,2015,vol.142,p.154-168]

7643-75-6    76-83-5    96871-07-7 

[1]McCaig,AvrilE.;Chomier,Berangere;Wightman,RichardH.[JournalofCarbohydrateChemistry,1994,vol.13,#3,p.397-408]

[2]Valentin[CollectionofCzechoslovakChemicalCommunications,1931,vol.3,p.507]

[3]Locationinpatent:schemeortableFerris,Cristina;DePaz,M.Violante;Galbis,JuanA.[JournalofPolymerScience,PartA:PolymerChemistry,2011,vol.49,#5,p.1147-1154]

7643-75-6   
(3S,4R)-2-(hydroxymethyl)tetrahydrofuran-3,4-diol 

[1]Garegg,PerJ.;Lindberg,Bengt;Konradsson,Peter;Kvarnstroem,Ingemar[CarbohydrateResearch,1988,vol.176,p.145-148]

7643-75-6   
1-O-(dichlorophosphite)-2,3:4,5-bis-O-(chlorophosphite)-L-arabitol 

[1]Makarova,N.A.;Mukmenev,E.T.;Arbuzov,B.A.[BulletinoftheAcademyofSciencesoftheUSSRDivisionofChemicalScience,1985,vol.34,#4,p.805-808][IzvestiyaAkademiiNaukSSSR,SeriyaKhimicheskaya,1985,#4,p.885-888]

Literature fold

Title: Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics.

Journal: Scientific reports20180101

Title: Formation of the two novel glycolipid biosurfactants, mannosylribitol lipid and mannosylarabitol lipid, by Pseudozyma parantarctica JCM 11752T.

Journal: Applied microbiology and biotechnology20121101

Title: Genetic characterization of a complex locus necessary for the transport and catabolism of erythritol, adonitol and L-arabitol in Sinorhizobium meliloti.

Journal: Microbiology (Reading, England)20120801

Title: Observation of elevated fungal tracers due to biomass burning in the Sichuan Basin at Chengdu City, China.

Journal: The Science of the total environment20120801

Title: Construction and co-expression of plasmid encoding xylitol dehydrogenase and a cofactor regeneration enzyme for the production of xylitol from D-arabitol.

Journal: Enzyme and microbial technology20120715

Title: Novel endophytic yeast Rhodotorula mucilaginosa strain PTD3 I: production of xylitol and ethanol.

Journal: Journal of industrial microbiology & biotechnology20120701

Title: Biochemical characterization of l-arabitol 2-dehydrogenase from Pantoea ananatis.

Journal: Journal of bioscience and bioengineering20120601

Title: Biochemical characterization of the CDP-D-arabinitol biosynthetic pathway in Streptococcus pneumoniae 17F.

Journal: Journal of bacteriology20120401

Title: The level of arabinitol in autistic children after probiotic therapy.

Journal: Nutrition (Burbank, Los Angeles County, Calif.)20120201

Title: Effect of temperature on D-arabitol production from lactose by Kluyveromyces lactis.

Journal: Journal of industrial microbiology & biotechnology20110901

Title: Kinetic modelling of the sequential production of lactic acid and xylitol from vine trimming wastes.

Journal: Bioprocess and biosystems engineering20110901

Title: Production of arabitol from glycerol: strain screening and study of factors affecting production yield.

Journal: Applied microbiology and biotechnology20110401

Title: L-arabinose pathway engineering for arabitol-free xylitol production in Candida tropicalis.

Journal: Biotechnology letters20110401

Title: Metabolism of glucose and xylose as single and mixed feed in Debaryomyces nepalensis NCYC 3413: production of industrially important metabolites.

Journal: Applied microbiology and biotechnology20110301

Title: Isolation and identification of a novel Candida sp. H2 producing D-arabitol and optimization of D-arabitol production.

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica20110301

Title: The development of metabolomic sampling procedures for Pichia pastoris, and baseline metabolome data.

