2418-52-2,MFCD00067036
Catalog No.:AA00I4KQ

2418-52-2 | D-Threitol

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Purity
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1g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00I4KQ
Chemical Name:
D-Threitol
CAS Number:
2418-52-2
Molecular Formula:
C4H10O4
Molecular Weight:
122.1198
MDL Number:
MFCD00067036
SMILES:
OC[C@H]([C@@H](CO)O)O
Properties
Computed Properties
 
Complexity:
48  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-2.3  

Downstream Synthesis Route

[1]Monrad,RuneNygaard;Madsen,Robert[JournalofOrganicChemistry,2007,vol.72,#25,p.9782-9785]

[1]Deng,Tianyin;Liu,Haichao[JournalofMolecularCatalysisA:Chemical,2014,vol.388-389,p.66-73]

[1]Deng,Tianyin;Liu,Haichao[JournalofMolecularCatalysisA:Chemical,2014,vol.388-389,p.66-73]

[1]Deng,Tianyin;Liu,Haichao[JournalofMolecularCatalysisA:Chemical,2014,vol.388-389,p.66-73]

[1]Deng,Tianyin;Liu,Haichao[JournalofMolecularCatalysisA:Chemical,2014,vol.388-389,p.66-73]

Literature

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

Journal: Scientific reports 20180101

Title: Altered redox mitochondrial biology in the neurodegenerative disorder fragile X-tremor/ataxia syndrome: use of antioxidants in precision medicine.

Journal: Molecular medicine (Cambridge, Mass.) 20160101

Title: A General Strategy for the Discovery of Metabolic Pathways: d-Threitol, l-Threitol, and Erythritol Utilization in Mycobacterium smegmatis.

Journal: Journal of the American Chemical Society 20151125

Title: Carbohydrate chelation in neutral aqueous solution: the threo-tetritolato-Pd(4) butterfly motif.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120820

Title: Amide analogues of CD1d agonists modulate iNKT-cell-mediated cytokine production.

Journal: ACS chemical biology 20120518

Title: An O2 smart plastic film for packaging.

Journal: The Analyst 20120107

Title: Galactosaminogalactan, a new immunosuppressive polysaccharide of Aspergillus fumigatus.

Journal: PLoS pathogens 20111101

Title: Preparation, characterisation and entrapment of a non-glycosidic threitol ceramide into liposomes for presentation to invariant natural killer T cells.

Journal: Journal of pharmaceutical sciences 20110701

Title: Dithiothreitol causes HIV-1 integrase dimer dissociation while agents interacting with the integrase dimer interface promote dimer formation.

Journal: Biochemistry 20110315

Title: Urinary metabonomics study in a rat model in response to protein-energy malnutrition by using gas chromatography-mass spectrometry and liquid chromatography-mass spectrometry.

Journal: Molecular bioSystems 20101101

Title: The complex genetic architecture of the metabolome.

Journal: PLoS genetics 20101101

Title: Practical enantiospecific synthesis of an orthogonally protected 1,4-trans-1,5-cis- 4,5-diamino-2-cyclopenten-1-ol derivative.

Journal: The Journal of organic chemistry 20100903

Title: Comparative studies of the dynamics in viscous liquids by means of dielectric spectroscopy and field cycling NMR.

Journal: The journal of physical chemistry. A 20100805

Title: Identifying new lignin bioengineering targets: 1. Monolignol-substitute impacts on lignin formation and cell wall fermentability.

Journal: BMC plant biology 20100101

Title: Differential phenotyping of Brucella species using a newly developed semi-automated metabolic system.

Journal: BMC microbiology 20100101

Title: Aspergillusol A, an alpha-glucosidase inhibitor from the marine-derived fungus Aspergillus aculeatus.

Journal: Journal of natural products 20091101

Title: Cryoprotectant biosynthesis and the selective accumulation of threitol in the freeze-tolerant Alaskan beetle, Upis ceramboides.

Journal: The Journal of biological chemistry 20090619

Title: Universal critical-like scaling of dynamic properties in symmetry-selected glass formers.

Journal: The Journal of chemical physics 20081114

Title: Exudation of alcohol and aldehyde sugars from roots of defoliated Lolium perenne L. grown under sterile conditions.

Journal: Journal of chemical ecology 20081101

Title: Analysis of the metabolic footprint and tissue metabolome of placental villous explants cultured at different oxygen tensions reveals novel redox biomarkers.

