Home Other Building Blocks 583-50-6
583-50-6,MFCD00006970
Catalog No.:AA00IAAL

583-50-6 | Butanal, 2,3,4-trihydroxy-, (2R,3R)-

Pack Size
Purity
Availability
Price(USD)
Quantity
  
100mg
in stock  
$65.00   $45.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00IAAL
Chemical Name:
Butanal, 2,3,4-trihydroxy-, (2R,3R)-
CAS Number:
583-50-6
Molecular Formula:
C4H8O4
Molecular Weight:
120.1039
MDL Number:
MFCD00006970
SMILES:
C(C(C(C=O)O)O)O
Properties
Computed Properties
 
Complexity:
72.4  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
3  
XLogP3:
-2.2  

Downstream Synthesis Route

[1]ChemischeBerichte,1899,vol.32,p.3674    ChemischeBerichte,1900,vol.33,p.1799Anm.6

[1]Hardell,H.-L.;Theander,O.[ActaChemicaScandinavica(1947),1971,vol.25,p.877-882]

[1]BulletinoftheChemicalSocietyofJapan,1984,vol.57,p.997-1002

[1]BulletinoftheChemicalSocietyofJapan,1984,vol.57,p.997-1002

[1]BulletinoftheChemicalSocietyofJapan,1984,vol.57,p.997-1002

Literature

Title: Exploring inhibition of Pdx1, a component of the PLP synthase complex of the human malaria parasite Plasmodium falciparum.

Journal: The Biochemical journal 20130101

Title: Conformational study of the open-chain and furanose structures of D-erythrose and D-threose.

Journal: Carbohydrate research 20120901

Title: Nondestructive fluorescence-based quantification of threose-induced collagen cross-linking in bovine articular cartilage.

Journal: Journal of biomedical optics 20120901

Title: Darwinian evolution of an alternative genetic system provides support for TNA as an RNA progenitor.

Journal: Nature chemistry 20120110

Title: Computational study of mutarotation in erythrose and threose.

Journal: Carbohydrate research 20111227

Title: Computed tomography detects changes in contrast agent diffusion after collagen cross-linking typical to natural aging of articular cartilage.

Journal: Osteoarthritis and cartilage 20111001

Title: Efficient asymmetric organocatalytic formation of erythrose and threose under aqueous conditions.

Journal: Chemical communications (Cambridge, England) 20100714

Title: Erythritol is a sweet antioxidant.

Journal: Nutrition (Burbank, Los Angeles County, Calif.) 20100401

Title: Kinetic characterization and comparison of various protein crosslinking reagents for matrix modification.

Journal: Journal of materials science. Materials in medicine 20100401

Title: The silicate-mediated formose reaction: bottom-up synthesis of sugar silicates.

Journal: Science (New York, N.Y.) 20100219

Title: Dihydropyridine C-glycoconjugates by organocatalytic Hantzsch cyclocondensation. Stereoselective synthesis of alpha-threofuranose C-nucleoside enantiomers.

Journal: Organic & biomolecular chemistry 20090507

Title: D-fructose-6-phosphate aldolase in organic synthesis: cascade chemical-enzymatic preparation of sugar-related polyhydroxylated compounds.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20090101

Title: The structure of a TNA-TNA complex in solution: NMR study of the octamer duplex derived from alpha-(L)-threofuranosyl-(3'-2')-CGAATTCG.

Journal: Journal of the American Chemical Society 20081112

Title: Thermochemical transformation of glucose to 1,6-anhydroglucose in high-temperature steam.

Journal: Carbohydrate research 20080407

Title: Diastereoselective synthesis of piperidine imino sugars using aldol additions of metalated bislactim ethers to threose and erythrose acetonides.

Journal: The Journal of organic chemistry 20080321

Title: Beneficial effect of internal hydrogen bonding interactions on the beta-fragmentation of primary alkoxyl radicals. Two-step conversion of D-xylo- and D-ribofuranoses into L-threose and D-erythrose, respectively.

