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U6751

Sigma-Aldrich

Uridine 5′-diphosphoglucuronic acid trisodium salt

98-100%

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Synonym(s):
UDP-GlcA, UDPGA, Uridine-diphosphate-glucuronic acid trisodium salt, Uridine[5′]diphospho[1]-α-D-glucopyranosuronic acid trisodium salt
Empirical Formula (Hill Notation):
C15H19N2Na3O18P2
CAS Number:
Molecular Weight:
646.23
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

bovine liver
rabbit muscle
yeast

Quality Level

assay

98-100%

form

powder

storage temp.

−20°C

SMILES string

[Na+].[Na+].[Na+].O[C@@H]1[C@@H](O)[C@H](O[C@@H]([C@H]1O)C([O-])=O)OP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O

InChI

1S/C15H22N2O18P2.3Na/c18-5-1-2-17(15(26)16-5)12-9(22)6(19)4(32-12)3-31-36(27,28)35-37(29,30)34-14-10(23)7(20)8(21)11(33-14)13(24)25;;;/h1-2,4,6-12,14,19-23H,3H2,(H,24,25)(H,27,28)(H,29,30)(H,16,18,26);;;/q;3*+1/p-3/t4-,6-,7+,8+,9-,10-,11+,12-,14-;;;/m1.../s1

InChI key

XXXUNWUNTOMVIG-QWGSIYABSA-K

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Application

Uridine 5′-diphosphoglucuronic acid trisodium salt has been used in optimization of incubation assay and glucuronidation assay.

Biochem/physiol Actions

Uridine 5′-diphosphate-glucuronic acid (UDP-GlcA) is a carboxylic acid-formed sugar nucleotide. It participates in the biosynthesis of numerous cell components. UDP-GlcA is a glycosyl donor for glycosyltransferases in the biosynthesis of several cell components like glycosaminoglycans, some N- and O-linked glycans, glycosphingolipids and pectins.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Comparing substrate specificity of two UDP-sugar pyrophosphorylases and efficient one-pot enzymatic synthesis of UDP-GlcA and UDP-GalA
Guo Y, et al.
Carbohydrate Research, 411, 1-5 (2015)
In vitro inhibitory effects of Andrographis paniculata, Gynura procumbens, Ficus deltoidea, and Curcuma xanthorrhiza extracts and constituents on human liver glucuronidation activity
Husni Z, et al.
Pharmacognosy magazine, 13( 2), S236-S236 (2017)
Soy isoflavone metabolism in cats compared with other species: urinary metabolite concentrations and glucuronidation by liver microsomes
Redmon J M, et al.
Xenobiotica, 46(5), 406-415 (2016)
Bao-Li Mi et al.
Xenobiotica; the fate of foreign compounds in biological systems, 44(8), 716-721 (2014-03-13)
1. The aurantio-obtusin's glucuronide was detected when aurantio-obtusin was incubated with human liver microsomes (HLMs). Recombinant UGT isoforms screening experiment showed that UGT1A8 was the major isoform contributed to the glucuronidation. 2. The metabolic profiles for aurantio-obtusin in liver microsomes

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Enzymatic glycosyltransferase specificity challenges the one enzyme-one linkage concept.

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