Journal: PloS one20110101

Title: Microbiological purification of L-arabitol from xylitol mother liquor.

Journal: Journal of microbiology and biotechnology20110101

Title: Determination of urinary D-/L-arabinitol ratios as a biomarker for invasive candidiasis in children with cardiac diseases.

Journal: Journal of medical microbiology20101201

Title: Mitochondrial involvement and erythronic acid as a novel biomarker in transaldolase deficiency.

Journal: Biochimica et biophysica acta20101101

Title: Structure and engineering of L-arabinitol 4-dehydrogenase from Neurospora crassa.

Journal: Journal of molecular biology20100910

Title: Detection of candidaemia in patients with and without underlying haematological disease.

Journal: Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases20100701

Title: Production of D-arabitol by a newly isolated Kodamaea ohmeri.

Journal: Bioprocess and biosystems engineering20100601

Title: The osmotic stress tolerance of basidiomycetous yeasts.

Journal: FEMS yeast research20100601

Title: Role of lactose on the production of D-arabitol by Kluyveromyces lactis grown on lactose.

Journal: Applied microbiology and biotechnology20100601

Title: [Candidiasis (candidosis)].

Journal: Nihon rinsho. Japanese journal of clinical medicine20100601

Title: [Beta-D-glucan, D-arabinitol].

Journal: Nihon rinsho. Japanese journal of clinical medicine20100601

Title: Glutathione-mediated biodegradable polyurethanes derived from L-arabinitol.

Journal: Biomacromolecules20100111

Title: Metabolic profiling of the fission yeast S. pombe: quantification of compounds under different temperatures and genetic perturbation.

Journal: Molecular bioSystems20100101

Title: Molecular regulation of arabinan and L-arabinose metabolism in Hypocrea jecorina (Trichoderma reesei).

Journal: Eukaryotic cell20091201

Title: Macromolecular and elemental composition analysis and extracellular metabolite balances of Pichia pastoris growing at different oxygen levels.

Journal: Microbial cell factories20090101

Title: A metabolomic approach to dissecting osmotic stress in the wheat pathogen Stagonospora nodorum.

Journal: Fungal genetics and biology : FG & B20081101

Title: [Arabinitol ratio in urine for early diagnosis of Candidiasis infection].

Journal: Lakartidningen20081101

Title: Identification and quantitative determination of carbohydrates in ethanolic extracts of two conifers using 13C NMR spectroscopy.

Journal: Carbohydrate research20080407

Title: Cloning, characterization, and mutational analysis of a highly active and stable L-arabinitol 4-dehydrogenase from Neurospora crassa.

Journal: Applied microbiology and biotechnology20071201

Title: Synthesis of (-)-agelastatin A by [3.3] sigmatropic rearrangement of allyl cyanate.

Journal: Organic letters20070802

Title: Production of D-arabitol by a newly isolated Zygosaccharomyces rouxii.

Journal: Journal of industrial microbiology & biotechnology20070701

Title: Slow molecular mobility in the crystalline and amorphous solid states of pentitols: a study by thermally stimulated depolarisation currents and by differential scanning calorimetry.

Journal: Carbohydrate research20070521

Title: Clinical experience of urine D-arabinitol/L-arabinitol ratio in the early diagnosis of invasive candidiasis in paediatric high risk populations.

Journal: Scandinavian journal of infectious diseases20070101

Title: Reductively aminated D-xylose-albumin conjugate as the immunogen for generation of IgG and IgE antibodies specific to D-xylitol, a haptenic allergen.

Journal: Bioconjugate chemistry20070101

Title: Synthesis, enzymatic activity, and X-ray crystallography of an unusual class of amino acids.

Journal: Bioorganic & medicinal chemistry20061215

Title: Transaldolase deficiency: a new cause of hydrops fetalis and neonatal multi-organ disease.