Journal: The Journal of organic chemistry 20071026

Title: Experimental evidence that GNA and TNA were not sequential polymers in the prebiotic evolution of RNA.

Journal: Journal of molecular evolution 20070901

Title: On the basics of carbohydrate-metal chemistry: complexes of palladium(II) with hydroxyaldehyde and -ketone hydrates.

Journal: Carbohydrate research 20070813

Title: Isolation, purification and characterization of histidino-threosidine, a novel Maillard reaction protein crosslink from threose, lysine and histidine.

Journal: Archives of biochemistry and biophysics 20070701

Title: Synthesis and evaluation of amino-threoses in D- and L-series: are five membered ring amino-sugars more potent glycosidase inhibitors than the six membered ones?

Journal: Bioorganic & medicinal chemistry 20070615

Title: Formation of furan and methylfuran from ascorbic acid in model systems and food.

Journal: Food additives and contaminants 20070101

Title: Nonenzymatic oligomerization of RNA by TNA templates.

Journal: Organic letters 20061207

Title: Kinetic analysis of an efficient DNA-dependent TNA polymerase.

Journal: Journal of the American Chemical Society 20050525

Title: Development of small designer aldolase enzymes: catalytic activity, folding, and substrate specificity.

Journal: Biochemistry 20050524

Title: Deoxythreosyl phosphonate nucleosides as selective anti-HIV agents.

Journal: Journal of the American Chemical Society 20050413

Title: An in vitro selection system for TNA.

Journal: Journal of the American Chemical Society 20050309

Title: Hydrothermal upgrading of biomass to biofuel; studies on some monosaccharide model compounds.

Journal: Carbohydrate research 20040712

Title: Base-pairing systems related to TNA containing phosphoramidate linkages: synthesis of building blocks and pairing properties.

Journal: Chemistry & biodiversity 20040701

Title: Carbohydrate carbonyl mobility--the key process in the formation of alpha-dicarbonyl intermediates.

Journal: Carbohydrate research 20040622

Title: Characterization and detection of lysine-arginine cross-links derived from dehydroascorbic acid.

Journal: Carbohydrate research 20040225

Title: Prebiotic amino acids as asymmetric catalysts.

Journal: Science (New York, N.Y.) 20040220

Title: Influence of threose nucleoside units on the catalytic activity of a hammerhead ribozyme.

Journal: Chemistry & biodiversity 20040101

Title: TNA synthesis by DNA polymerases.

Journal: Journal of the American Chemical Society 20030806

Title: C-Nucleosidations with 2,6-diamino-5,8-diaza-7,9-dicarba-purine.

Journal: Organic letters 20030612

Title: Synthesis and antihyperglycemic activity of erythrose, ribose and substituted pyrrolidine containing thiazolidinedione derivatives.

Journal: Chemical & pharmaceutical bulletin 20030301

Title: Synthesis and structural analyses of 3-acetamido-1,4-di-O-acetyl-2,3,5-trideoxy-5-C-(isopropylphosphinyl)-D-erythro-pentopyranoses.

Journal: Carbohydrate research 20030131

Title: DNA polymerase-mediated DNA synthesis on a TNA template.

Journal: Journal of the American Chemical Society 20030129

Title: Crystal structure of a B-form DNA duplex containing (L)-alpha-threofuranosyl (3'-->2') nucleosides: a four-carbon sugar is easily accommodated into the backbone of DNA.

Journal: Journal of the American Chemical Society 20021120

Title: Crosslinking by advanced glycation end products increases the stiffness of the collagen network in human articular cartilage: a possible mechanism through which age is a risk factor for osteoarthritis.

Journal: Arthritis and rheumatism 20020101

Title: Inhibitors of advanced glycation end product-associated protein cross-linking.

Journal: Biochimica et biophysica acta 20010214

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:583-50-6 Molecular Formula|583-50-6 MDL|583-50-6 SMILES|583-50-6 Butanal, 2,3,4-trihydroxy-, (2R,3R)-