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Merck
CN

N5759

4-Nitrophenyl β-D-cellobioside

chromogenic, ≥98% (TLC), powder

Synonym(s):

p-Nitrophenyl β-D-cellobioside

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About This Item

Empirical Formula (Hill Notation):
C18H25NO13
CAS Number:
3482-57-3
Molecular Weight:
463.39
NACRES:
NA.32
PubChem Substance ID:
24897749
UNSPSC Code:
12352204
MDL number:
MFCD00069845
Beilstein/REAXYS Number:
100234

Key Documents

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Product Name

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

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

SMILES string

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 key

IAYJZWFYUSNIPN-KFRZSCGFSA-N

assay

≥98% (TLC)

form

powder

solubility

water: 49.00-51.00 mg/mL

storage temp.

2-8°C

Quality Level

300

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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.

Biochem/physiol Actions

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).

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 Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000462251
0000462251
0000488807
0000488806
0000488807

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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
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
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
Kyung-Min Lee et al.
Journal of microbiology and biotechnology, 21(7), 711-718 (2011-07-28)
A highly efficient cellobiohydrolase (CBH)-secreting basidiomycetous fungus, Agaricus arvensis KMJ623, was isolated and identified based on its morphological features and sequence analysis of internal transcribed spacer rDNA. An extracellular CBH was purified to homogeneity from A. arvencis culture supernatant using
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
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