Journal: The Journal of pediatrics20061101

Title: Towards carbohydrate derivatives of the ReI(CO)3 fragment.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20060602

Title: Production of D-arabitol by a metabolic engineered strain of Bacillus subtilis.

Journal: Biotechnology journal20060201

Title: Arabitol dehydrogenase as a selectable marker for rice.

Journal: Plant cell reports20051201

Title: Molecular cloning and functional expression of d-arabitol dehydrogenase gene from Gluconobacter oxydans in Escherichia coli.

Journal: FEMS microbiology letters20051101

Title: The MAP kinase Hog1p differentially regulates stress-induced production and accumulation of glycerol and D-arabitol in Candida albicans.

Journal: Microbiology (Reading, England)20050901

Title: Production of L-talitol from L-psicose by Metschnikowia koreensis LA1 isolated from soy sauce mash.

Journal: Journal of bioscience and bioengineering20050901

Title: Characterization of a novel NADP(+)-dependent D-arabitol dehydrogenase from the plant pathogen Uromyces fabae.

Journal: The Biochemical journal20050715

Title: [Diagnostic tests: Candidiasis (candidosis)].

Journal: Nihon rinsho. Japanese journal of clinical medicine20050701

Title: Functional analysis of the Zygosaccharomyces rouxii Fps1p homologue.

Journal: Yeast (Chichester, England)20050501

Title: Nitrogen uptake in relation to excess supply and its effects on the lichens Evernia prunastri (L.) Ach and Xanthoria parietina (L.) Th. Fr.

Journal: Planta20050301

Title: Characterization of clinically isolated Ralstonia mannitolilytica strains using random amplification of polymorphic DNA (RAPD) typing and antimicrobial sensitivity, and comparison of the classification efficacy of phenotypic and genotypic assays.

Journal: Journal of medical microbiology20050101

Title: Biological chiral recognition: the substrate's perspective.

Journal: Chirality20050101

Title: [Biochemical mechanisms of temperature adaptation in the (+) and (-) strains of Blakeslea trispora].

Journal: Mikrobiologiia20050101

Title: Analysis of polyols in urine by liquid chromatography-tandem mass spectrometry: a useful tool for recognition of inborn errors affecting polyol metabolism.

Journal: Journal of inherited metabolic disease20050101

Title: Influence of D-arabitol and ribitol on neuronal network activity.

Journal: Journal of inherited metabolic disease20050101

Title: Catabolite repression and virulence gene expression in Listeria monocytogenes.

Journal: Current microbiology20040801

Title: Evaluation of pentitol metabolism in mammalian tissues provides new insight into disorders of human sugar metabolism.

Journal: Molecular genetics and metabolism20040701

Title: Development of a L-rhamnose and D-arabitol supplemented MacConkey agar to identify pathogenic Yersinia enterocolitica among environmental Yersinias in swine production wastes.

Journal: Journal of microbiological methods20040501

Title: Taste quality of monascal adlay.

Journal: Journal of agricultural and food chemistry20040421

Title: A novel NADH-linked l-xylulose reductase in the l-arabinose catabolic pathway of yeast.

Journal: The Journal of biological chemistry20040409

Title: Metabolite profiles of the biocontrol yeast Pichia anomala J121 grown under oxygen limitation.

Journal: Applied microbiology and biotechnology20040401

Title: Polyol accumulation by Aspergillus oryzae at low water activity in solid-state fermentation.

Journal: Microbiology (Reading, England)20040401

Title: Synthesis of enantiopure 2-C-methyl-D-erythritol 4-phosphate and 2,4-cyclodiphosphate from D-arabitol.

Journal: Organic letters20040108

Title: Osmotic and matric potential effects on growth, sugar alcohol and sugar accumulation by Aspergillus section Flavi strains from Argentina.

Journal: Journal of applied microbiology20040101

Title: [Diagnosis of systemic Candida infections. Evaluation of serology, molecular biology and D-arabinitol detection].

Journal: Mycoses20040101

Title: [Early signals of systemic mycoses--guidelines for therapeutic decisions?].

