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Merck

N8016

2-Nitrophenyl β-D-glucopyranoside

≥99% (TLC), powder

Synonym(s):

2-Nitrophenyl-beta-D-glucopyranoside, o-NPG

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About This Item

Empirical Formula (Hill Notation):
C12H15NO8
CAS Number:
2816-24-2
Molecular Weight:
301.25
NACRES:
NA.28
PubChem Substance ID:
24897848
UNSPSC Code:
12352204
EC Number:
220-568-5
MDL number:
MFCD00065048
Beilstein/REAXYS Number:
92206

Key Documents

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Product Name

2-Nitrophenyl β-D-glucopyranoside, powder

InChI

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

InChI key

KUWPCJHYPSUOFW-RMPHRYRLSA-N

SMILES string

OC[C@H]1O[C@@H](Oc2ccccc2[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]1O

assay

≥99% (TLC)

form

powder

solubility

water: 50 mg/mL

storage temp.

−20°C

Quality Level

300

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Application

2-Nitrophenyl β-D-glucopyranoside has been used as a substrate for glucosidase in protein assay and in a colorimetric assay to determine protein stability.

Biochem/physiol Actions

2-Nitrophenyl β-D-glucopyranoside serves as an artificial substrate for glucosidase.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

N8016-1G: + N8016-BULK: + N8016-5G: + N8016-VAR: + N8016-250MG:

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Certificates of Analysis (COA)

Lot/Batch Number
0000483140
0000483140
0000439943
0000439943
SLCM8666

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Neil J Nosworthy et al.
Enzyme and microbial technology, 54, 20-24 (2013-11-26)
We have achieved plasma immersion ion implantation (PIII) treatment of beads and powders using a specially designed plasma treatment system. This simple one-step production of functionalized beads provides an attractive alternative to current commercial functional beads, for which proteins must
J H Lebbink et al.
Biochemistry, 39(13), 3656-3665 (2000-03-29)
The beta-glucosidase from the hyperthermophilic archaeon Pyrococcus furiosus (CelB) is the most thermostable and thermoactive family 1 glycosylhydrolase described to date. To obtain more insight in the molecular determinants of adaptations to high temperatures and study the possibility of optimizing
Antonio Trincone et al.
Chembiochem : a European journal of chemical biology, 6(8), 1431-1437 (2005-07-13)
Transglycosylation reactions (autocondensation of the substrate or transfer of the glycon donor moiety to different acceptors) with the hyperthermophilic glycosynthase from Sulfolobus solfataricus acting in dilute sodium formate buffer at pH 4.0 are reported; the use of 4-nitrophenyl beta-glucopyranoside as
M Moracci et al.
Biochemistry, 37(49), 17262-17270 (1998-12-23)
The beta-glycosidase from the hyperthermophilic Archaeon Sulfolobus solfataricus hydrolyzes beta-glycosides following a retaining mechanism based upon the action of two amino acids: Glu387, which acts as the nucleophile of the reaction, and Glu206, which acts as the general acid/base catalyst.
L M Hernandez et al.
FEBS letters, 161(2), 190-194 (1983-09-19)
Accumulation and secretion of beta-glucanases have been studied in vivo by using a thermosensitive secretory mutant of Saccharomyces cerevisiae blocked at the endoplasmic reticulum level (sec 18-1). When incubated at the restrictive temperature no accumulation of active glucanases was observed.
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