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U6751

Sigma-Aldrich

Uridine 5′-diphosphoglucuronic acid trisodium salt

98-100%

Synonym(s):

UDP-GlcA, UDPGA, Uridine-diphosphate-glucuronic acid trisodium salt, Uridine[5′]diphospho[1]-α-D-glucopyranosuronic acid trisodium salt

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About This Item

Empirical Formula (Hill Notation):
C15H19N2Na3O18P2
CAS Number:
63700-19-6
Molecular Weight:
646.23
MDL number:
MFCD03452710
UNSPSC Code:
41106305
PubChem Substance ID:
24900659
NACRES:
NA.51

biological source

bovine liver
rabbit muscle
yeast

Quality Level

300

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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)
Jan J Lyczakowski et al.
The New phytologist, 231(5), 1720-1733 (2021-06-05)
Wood of coniferous trees (softwood), is a globally significant carbon sink and an important source of biomass. Despite that, little is known about the genetic basis of softwood cell wall biosynthesis. Branching of xylan, one of the main hemicelluloses in
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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Articles

Glycosyltransferases

Glycosyltransferases were initially considered to be specific for a single glycosyl donor and acceptor, which led to the one enzyme-one linkage concept. Subsequent observations have refuted the theory of absolute enzymatic specificity by describing the transfer of analogs of some nucleoside mono- or diphosphate sugar donors.

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