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N8016

Sigma-Aldrich

2-Nitrophenyl β-D-glucopyranoside

≥99% (TLC), powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C12H15NO8
Número de CAS:
2816-24-2
Peso molecular:
301.25
Beilstein/REAXYS Number:
92206
EC Number:
220-568-5
MDL number:
MFCD00065048
UNSPSC Code:
12352204
PubChem Substance ID:
24897848
NACRES:
NA.28
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Nombre del producto

2-Nitrophenyl β-D-glucopyranoside, powder

assay

≥99% (TLC)

Quality Level

300

form

powder

solubility

water: 50 mg/mL

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@@H](Oc2ccccc2[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)20-7-4-2-1-3-6(7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11-,12-/m1/s1

InChI key

KUWPCJHYPSUOFW-RMPHRYRLSA-N

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Application

2-Nitrophenyl β-D-glucopyranoside has been used as a substrate for glucosidase in protein assay[1] and in a colorimetric assay to determine protein stability.[2]

Biochem/physiol Actions

2-Nitrophenyl β-D-glucopyranoside serves as an artificial substrate for glucosidase.[1]

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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Certificados de análisis (COA)

Lot/Batch Number
0000394975
0000389002
0000376994
0000335142
0000335141

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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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Questions

  1. hello, is this also a chromogenic substrate?

    1 answer

    1. Yes, this compound is considered to be a chromogenic beta-glucosidase substrate. Application testing is not performed on this product. Please see the links below to review publications that may be helpful.

      Characterization of a heat resistant ß-glucosidase as a new reporter in cells and mice
      https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2909947/

      Ion implantation treatment of beads for covalent binding of molecules: Application to bioethanol production using thermophilic beta-glucosidase
      https://www.sciencedirect.com/science/article/pii/S0141022913002019?via%3Dihub

      Helpful?

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