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U5625

Sigma-Aldrich

Uridine 5′-diphosphoglucuronic acid ammonium salt

98-100%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C15H22N2O18P2 · xNH3
CAS Number:
43195-60-4
Molecular Weight:
580.29 (free acid basis)
UNSPSC Code:
41106305
PubChem Substance ID:
24900657
NACRES:
NA.51

biological source

Saccharomyces cerevisiae
enzyme from bovine liver (catalase)
enzyme from rabbit muscle (LDH)

Assay

98-100%

form

powder

storage temp.

−20°C

SMILES string

N.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.H3N/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);1H3/t4-,6-,7+,8+,9-,10-,11+,12-,14-;/m1./s1

InChI key

WMWKTCPGFOEPBD-YGIWDPDDSA-N

General description

Uridine 5′-diphosphoglucuronic acid (UDPGA) is a cofactor, synthesized from UDPglucose and nicotinamide adenine dinucleotide (NAD+) intracellularly by the catalytic activity of UDPglucose dehydrogenase. The concentration of UDPGA in a number of liver preparations ranges from 0.3-0.5 mM.

Application

Uridine 5′-diphosphoglucuronic acid ammonium salt has been used in the initiation of UDP-glucuronosyl transferase (UDGPT) assay towards 14C-testosterone in the liver S9 protein. It is suitable for use in UDGPT assay.

Biochem/physiol Actions

Uridine 5′-diphosphoglucuronic acid (UDGPA) is the glucuronic acid donor for the conjugation of bilirubin in the endoplasmic recticulum.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shupeng Yang et al.
Journal of agricultural and food chemistry, 65(33), 7217-7227 (2017-07-25)
After being incubated with animal and human liver microsomes, metabolites of phase I and II were investigated. A comparison was performed by ultrahigh performance liquid chromatography-quadrupole/time-of-flight coupled to mass spectrometry (UHPLC-Q/TOF). Consequently, a total of four phase I metabolites and
Molly Lin et al.
Xenobiotica; the fate of foreign compounds in biological systems, 48(10), 1021-1027 (2017-08-29)
1. Glucuronidation of amines has been shown to exhibit large species differences, where the activity is typically more pronounced in human than in many preclinical species such as rat, mouse, dog and monkey. The purpose of this work was to
Jimmy Flarakos et al.
Xenobiotica; the fate of foreign compounds in biological systems, 47(8), 682-696 (2016-08-09)
1. Absorption, distribution, metabolism, transport and elimination properties of omadacycline, an aminomethylcycline antibiotic, were investigated in vitro and in a study in healthy male subjects. 2. Omadacycline was metabolically stable in human liver microsomes and hepatocytes and did not inhibit or induce
Hongbo Xie et al.
Xenobiotica; the fate of foreign compounds in biological systems, 47(9), 785-792 (2016-09-08)
1. Ursolic acid (UA) and oleanolic acid (OA) may have important activity relevant to health and disease prevention. Thus, we studied the activity of UA and OA on UDP-glucuronosyltransferases (UGTs) and used trifluoperazine as a probe substrate to test UGT1A4 activity.
Lingzhi Wang et al.
Oncotarget, 8(25), 41572-41581 (2017-02-06)
SN-38, the active metabolite of irinotecan, and histone deacetylase inhibitors (HDACis) such as belinostat, vorinostat and panobinostat, have all been shown to be deactivated by glucuronidation via UGTs. Since they all compete for UGTs for deactivation, we aimed to investigate
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