U5625

Uridine 5′-diphosphoglucuronic acid ammonium salt

Name: Uridine 5′-diphosphoglucuronic acid ammonium salt
Brand: SIGMA

98-100%, from Saccharomyces cerevisiae, powder

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

Product Name

Uridine 5′-diphosphoglucuronic acid ammonium salt, 98-100%

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

biological source

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

assay

98-100%

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

200

Related Categories

Biochemicals

Nucleosides and Nucleotides

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.

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.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Ecotoxicology and Environmental Safety, 68(1), 49-56 (2007)

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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

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Wittig J, et al.

Journal of Chromatography. B, Biomedical Sciences and Applications, 753(2), 237-243 (2001)

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Justine Badée et al.

Drug metabolism and disposition: the biological fate of chemicals, 47(2), 124-134 (2018-11-28)

UDP-glucuronosyltransferase (UGT)-mediated metabolism is possibly the most important conjugation reaction for marketed drugs. However, there are currently no generally accepted standard incubation conditions for UGT microsomal assays, and substantial differences in experimental design and methodology between laboratories hinder cross-study comparison

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