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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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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
M Fukumura et al.
Bioscience, biotechnology, and biochemistry, 59(1), 47-50 (1995-01-01)
The thermal denaturation process of Clostridium stercorarium F-9 xylanase (XynB) was studied by monitoring remaining activity and recovered activity of the enzyme. At pH 5.5, aggregation occurred rapidly after the thermal denaturation initiated. The aggregated protein could be dissolved in
Effects of microplastic fibers on soil aggregation and enzyme activities are organic matter dependent
Liang Y, et al.
Frontiers in environmental science., 97 null
K Igarashi et al.
European journal of biochemistry, 253(1), 101-106 (1998-05-13)
The interaction of cellobiose dehydrogenase (CDH) with cellobiohydrolase I (CBH I) in cellulose-grown cultures of Phanerochaete chrysosporium was investigated to clarify the role of CDH in cellulose degradation. Decomposition of bacterial microcrystalline cellulose by CBH I was enhanced significantly in
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