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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:
3482-57-3
Molecular Weight:
463.39
Beilstein:
100234
MDL number:
MFCD00069845
UNSPSC Code:
12352204
PubChem Substance ID:
24897749
NACRES:
NA.32

product name

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

Quality Level

300

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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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
A G Day et al.
Biochemical and biophysical research communications, 133(2), 628-632 (1985-12-17)
Unusual kinetic behaviour was observed in assaying spectrophotometrically for exo-glucanase activity in a beta-glucosidase isolated from A. faecalis using p-nitrophenyl beta-cellobioside as substrate. At high substrate concentrations no phenol was released whereas at low concentrations a rapid release of phenol
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
M Fukumura et al.
Bioscience, biotechnology, and biochemistry, 59(1), 40-46 (1995-01-01)
The nucleotides of the xynB gene of Clostridium stercorarium F-9 were sequenced. The structural gene consists of an open reading frame of 1161 bp encoding a xylanase (XynB) in family F of 387 amino acids with a molecular weight of
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