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U5625

Sigma-Aldrich

Uridine 5′-diphosphoglucuronic acid ammonium salt

98-100%

Sinonimo/i:

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

Formula empirica (notazione di Hill):
C15H22N2O18P2 · xNH3
Numero CAS:
Peso molecolare:
580.29 (free acid basis)
Codice UNSPSC:
41106305
ID PubChem:
NACRES:
NA.51

Origine biologica

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

Saggio

98-100%

Forma fisica

powder

Temperatura di conservazione

−20°C

Stringa SMILE

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
WMWKTCPGFOEPBD-YGIWDPDDSA-N

Descrizione generale

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.

Applicazioni

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.

Azioni biochim/fisiol

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

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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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
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.
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
Identification of quercetin glucuronides in human plasma by high-performance liquid chromatography-tandem mass spectrometry
Wittig J, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 753(2), 237-243 (2001)
Seasonal testosterone UDP-glucuronosyltransferase activity and biliary steroids in Eurasian perch: Response to leachate exposure
Linderoth M, et al.
Ecotoxicology and Environmental Safety, 68(1), 49-56 (2007)

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The presence of multiple functional groups and stereocenters in complex carbohydrates makes them challenging targets for the organic chemist.

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