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N2127

Sigma-Aldrich

4-Nitrophenyl α-D-mannopyranoside

α-mannosidase substrate, chromogenic, ≥98% (TLC), powder

Sinónimos:

4-Nitrophenyl a-D-mannopyranoside, 4-Nitrophenyl alpha-D-mannopyranoside, pNP-alpha-D-Man, pNPalphaMan

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About This Item

Fórmula empírica (notación de Hill):
C12H15NO8
Número de CAS:
10357-27-4
Peso molecular:
301.25
Beilstein/REAXYS Number:
92210
EC Number:
233-776-6
MDL number:
MFCD00066002
UNSPSC Code:
12352204
PubChem Substance ID:
24897554
NACRES:
NA.32

product name

4-Nitrophenyl α-D-mannopyranoside, α-mannosidase substrate

assay

≥98% (TLC)

form

powder

solubility

DMF: 50 mg/mL

storage temp.

−20°C

SMILES string

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

InChI

1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11+,12+/m1/s1

Inchi Key

IFBHRQDFSNCLOZ-GCHJQGSQSA-N

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General description

4-Nitrophenyl α-D-mannopyranoside is a chromogenic substrate for α-mannosidase.

Application

4-Nitrophenyl α-D-mannopyranoside has been used as a substrate for α-mannosidase in hydrolase activity assay.

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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Yanping Zhu et al.
Nature chemical biology, 6(2), 125-132 (2010-01-19)
Colonic bacteria, exemplified by Bacteroides thetaiotaomicron, play a key role in maintaining human health by harnessing large families of glycoside hydrolases (GHs) to exploit dietary polysaccharides and host glycans as nutrients. Such GH family expansion is exemplified by the 23
I Sielezneff et al.
Chirurgie; memoires de l'Academie de chirurgie, 124(2), 159-164 (1999-06-01)
Peritoneal colonization is a crucial event in the pathogenesis of peritonitis and its local complications. Adherence to the serosal mesothelium is mediated in a number of microorganisms derived from the digestive tract (especially E. coli) by type-1 fimbriae which have
S J Hamodrakas et al.
International journal of biological macromolecules, 11(1), 17-22 (1989-02-01)
Molecular models for the complex formed between the lectin concanavalin A (Con A) and the saccharide derivative 4'-nitrophenyl-alpha-D-mannopyranoside (alpha-PNM) are presented, combining evidence from 1H-n.m.r. measurements, semi-empirical energy calculations and interactive graphics modelling. The models are in good agreement with
R Madiyalakan et al.
European journal of cancer & clinical oncology, 23(7), 901-906 (1987-07-01)
A modified procedure was developed for the determination of UDP-galactose: 2-acetamido-2-deoxy-glucopyranoside beta-(1----4)-galactosyltransferase (GT) in human serum which employed the synthetic substrates p-nitrophenyl 6-0-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-beta-D-galactopyranoside and p-nitrophenyl 6-0-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-alpha-D- mannopyranoside as acceptors. The enzyme products were identified by thin layer chromatography with authentic
S Jelinek-Kelly et al.
The Journal of biological chemistry, 260(4), 2253-2257 (1985-02-25)
Fractionation of a crude extract from Saccharomyces cerevisiae X-2180 on Sepharose 6B in the presence of 0.5% Triton X-100 resolves two enzyme fractions containing alpha-mannosidase activity. Fraction I which is excluded from the gel contains alpha-mannosidase activity toward both p-nitrophenyl-alpha-D-mannopyranoside
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