95-44-3, L-Threose,
CAS:95-44-3
C4H8O4 / 120.1
MFCD00066540
L-Threose is a sugar molecule that is used as a structural component of DNA and RNA. It is also an important part of the energy metabolism in cells. L-Threose can be enzymatically inactivated by glycosidases, which are enzymes that hydrolyze glycosidic bonds. The inhibition of glycosidases by L-threose may be useful for the prevention or treatment of diseases associated with enzyme activity, such as diabetes mellitus type II. L-Threose has been shown to have inhibitory properties against sephadex G-100, a membrane protein found in bacteria. L-Threose may be useful as a control agent for research into the response element of polymerase chain reaction (PCR).
Title: L-Threose
CAS Registry Number: 95-44-3
CAS Name: (2R,3S)-2,3,4-Trihydroxybutanal
Molecular Formula: C4H8O4
Molecular Weight: 120.10
Percent Composition: C 40.00%, H 6.71%, O 53.29%
Literature References: By degradation of L-xylose through the oxime and tetraacetyl-L-xylononitrile to L-threose diacetamide: Hockett et al., J. Am. Chem. Soc. 60, 278 (1938); from D-glucitol: Hutson, Weigel, J. Chem. Soc. 1961, 1546.
Properties: Shows mutarotation; final [a]D20 +13.2° (c = 4.5). Sol in water.
Optical Rotation: [a]D20 +13.2° (c = 4.5)
Derivative Type: Phenylosazone
Molecular Formula: C16H18N4O2
Molecular Weight: 298.34
Percent Composition: C 64.41%, H 6.08%, N 18.78%, O 10.73%
Properties: Dec 162°.
CAS Number | 95-44-3 |
Product Name | L-Threose |
IUPAC Name | (2R,3S)-2,3,4-trihydroxybutanal |
Molecular Formula | C4H8O4 |
Molecular Weight | 120.1 g/mol |
InChI | InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4-/m0/s1 |
InChI Key | YTBSYETUWUMLBZ-IMJSIDKUSA-N |
SMILES | C(C(C(C=O)O)O)O |
Synonyms | 2,3,4-trihydroxybutanal, D-threose, erythrose, erythrose, (R*,S*)-isomer, erythrose, (R-(R*,S*))-isomer, erythrose, (S-(R*,S*))-isomer, L-threose, threose |
Canonical SMILES | C(C(C(C=O)O)O)O |
Isomeric SMILES | C([C@@H]([C@H](C=O)O)O)O |
CAS No: 95-44-3 MDL No: MFCD00066540 Chemical Formula: C4H8O4 Molecular Weight: 120.1 |
References: 1. Beil. 1, IV, 4173 |
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