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N5759

Sigma-Aldrich

4-Nitrophenyl β-D-cellobioside

chromogenic, ≥98% (TLC), powder

Synonyme(s) :

p-Nitrophenyl β-D-cellobioside

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About This Item

Formule empirique (notation de Hill):
C18H25NO13
Numéro CAS:
3482-57-3
Poids moléculaire :
463.39
Numéro Beilstein :
100234
Numéro MDL:
MFCD00069845
Code UNSPSC :
12352204
ID de substance PubChem :
24897749
Nomenclature NACRES :
NA.32

product name

4-Nitrophenyl β-D-cellobioside, ≥98% (TLC)

Niveau de qualité

300

Pureté

≥98% (TLC)

Forme

powder

Solubilité

water: 49.00-51.00 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@@H]2CO)Oc3ccc(cc3)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C18H25NO13/c20-5-9-11(22)12(23)14(25)18(30-9)32-16-10(6-21)31-17(15(26)13(16)24)29-8-3-1-7(2-4-8)19(27)28/h1-4,9-18,20-26H,5-6H2/t9-,10-,11-,12+,13-,14-,15-,16-,17-,18+/m1/s1

Clé InChI

IAYJZWFYUSNIPN-KFRZSCGFSA-N

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Application

4-Nitrophenyl β-D-cellobioside has been used as a substrate to assay β-D-celluliosidase or cellobiohydrolase (exocellulase) activity in the microbial community. It has also been used as a substrate to study the endoglucanase J30 activity.

Actions biochimiques/physiologiques

4-Nitrophenyl β-D-cellobioside is a cellotriose analog, and a chromogenic substrate commonly used for the detection of cellulase activity. Exoglucanase, endoglucanase and β -glucosidase hydrolyze 4-nitrophenyl β-D-cellobioside to form p-nitrophenol (PNP).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

J Woodward et al.
FEBS letters, 270(1-2), 143-146 (1990-09-17)
The p-nitrophenylcellobiosidase (PNPCase) activity of Trichoderma reesei cellobiohydrolase I (CBH I) was competitively inhibited by concentrations of guanidine hydrochloride (Gdn HCl) that did not affect the tryptophan fluorescence of this enzyme. The Km of CBH I, 3.6 mM, was increased
G Henriksson et al.
European journal of biochemistry, 259(1-2), 88-95 (1999-01-23)
A 28-kDa endoglucanase was isolated from the culture filtrate of Phanerochaete chrysosporium strain K3 and named EG 28. It degrades carboxymethylated cellulose and amorphous cellulose, and to a lesser degree xylan and mannan but not microcrystalline cellulose (Avicel). EG 28
Bin Wu et al.
Science in China. Series C, Life sciences, 51(5), 459-469 (2008-09-13)
Conformational changes to 1,4-beta-D-glucan cellobiohydrolase I (CBHI) in response to its binding with p-nitrophenyl beta-D-cellobioside (PNPC) were analyzed by second-derivative fluorescence spectrometry at the saturation binding point. Irreversible changes to the configuration of PNPC during the course of the binding
K Ohmiya et al.
Journal of bacteriology, 161(1), 432-434 (1985-01-01)
An enzyme active against p-nitrophenyl-beta-D-glucoside was purified from logarithmic-phase cells of Ruminococcus albus cultivated in a medium containing ball-milled cellulose. The purification yielded homogeneous enzyme after an approximately 520-fold increase in specific activity and a 9% yield. The enzyme was
Daniel J Coleman et al.
Analytical biochemistry, 371(2), 146-153 (2007-10-12)
A simple and reliable continuous assay procedure for measurement of cellulase activity from several species using the new substrate resorufin-beta-D-cellobioside (Res-CB) has been developed. The product of enzyme reaction, resorufin, exhibits fluorescence emission at 585 nm with excitation at 571
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