7286-46-6, 4-脱氧-D-葡萄糖,
4-Deoxy-D-glucose,
CAS:7286-46-6
C6H12O5 / 164.16
MFCD04038134
4-Deoxy-D-glucose is a sugar that is synthesized by the condensation of two molecules of erythrose. It has been shown to be an efficient donor substrate for nucleophilic attack, which can lead to the synthesis of glycosides and other natural products. 4-Deoxy-D-glucose is also a competitive inhibitor of uridine diphosphate (UDP) glucose, which is an enzyme involved in the biosynthesis of UDP sugars and glycoproteins. The concentration of 4-deoxy-D-glucose affects its catalytic mechanism, as it acts as a competitive inhibitor at high concentrations. Molecular modeling has revealed that this molecule adopts a chair conformation with significant solvent exposure.
CAS Number | 7286-46-6 |
Product Name | 4-Deoxy-D-glucose |
IUPAC Name | (2R,3S,5S)-2,3,5,6-tetrahydroxyhexanal |
Molecular Formula | C6H12O5 |
Molecular Weight | 164.16 g/mol |
InChI | InChI=1S/C6H12O5/c7-2-4(9)1-5(10)6(11)3-8/h3-7,9-11H,1-2H2/t4-,5-,6-/m0/s1 |
InChI Key | FRJOXJBNQDZEBI-ZLUOBGJFSA-N |
SMILES | C(C(CO)O)C(C(C=O)O)O |
Synonyms | 4-Deoxy-D-xylo-hexose; |
Canonical SMILES | C(C(CO)O)C(C(C=O)O)O |
Isomeric SMILES | C([C@@H](CO)O)[C@@H]([C@H](C=O)O)O |
CAS No: 23397-23-1,7286-46-6 Synonyms: 4-Deoxy-D-xylo-hexose MDL No: MFCD04038134 Chemical Formula: C6H12O5 Molecular Weight: 164.16 |
References: 1. Wheat RW, et al., Biochem. Biophys. Commm. 1962, 9, p1202. Schoevaart R, Kieboom T, Tetrahedron Lett. 2002, 43, p3399-3400 |
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