4-Nitrophenyl β-D-glucuronide

Name: 4-Nitrophenyl β-<SC>D</SC>-glucuronide
Brand: SIGMA

β-glucuronidase substrate, chromogenic, ≥99.0% (TLC), powder or crystals, suitable as substrate for β-glucuronidase test

Synonym(s):

4-Nitrophenyl-β-D-glucopyranosiduronic acid, PNPG

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₃NO₉

CAS Number:

10344-94-2

Molecular Weight:

315.23

NACRES:

NA.32

PubChem Substance ID:

57652486

UNSPSC Code:

12352204

EC Number:

233-753-0

MDL number:

MFCD00036210

Beilstein/REAXYS Number:

1438576

Product Name

4-Nitrophenyl β-D-glucuronide, ≥99.0% (TLC)

InChI key

QSUILVWOWLUOEU-GOVZDWNOSA-N

InChI

1S/C12H13NO9/c14-7-8(15)10(11(17)18)22-12(9(7)16)21-6-3-1-5(2-4-6)13(19)20/h1-4,7-10,12,14-16H,(H,17,18)/t7-,8-,9+,10-,12+/m0/s1

SMILES string

O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)Oc2ccc(cc2)[N+]([O-])=O

assay

≥99.0% (TLC)

form

powder or crystals

optical activity

[α]20/D −102±3°, c = 1% in ethanol

impurities

≤0.05% free 4-nitrophenol
≤7% water

solubility

H₂O: 0.1 g/mL, clear, faintly yellow

suitability

suitable as substrate for β-glucuronidase test

storage temp.

−20°C

Quality Level

200

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Application

4-Nitrophenyl β-D-glucuronide has been used for determining the β-glucuronidase activity in urine samples, β-glucuronidase activity of bacteria in caecum content digesta and bovine liver. It has also been used to study the inhibitory effect of Phyllanthus amarus extracts on β-glucuronidase.

General description

Chromogenic substrate for β-glucuronidase (GUS) gene detection.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Effect of tobacco smoking on albumin concentration and beta-glucuronidase activity in urine of smelters

Bizonn A, et al.

Przegla?d Lekarski, 71(11), 581-584 (2014)

Synthesis of Glycaro-1, 5-lactams and Tetrahydrotetrazolopyridine-5-carboxylates: Inhibitors of beta-D-Glucuronidase and alpha-L-Iduronidase

Pabba J, et al.

Helvetica Chimica Acta, 89(4), 635-666 (2006)

Effect of dietary honey on intestinal microflora and toxicity of mycotoxins in mice

El-Arab AME, et al.

BMC Complementary and Alternative Medicine, 6(1), 6-6 (2006)

Beta-glucuronidase activity in Enterobacteriaceae.

M F Massenti et al.

Bollettino dell'Istituto sieroterapico milanese, 60(1), 26-30 (1981-01-01)

Beta-glucuronidase activity has been investigated in 1,221 Enterobacteriaceae strains. The test, using p-nitrophenyl-beta-D-glucuronide (pNPGlcU) agar culture, can be included easily in the routine Enterobacteriaceae biochemical assays. The test is discriminating for Enterobacteriaceae genera and species and useful for identification of

beta-Glucuronidase Inhibitory Effect of Phenolic Constituents from Phyllanthus amarus.

Joshi CS and Sanmuga Priya E

Pharmaceutical biology, 45(5), 363-365 (2007)

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