Journal: Placenta 20080801

Title: Spatial and seasonal trends in biogenic secondary organic aerosol tracers and water-soluble organic carbon in the southeastern United States.

Journal: Environmental science & technology 20080715

Title: CH2-units on (poly-)ethylene glycol radially dehydrate cytoplasm of resting skinned skeletal muscle.

Journal: Journal of biochemistry 20080601

Title: Cutting edge: nonglycosidic CD1d lipid ligands activate human and murine invariant NKT cells.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20080515

Title: Amino alcohol-based degradable poly(ester amide) elastomers.

Journal: Biomaterials 20080501

Title: Carbonic anhydrase inhibitors: the very weak inhibitors dithiothreitol, beta-mercaptoethanol, tris(carboxyethyl)phosphine and threitol interfere with the binding of sulfonamides to isozymes II and IX.

Journal: Bioorganic & medicinal chemistry letters 20080315

Title: CH2-units on (poly-)ethylene glycol radially dehydrate cytoplasm of resting skinned skeletal muscle.

Journal: Journal of biochemistry 20080101

Title: Sugar-alcohol complexes of palladium(II): on the variable rigidity of open-chain carbohydrate ligands.

Journal: Chemistry, an Asian journal 20070803

Title: Multiple component system of sugars and polyols in the overwintering spruce bark beetle, Ips typographus.

Journal: Journal of insect physiology 20070601

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: Seasonal variation of 2-methyltetrols in ambient air samples.

Journal: Environmental science & technology 20061115

Title: Generation of an antibody specific to erythritol, a non-immunogenic food additive.

Journal: Food additives and contaminants 20060901

Title: Determination of the enthalpy of solute-solvent interaction from the enthalpy of solution: aqueous solutions of erythritol and L-threitol.

Journal: The journal of physical chemistry. B 20060511

Title: Mimicking the atmospheric OH-radical-mediated photooxidation of isoprene: formation of cloud-condensation nuclei polyols monitored by electrospray ionization mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20060101

Title: Investigation of the binding geometry of a peripheral membrane protein.

Journal: Biochemistry 20051213

Title: Enthalpy of sublimation in the study of the solid state of organic compounds. Application to erythritol and threitol.

Journal: The journal of physical chemistry. B 20050929

Title: Conformational study of erythritol and threitol in the gas state by density functional theory calculations.

Journal: Carbohydrate research 20050207

Title: Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity.

Journal: Journal of the American Chemical Society 20050119

Title: Synthesis of l-lyxo-phytosphingosine and its 1-phosphonate analogue using a threitol acetal synthon.

Journal: The Journal of organic chemistry 20040806

Title: Effect of large hydrostatic pressure on the dielectric loss spectrum of type- a glass formers.

Journal: Physical review. E, Statistical, nonlinear, and soft matter physics 20040501

Title: Fragmentation study of diastereoisomeric 2-methyltetrols, oxidation products of isoprene, as their trimethylsilyl ethers, using gas chromatography/ion trap mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20040101

Title: Amplification of dynamic chiral crown ether complexes during cyclic acetal formation.

Journal: Angewandte Chemie (International ed. in English) 20030915

Title: Enantioselective synthesis of 15-epi-haterumalide NA methyl ester and revised structure of haterumalide NA.

Journal: Organic letters 20030320

Title: From strong to fragile glass formers: secondary relaxation in polyalcohols.

Journal: Physical review letters 20020304

Title: Synthesis of erythro and threo furanoid glycals from 1- and 2-phenylselenenyl-carbohydrate derivatives.

Journal: Carbohydrate research 20011108

Title: Reductive fragmentation of carbohydrate anomeric alkoxy radicals. Synthesis of alditols with potential utility as chiral synthons.

Journal: The Journal of organic chemistry 20011019

Title: Walters KR Jr, et al. Cryoprotectant biosynthesis and the selective accumulation of threitol in the freeze-tolerant Alaskan beetle, Upis ceramboides. J Biol Chem. 2009 Jun 19;284(25):16822-31.