Journal: Mycoses20040101

Title: Transaldolase/glucose-6-phosphate isomerase bifunctional enzyme and ribulokinase as factors to increase xylitol production from D-arabitol in Gluconobacter oxydans.

Journal: Bioscience, biotechnology, and biochemistry20031201

Title: Short synthesis of enantiopure C2-symmetric 1,2:4,5-diepoxypentane and 'pseudo'-C2-symmetric 3-azido-1,2:4,5-diepoxypentane from arabitol.

Journal: The Journal of organic chemistry20031017

Title: Production of D-arabitol by Metschnikowia reukaufii AJ14787.

Journal: Bioscience, biotechnology, and biochemistry20030901

Title: Mechanisms of selectivity in channels and enzymes studied with interactive molecular dynamics.

Journal: Biophysical journal20030701

Title: Carbon and nitrogen distribution in the green algal lichens Hypogymnia physodes and Platismatia glauca in relation to nutrient supply.

Journal: Planta20030501

Title: Isolation and characterization of two specific regulatory Aspergillus niger mutants shows antagonistic regulation of arabinan and xylan metabolism.

Journal: Microbiology (Reading, England)20030501

Title: Cloning of the xylitol dehydrogenase gene from Gluconobacter oxydans and improved production of xylitol from D-arabitol.

Journal: Bioscience, biotechnology, and biochemistry20030301

Title: [Induction of endo-1,4-beta-xylanase and beta-galactosidase in the original and recombinant strains of the fungus Penicillium canescens].

Journal: Prikladnaia biokhimiia i mikrobiologiia20030101

Title: Water availability affects the growth, accumulation of compatible solutes and the viability of the biocontrol agent Epicoccum nigrum.

Journal: Mycopathologia20030101

Title: [Mechanism of overproduction of secreted enzymes in the mycelial fungus Penicillium canescens].

Journal: Prikladnaia biokhimiia i mikrobiologiia20030101

Title: Novel enzymatic method for the production of xylitol from D-arabitol by Gluconobacter oxydans.

Journal: Bioscience, biotechnology, and biochemistry20021201

Title: Confirmation of the D configuration of the 2-substituted arabinitol 1-phosphate residue in the capsular polysaccharide from Streptococcus pneumoniae Type 17F.

Journal: Carbohydrate research20021119

Title: Putative xylose and arabinose reductases in Saccharomyces cerevisiae.

Journal: Yeast (Chichester, England)20021001

Title: Low-temperature-induced changes in trehalose, mannitol and arabitol associated with enhanced tolerance to freezing in ectomycorrhizal basidiomycetes (Hebeloma spp.).

Journal: Mycorrhiza20021001

Title: Glycerol and arabitol production by an intergeneric hybrid, PB2, obtained by protoplast fusion between Saccharomyces cerevisiae and Torulaspora delbrueckii.

Journal: Applied microbiology and biotechnology20020801

Title: Metabolic behavior of immobilized Candida guilliermondii cells during batch xylitol production from sugarcane bagasse acid hydrolyzate.

Journal: Biotechnology and bioengineering20020720

Title: Gas chromatographic determination of D-/L-arabinitol ratio in healthy Polish children.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20020625

Title: Different sugar kinases are involved in the sugar sensing of Galdieria sulphuraria.

Journal: Plant physiology20020101

Title: Urine D-arabinitol/L-arabinitol ratio in diagnosing Candida infection in patients with haematological malignancy and HIV infection.

Journal: Diagnostic microbiology and infectious disease20020101

Title: [Changes in lipid composition and carbohydrate composition of Aspergillus niger conidia during germination].

Journal: Prikladnaia biokhimiia i mikrobiologiia20020101

Title: Utilization of xylitol dehydrogenase in a combined microbial/enzymatic process for production of xylitol from D-glucose.

Journal: Applied biochemistry and biotechnology20020101

Title: L-Arabinosuria: a new defect in human pentose metabolism.

