N2127

4-Nitrophenyl α-D-mannopyranoside

Name: 4-Nitrophenyl α-<SC>D</SC>-mannopyranoside
Brand: SIGMA
Price: 398 MYR

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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25 MG

RM 398.00

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RM 576.00

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RM 1,109.00

500 MG

RM 2,382.00

1 G

RM 3,571.00

5 G

RM 13,716.00

RM 398.00

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About This Item

Empirical Formula (Hill Notation):

C₁₂H₁₅NO₈

CAS Number:

10357-27-4

Molecular Weight:

301.25

NACRES:

NA.32

PubChem Substance ID:

24897554

UNSPSC Code:

12352204

EC Number:

233-776-6

MDL number:

MFCD00066002

Beilstein/REAXYS Number:

92210

Key Documents

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Product Name

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

InChI key

IFBHRQDFSNCLOZ-GCHJQGSQSA-N

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

SMILES string

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

assay

≥98% (TLC)

form

powder

solubility

DMF: 50 mg/mL

storage temp.

−20°C

Quality Level

300

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Show Differences

1 of 4

This Item	N1268	N9003	N0877
Sigma-Aldrich N2127 4-Nitrophenyl α-D-mannopyranoside	Sigma-Aldrich N1268 4-Nitrophenyl β-D-mannopyranoside	Sigma-Aldrich N9003 4-Nitrophenyl N-acetyl-β-D-galactosaminide	Sigma-Aldrich N0877 4-Nitrophenyl α-D-galactopyranoside
assay ≥98% (TLC)	assay ≥98%	assay ≥98%	assay ≥99% (TLC)
solubility DMF: 50 mg/mL	solubility water: 10 mg/mL, clear, colorless to very faintly green	solubility DMF: 50 mg/mL	solubility methanol: 100 mg/mL, clear to very slightly hazy
Quality Level 300	Quality Level 200	Quality Level 200	Quality Level 200
form powder	form powder	form powder	form powder
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

Application

4-Nitrophenyl α-D-mannopyranoside has been used as a substrate for α-mannosidase[1] in hydrolase activity assay.[2]

General description

4-Nitrophenyl α-D-mannopyranoside is a chromogenic substrate for α-mannosidase.[3]

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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A long-wavelength fluorescent substrate for continuous fluorometric determination of alpha-mannosidase activity: resorufin alpha-D-mannopyranoside.

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

The crystal structure of the complexes of concanavalin A with 4'-nitrophenyl-alpha-D-mannopyranoside and 4'-nitrophenyl-alpha-D-glucopyranoside.

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)

Models of binding of 4'-nitrophenyl alpha-D-mannopyranoside to the lectin concanavalin A.

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

Human lysosomal and jack bean alpha-mannosidases are retaining glycosidases.

S Howard et al.

Biochemical and biophysical research communications, 238(3), 896-898 (1997-10-23)

The stereochemical course of the hydrolyses catalysed by two alpha-mannosidases has been determined directly by 1H NMR. Synthetic substrates were incubated with the enzymes and the anomeric configuration of the initially formed product was ascertained in each case by observation

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)

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4-Nitrophenyl α-D-mannopyranoside