(2S,3S,4R,5R,6R)-6-[[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic Chemical Properties

Density 

2.05±0.1 g/cm3(Predicted)

pka

1.10±0.50(Predicted)

InChIKey

HDYANYHVCAPMJV-ARRNFTAONA-N

SMILES

O[C@@H]1[C@@H]([C@@H](COP(O)(=O)OP(O)(=O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)O)O[C@H]1N1C=CC(=O)NC1=O)O |&1:1,2,3,14,15,16,18,20,27,r|

CAS DataBase Reference

2616-64-0

(2S,3S,4R,5R,6R)-6-[[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic Usage And Synthesis

Uses

(2S,3S,4R,5R,6R)-6-[[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic is a sugar used in polysaccharide formation and is an intermediate in the biosynthesis of ascorbic acid.

Description

An intermediate in the phase II reaction that results in the formation of glucuro_x0002_nic acid conjugates of xenobiotics which contain substituents such as hydroxyl, amino, or sulfhydryl groups, forming the O-, N-, and S-glucuronides, respectively. UDPGA is formed by two reactions: (i) the formation of UDPG from UTP and glucose 1-phosphate and (ii) the formation of UDPGA from UDPG. The two reactions are catalyzed by UDPG pyrophosphorylase and UDPG dehydrogenase, respectively, whereas glucuronide formation is catalyzed by glucuronosyltransferase. Glucuronide formation from xenobiotics is common in all animal groups except insects.

Definition

ChEBI: A UDP-sugar having alpha-D-glucuronic acid as the sugar component.

(2S,3S,4R,5R,6R)-6-[[[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic(2616-64-0)Related Product Information

• UDP-a-D-Xylose disodium
• UDP-a-N-acetyl-D-galactosamine (ammonium salt)
• UDP-b-L-arabinopyranose disodium salt
• UDP-D-galactose
• UDPGA TRISODIUM SALT
• UDP-a-D-glucose (ammonium salt)
• Uridine 5'-diphosphoglucose disodium salt
• UDP-b-L-glucose (ammonium salt)
• UDP-a-D-galactose ammonium salt
• [5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-[hydroxy-(3,4,5-trihydroxyoxan-2-yl)oxy-phosphoryl]oxy-phosphinic acid
• D-Glucuronic acid
• α-L-Rhamnopyranose monohydrate
• L-Arabinose
• L-Arabinopyranose
• D-Glucaric acid
• L(+)-Rhamnose monohydrate
• D-Galactose
• Uridine 5'-(trihydrogen diphosphate), mono-alpha-d-glucopyranosyl ester