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Key Documents

N5759

Sigma-Aldrich

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:
Molecular Weight:
463.39
Beilstein/REAXYS Number:
100234
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

Product Name

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

Quality Level

assay

≥98% (TLC)

form

powder

solubility

water: 49.00-51.00 mg/mL

storage temp.

2-8°C

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

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

InChI key

IAYJZWFYUSNIPN-KFRZSCGFSA-N

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Related Categories

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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S J Han et al.
The Journal of biological chemistry, 270(43), 26012-26019 (1995-10-27)
Bacillus sp. D04 secreted a bifunctional cellulase that had a molecular weight of 35,000. This cellulase degraded Cm-cellulose, cellotetraose, cellopentaose, p-nitrophenyl-beta-D-cellobioside, and avicel PH101. Based on the high performance liquid chromatography analysis of the degradation products, this cellulase randomly cleaved
R M Gardner et al.
Journal of bacteriology, 169(10), 4581-4588 (1987-10-01)
An exo-beta-1,4-glucanase (Exo A) from Ruminococcus flavefaciens FD-1 was purified to homogeneity and characterized. Enzyme activity was monitored during purification by using the substrate p-nitrophenyl-beta-D-cellobioside (NPC). Over 85% of the NPC activity was found to be extracellular once the filter
Effects of microplastic fibers on soil aggregation and enzyme activities are organic matter dependent
Liang Y, et al.
Frontiers in environmental science., 97 null
Keum Shin et al.
Journal of microbiology and biotechnology, 20(12), 1681-1688 (2011-01-05)
A screening for cellobiohydrolase (CBH) activity was performed and Fomitopsis pinicola KMJ812 was selected for further characterization as it produced a high level of CBH activity. An extracellular CBH was purified to homogeneity by sequential chromatography of F. pinicola culture
K A Taylor et al.
Applied and environmental microbiology, 53(1), 41-46 (1987-01-01)
A cel gene from Bacteroides succinogenes inserted into the vector pUC8 coded for an enzyme which exhibited high hydrolytic activity on carboxymethylcellulose, p-nitrophenylcellobioside, and lichenan and low activity on laminarin and xylan. The enzyme was not synthesized by the Escherichia

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