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73677

Sigma-Aldrich

4-Nitrophenyl β-D-glucuronide

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C12H13NO9
Número de CAS:
10344-94-2
Peso molecular:
315.23
Beilstein/REAXYS Number:
1438576
EC Number:
233-753-0
MDL number:
MFCD00036210
UNSPSC Code:
12352204
PubChem Substance ID:
57652486
NACRES:
NA.32

product name

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

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

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

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

InChI key

QSUILVWOWLUOEU-GOVZDWNOSA-N

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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.

Substrates

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

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)

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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)
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 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)
T H Elmamlouk et al.
The Journal of pharmacology and experimental therapeutics, 219(1), 27-34 (1981-10-01)
The formation of p-nitrophenylglucuronide from p-nitrophenol and [14C]uridine disphosphoglucuronic acid was demonstrated in intact rat liver nuclei and nuclear membranes. Most of the enzymatic activity in nuclei (80%) was localized in the nuclear envelope. Several in vitro activators of microsomal
J A Perez-Pons et al.
European journal of biochemistry, 223(2), 557-565 (1994-07-15)
A beta-glucosidase gene (bgl3) from Streptomyces sp. QM-B814 (American Type Culture Collection 11238) has been cloned by functional complementation of a beta-glucosidase-negative mutant of Streptomyces lividans. An open-reading frame of 1440 nucleotides encoding a polypeptide of 479 amino acids was
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