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N8016

Sigma-Aldrich

2-Nitrophenyl β-D-glucopyranoside

≥99% (TLC), powder

Synonym(s):

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

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250 MG
$193.00
1 G
$586.00

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250 MG
$193.00
1 G
$586.00

About This Item

Empirical Formula (Hill Notation):
C12H15NO8
CAS Number:
Molecular Weight:
301.25
Beilstein/REAXYS Number:
92206
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.28

$193.00


In StockDetails


Product Name

2-Nitrophenyl β-D-glucopyranoside, powder

assay

≥99% (TLC)

Quality Level

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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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
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.
Toshihiro Ohta et al.
Mutagenesis, 21(4), 255-260 (2006-06-17)
Thermus thermophilus is an extremely thermophilic eubacterium that grows optimally at 70-75 degrees C. Because the frequency of DNA damage, such as deamination, depurination and single-strand breaks, increases as the temperature rises, the regulation of expression as well as the

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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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