L(+)-Erythrose - ≥95%(HPLC), 70% in water , CAS No.533-49-3

CAS: 533-49-3 Cat. No.: E120857 Molecular Weight: 120.10 Beilstein Registry Number: 1721697 EC Number: 208-567-8

GRADE & PURITY ≥95%(HPLC), 70% in water

Synonyms

DTXSID30201447 | L-ERYTHROSE [MI] | 96DH71781X | EINECS 208-567-8 | L-(+)-Erythrose | L(+)-Erythrose | Butanal, 2,3,4-trihydroxy-, (2S,3S)- | SCHEMBL424699 | (2S,3S)-2,3,4-trihydroxybutanal | CHEBI:21288 | (+)-ERYTHROSE | UNII-96DH71781X | Erythrose, L- |

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

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.

Application：

L-Erythrose is a rare aldotetrose that have been used as a chirality factor used in QSAR studies of chiral molecules.

Specifications

Synonyms

DTXSID30201447 | L-ERYTHROSE [MI] | 96DH71781X | EINECS 208-567-8 | L-(+)-Erythrose | L(+)-Erythrose | Butanal, 2, 3, 4-trihydroxy-, (2S, 3S)- | SCHEMBL424699 | (2S, 3S)-2, 3, 4-trihydroxybutanal | CHEBI:21288 | (+)-ERYTHROSE | UNII-96DH71781X | Erythrose, L- |

Specifications & Purity

≥95%(HPLC), 70% in water

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%(HPLC)

Names and Identifiers

• Pubchem Sid: 504763830
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763830
• Canonical Smiles: C(C(C(C=O)O)O)O
• IUPAC Name: (2S,3S)-2,3,4-trihydroxybutanal
• InChIKey: YTBSYETUWUMLBZ-DMTCNVIQSA-N
• INCHI: 1S/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4+/m1/s1
• Isomeric SMILES: C([C@@H]([C@@H](C=O)O)O)O
• WGK Germany: 3
• Molecular Weight: 120.10
• Beilstein: 1721697
• Reaxy-Rn: 1751758
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1751758&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Monosaccharides
• Alternative Parents: Beta-hydroxy aldehydes Alpha-hydroxyaldehydes Secondary alcohols Polyols Short-chain aldehydes Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Monosaccharide - Beta-hydroxy aldehyde - Alpha-hydroxyaldehyde - Secondary alcohol - Polyol - Organic oxide - Hydrocarbon derivative - Short-chain aldehyde - Primary alcohol - Carbonyl group - Aldehyde - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
• External Descriptors: erythrose

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Flash Point(°F): >235.4 °F
• Flash Point(°C): >113 °C
• Molecular Weight: 120.100 g/mol
• XLogP3: -2.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 120.042 Da
• Monoisotopic Mass: 120.042 Da
• Topological Polar Surface Area: 77.800 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 72.400
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1