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N2127

Sigma-Aldrich

4-Nitrophenyl α-D-mannopyranoside

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C12H15NO8
CAS Number:
10357-27-4
Molecular Weight:
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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Daniel J Coleman et al.
Analytical biochemistry, 399(1), 7-12 (2009-12-23)
A simple and reliable continuous assay for measurement of alpha-mannosidase activity is described and demonstrated for analysis with two recombinant human enzymes using the new substrate resorufin alpha-d-mannopyranoside (Res-Man). The product of enzyme reaction, resorufin, exhibits fluorescence emission at 585
P N Kanellopoulos et al.
Journal of structural biology, 116(3), 345-355 (1996-05-01)
Concanavalin A (Con A) is the best-known plant lectin and has important in vitro biological activities arising from its specific saccharide-binding ability. Its exact biological role still remains unknown. The complexes of Con A with 4'-nitrophenyl-alpha-D-mannopyranoside (alpha-PNM) and 4'-nitrophenyl-alpha-D-glucopyranoside (alpha-PNG)
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
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
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
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