Journal: Molecular genetics and metabolism20020101

Title: [Advances in serological systems for diagnosis of systemic fungal infections, particularly those caused by Candida and Aspergillus].

Journal: Nihon Ishinkin Gakkai zasshi = Japanese journal of medical mycology20020101

Title: Substrate specificity and kinetic mechanism of Escherichia coli ribulokinase.

Journal: Archives of biochemistry and biophysics20011215

Title: A 23Na NMR study of the effect of D(+) and L(-) arabitol on NaDNA in aqueous solution.

Journal: International journal of biological macromolecules20011210

Title: Conservation and release of osmolytes by yeasts during hypo-osmotic stress.

Journal: Archives of microbiology20011201

Title: Synthesis of L-arabinitol and xylitol monomers for the preparation of polyamides. Preparation of an L-arabinitol-based polyamide.

Journal: Carbohydrate research20010703

Title: [Cloning and expression of VHB gene in D-arabitol producing yeast].

Journal: Wei sheng wu xue bao = Acta microbiologica Sinica20010601

Title: In vivo and in vitro NMR spectroscopy reveal a putative novel inborn error involving polyol metabolism.

Journal: NMR in biomedicine20010501

Title: Characterisation of a Listeria monocytogenes mutant deficient in D-arabitol fermentation.

Journal: Research in microbiology20010301

Title: Measurement of the D-arabinitol/L-arabinitol ratio in urine of neutropenic patients treated empirically with amphotericin B.

Journal: European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology20010301

Title: Membrane-bound sugar alcohol dehydrogenase in acetic acid bacteria catalyzes L-ribulose formation and NAD-dependent ribitol dehydrogenase is independent of the oxidative fermentation.

Journal: Bioscience, biotechnology, and biochemistry20010101

Title: Production of D- and L-xylulose by mutants of Klebsiella pneumoniae and Erwinia uredovora.

Journal: Applied and environmental microbiology19850101

Title: The biochemical preparation of D-xylulose and L-ribulose. Details of the action of Acetobacter suboxydans on D-arabitol, ribitol and other polyhydroxy compounds.

Journal: The Biochemical journal19620401

Title: Shetty HU, et al. Cerebrospinal fluid and plasma distribution of myo-inositol and other polyols in Alzheimer disease. Clin Chem. 1996 Feb;42(2):298-302.

Building Blocks More >
77058-74-3
77058-74-3
(8S,9S,10R,13R,14S,17R)-17-((R)-4-((S)-3,3-Dimethyloxiran-2-yl)butan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
AA00G2NW | MFCD03695562
79601-21-1
79601-21-1
3-(3-Methoxyphenyl)-piperidine
AA00G2UC | MFCD06656698
76644-74-1
76644-74-1
3-Amino-1h-isoindole hydrochloride
AA00G31C | MFCD00191737
83619-73-2
83619-73-2
1,4-DIACETOXY-2,3-DICYANOBENZENE
AA00G3AE | MFCD00036857
77340-50-2
77340-50-2
2-Ureidopropanoic acid
AA00G3H2 | MFCD00037445
77573-43-4
77573-43-4
Ingenol-5,20-acetonide
AA00G3OE | MFCD28411511
75228-67-0
75228-67-0
2-CHLORO-N-(2-FURYLMETHYL)-N-METHYLACETAMIDE
AA00G3RU | MFCD06655259
845823-04-3
845823-04-3
4-fluoro-2-methylbenzenethiol
AA00G3YI | MFCD06201800
76932-06-4
76932-06-4
H-Pro-pro-oh hcl
AA00G47U | MFCD00191008
854357-51-0
854357-51-0
1-(2-Furylmethyl)-2,5-dimethyl-1h-pyrrole-3-carboxylic acid
AA00G4GM | MFCD06655893
Submit
© 2017 AA BLOCKS, INC. All rights reserved.