Quotation Request
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SDS
Tags:2418-52-2 Molecular Formula|2418-52-2 MDL|2418-52-2 SMILES|2418-52-2 D-Threitol
Catalog No.: AA00I4KQ
2418-52-2,MFCD00067036
2418-52-2 | D-Threitol
Pack Size: 250mg
Purity:
in stock
$232.00 $163.00
Pack Size: 1g
Purity:
in stock
$566.00 $396.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00I4KQ
Chemical Name: D-Threitol
CAS Number: 2418-52-2
Molecular Formula: C4H10O4
Molecular Weight: 122.1198
MDL Number: MFCD00067036
SMILES: OC[C@H]([C@@H](CO)O)O
Properties
Complexity: 48  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 2  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 8  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 4  
Isotope Atom Count: 0  
Rotatable Bond Count: 3  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -2.3  
Downstream Synthesis Route
58-86-6    2418-52-2 

[1]Monrad,RuneNygaard;Madsen,Robert[JournalofOrganicChemistry,2007,vol.72,#25,p.9782-9785]

9004-34-6    2418-52-2    909878-64-4    488-82-4    87-99-0    69-65-8    50-70-4 

[1]Deng,Tianyin;Liu,Haichao[JournalofMolecularCatalysisA:Chemical,2014,vol.388-389,p.66-73]

9004-34-6    57-55-6    2418-52-2    909878-64-4    488-82-4    87-99-0    69-65-8    50-70-4    107-21-1    116-09-6    56-81-5 

[1]Deng,Tianyin;Liu,Haichao[JournalofMolecularCatalysisA:Chemical,2014,vol.388-389,p.66-73]

9004-34-6    57-55-6    2418-52-2    909878-64-4    488-82-4    87-99-0    69-65-8    50-70-4    56-81-5 

[1]Deng,Tianyin;Liu,Haichao[JournalofMolecularCatalysisA:Chemical,2014,vol.388-389,p.66-73]

9004-34-6    57-55-6    2418-52-2    909878-64-4    79-33-4    488-82-4    87-99-0    69-65-8    50-70-4    107-21-1    56-81-5 

[1]Deng,Tianyin;Liu,Haichao[JournalofMolecularCatalysisA:Chemical,2014,vol.388-389,p.66-73]

Literature fold

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

Journal: Scientific reports20180101

Title: Altered redox mitochondrial biology in the neurodegenerative disorder fragile X-tremor/ataxia syndrome: use of antioxidants in precision medicine.

Journal: Molecular medicine (Cambridge, Mass.)20160101

Title: A General Strategy for the Discovery of Metabolic Pathways: d-Threitol, l-Threitol, and Erythritol Utilization in Mycobacterium smegmatis.

Journal: Journal of the American Chemical Society20151125

Title: Carbohydrate chelation in neutral aqueous solution: the threo-tetritolato-Pd(4) butterfly motif.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany)20120820

Title: Amide analogues of CD1d agonists modulate iNKT-cell-mediated cytokine production.

Journal: ACS chemical biology20120518

Title: An O2 smart plastic film for packaging.

Journal: The Analyst20120107

Title: Galactosaminogalactan, a new immunosuppressive polysaccharide of Aspergillus fumigatus.

Journal: PLoS pathogens20111101

Title: Preparation, characterisation and entrapment of a non-glycosidic threitol ceramide into liposomes for presentation to invariant natural killer T cells.

Journal: Journal of pharmaceutical sciences20110701

Title: Dithiothreitol causes HIV-1 integrase dimer dissociation while agents interacting with the integrase dimer interface promote dimer formation.

Journal: Biochemistry20110315

Title: Urinary metabonomics study in a rat model in response to protein-energy malnutrition by using gas chromatography-mass spectrometry and liquid chromatography-mass spectrometry.

Journal: Molecular bioSystems20101101

Title: The complex genetic architecture of the metabolome.

Journal: PLoS genetics20101101

Title: Practical enantiospecific synthesis of an orthogonally protected 1,4-trans-1,5-cis- 4,5-diamino-2-cyclopenten-1-ol derivative.

Journal: The Journal of organic chemistry20100903

Title: Comparative studies of the dynamics in viscous liquids by means of dielectric spectroscopy and field cycling NMR.

Journal: The journal of physical chemistry. A20100805

Title: Identifying new lignin bioengineering targets: 1. Monolignol-substitute impacts on lignin formation and cell wall fermentability.

Journal: BMC plant biology20100101

Title: Differential phenotyping of Brucella species using a newly developed semi-automated metabolic system.

Journal: BMC microbiology20100101

Title: Aspergillusol A, an alpha-glucosidase inhibitor from the marine-derived fungus Aspergillus aculeatus.

Journal: Journal of natural products20091101

Title: Cryoprotectant biosynthesis and the selective accumulation of threitol in the freeze-tolerant Alaskan beetle, Upis ceramboides.

Journal: The Journal of biological chemistry20090619

Title: Universal critical-like scaling of dynamic properties in symmetry-selected glass formers.

