CAS 533-49-3

L-Erythrose

Description:

L-Erythrose is a four-carbon aldose sugar, classified as a tetrose, with the molecular formula C4H8O4. It is a stereoisomer of D-erythrose and is characterized by the presence of an aldehyde functional group at one end of the molecule. L-Erythrose is a colorless, crystalline solid that is soluble in water, reflecting its polar nature due to the hydroxyl (-OH) groups. It plays a significant role in various biochemical pathways, including the pentose phosphate pathway, which is crucial for cellular metabolism and the synthesis of nucleotides. The compound exhibits optical activity, with a specific rotation that varies depending on concentration and temperature. L-Erythrose can participate in Maillard reactions, contributing to flavor and color in food chemistry. Its CAS number, 533-49-3, is used for identification in chemical databases. Overall, L-erythrose is important in both biological systems and industrial applications, particularly in the synthesis of other organic compounds.

Formula: C₄H₈O₄

InChI: InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4+/m1/s1

InChI key: InChIKey=YTBSYETUWUMLBZ-DMTCNVIQSA-N

SMILES: [C@@H]([C@@H](C=O)O)(CO)O

Synonyms:

• (2S,3S)-2,3,4-Trihydroxybutanal
• Erythrose, L-
• Butanal, 2,3,4-trihydroxy-, [S-(R*,R*)]-
• Butanal, 2,3,4-trihydroxy-, (2S,3S)-
• L-Erythrose

Butanal, 2,3,4-trihydroxy-, (2S,3S)-

CAS: 533-49-3

Formula: C₄H₈O₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 120.1039

Ref: IN-DA00I9IK

L-Erythrose

CAS: 533-49-3

L-Erythrose is a tetrasaccharide and an aldose,，involved in the synthesis of erythritol, and can characterize erythrose reductase (ER) activity.

Formula: C₄H₈O₄

Color and Shape: Solid

Molecular weight: 120.1

Ref: TM-T20229

L-Erythrose

CAS: 533-49-3

Formula: C₄H₈O₄

Purity: ≥ 95.0%

Color and Shape: Colourless or pale yellow syrup

Molecular weight: 120.10

Ref: 7W-GC1019

L-Erythrose

CAS: 533-49-3

L-Erythrose is a monosaccharide that contains an hydroxyl group on the second carbon atom. It can be synthesized by a synthetic scheme involving glycolaldehyde and hydroxylamine. L-Erythrose has been shown to inhibit the enzyme phosphoglycerate kinase, which converts 2-phosphoglycerate into phosphoenolpyruvate. L-Erythrose has also been shown to inhibit dehydroascorbic acid reductase, which converts dehydroascorbic acid into ascorbic acid, and galactitol reductase, which converts galactitol into D-tagatose. The mutant strain of Escherichia coli K12 that was engineered to produce L-erythrose showed a decreased susceptibility to phage infection and an increased resistance to oxidative stress. In addition, the polyol pathway in E. coli was induced by L-erythrose treatment.

Formula: C₄H₈O₄

Purity: (%) Min. 90%

Color and Shape: Slightly Yellow Powder

Molecular weight: 120.1 g/mol

Ref: 3D-ME00260

L-Erythrose (~0.1 M solution in water)

Controlled Product

CAS: 533-49-3

Applications L-Erythrose is a rare aldotetrose that have been used as a chirality factor used in QSAR studies of chiral molecules.
References Yang, C.S., et al.: QSAR. Combin. Sci., 24, 1047 (2005); Nishimura, K., et al.: J. BIosci. Bioeng., 101, 303 (2006); Mizanur, R.M., et al.: J. Biosci. Bioeng., 92, 237 (2001);

Formula: C₄H₈O₄

Color and Shape: Colourless

Molecular weight: 120.1

Ref: TR-E650140