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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:
Molecular Weight:
301.25
Beilstein:
92210
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

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

Quality Level

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Synthesis and evaluation of two mannosamine-derived lactone-type inhibitors of snail beta-mannosidase
Terinek M and Vasella A
Tetrahedron Asymmetry, 16, 449-469 (2005)
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)

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