Journal: The Journal of chemical physics20081114

Title: Exudation of alcohol and aldehyde sugars from roots of defoliated Lolium perenne L. grown under sterile conditions.

Journal: Journal of chemical ecology20081101

Title: Analysis of the metabolic footprint and tissue metabolome of placental villous explants cultured at different oxygen tensions reveals novel redox biomarkers.

Journal: Placenta20080801

Title: Spatial and seasonal trends in biogenic secondary organic aerosol tracers and water-soluble organic carbon in the southeastern United States.

Journal: Environmental science & technology20080715

Title: CH2-units on (poly-)ethylene glycol radially dehydrate cytoplasm of resting skinned skeletal muscle.

Journal: Journal of biochemistry20080601

Title: Cutting edge: nonglycosidic CD1d lipid ligands activate human and murine invariant NKT cells.

Journal: Journal of immunology (Baltimore, Md. : 1950)20080515

Title: Amino alcohol-based degradable poly(ester amide) elastomers.

Journal: Biomaterials20080501

Title: Carbonic anhydrase inhibitors: the very weak inhibitors dithiothreitol, beta-mercaptoethanol, tris(carboxyethyl)phosphine and threitol interfere with the binding of sulfonamides to isozymes II and IX.

Journal: Bioorganic & medicinal chemistry letters20080315

Title: CH2-units on (poly-)ethylene glycol radially dehydrate cytoplasm of resting skinned skeletal muscle.

Journal: Journal of biochemistry20080101

Title: Sugar-alcohol complexes of palladium(II): on the variable rigidity of open-chain carbohydrate ligands.

Journal: Chemistry, an Asian journal20070803

Title: Multiple component system of sugars and polyols in the overwintering spruce bark beetle, Ips typographus.

Journal: Journal of insect physiology20070601

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: Seasonal variation of 2-methyltetrols in ambient air samples.

Journal: Environmental science & technology20061115

Title: Generation of an antibody specific to erythritol, a non-immunogenic food additive.

Journal: Food additives and contaminants20060901

Title: Determination of the enthalpy of solute-solvent interaction from the enthalpy of solution: aqueous solutions of erythritol and L-threitol.

Journal: The journal of physical chemistry. B20060511

Title: Mimicking the atmospheric OH-radical-mediated photooxidation of isoprene: formation of cloud-condensation nuclei polyols monitored by electrospray ionization mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM20060101

Title: Investigation of the binding geometry of a peripheral membrane protein.

Journal: Biochemistry20051213

Title: Enthalpy of sublimation in the study of the solid state of organic compounds. Application to erythritol and threitol.

Journal: The journal of physical chemistry. B20050929

Title: Conformational study of erythritol and threitol in the gas state by density functional theory calculations.

Journal: Carbohydrate research20050207

Title: Glyco- and peptidomimetics from three-component Joullié-Ugi coupling show selective antiviral activity.

Journal: Journal of the American Chemical Society20050119

Title: Synthesis of l-lyxo-phytosphingosine and its 1-phosphonate analogue using a threitol acetal synthon.

Journal: The Journal of organic chemistry20040806

Title: Effect of large hydrostatic pressure on the dielectric loss spectrum of type- a glass formers.

Journal: Physical review. E, Statistical, nonlinear, and soft matter physics20040501

Title: Fragmentation study of diastereoisomeric 2-methyltetrols, oxidation products of isoprene, as their trimethylsilyl ethers, using gas chromatography/ion trap mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM20040101

Title: Amplification of dynamic chiral crown ether complexes during cyclic acetal formation.

Journal: Angewandte Chemie (International ed. in English)20030915

Title: Enantioselective synthesis of 15-epi-haterumalide NA methyl ester and revised structure of haterumalide NA.

Journal: Organic letters20030320

Title: From strong to fragile glass formers: secondary relaxation in polyalcohols.

Journal: Physical review letters20020304

Title: Synthesis of erythro and threo furanoid glycals from 1- and 2-phenylselenenyl-carbohydrate derivatives.

Journal: Carbohydrate research20011108

Title: Reductive fragmentation of carbohydrate anomeric alkoxy radicals. Synthesis of alditols with potential utility as chiral synthons.

Journal: The Journal of organic chemistry20011019

Title: Walters KR Jr, et al. Cryoprotectant biosynthesis and the selective accumulation of threitol in the freeze-tolerant Alaskan beetle, Upis ceramboides. J Biol Chem. 2009 Jun 19;284(25):16822-31.

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