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Key Documents

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N5759

Sigma-Aldrich

4-Nitrophenyl β-D-cellobioside

chromogenic, ≥98% (TLC), powder

Sinónimos:

p-Nitrophenyl β-D-cellobioside

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About This Item

Fórmula empírica (notación de Hill):
C18H25NO13
Número de CAS:
3482-57-3
Peso molecular:
463.39
Beilstein/REAXYS Number:
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

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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Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
Thomas L Ellinghaus et al.
Acta crystallographica. Section D, Structural biology, 74(Pt 7), 702-710 (2018-07-04)
The development of robust enzymes, in particular cellulases, is a key step in the success of biological routes to `second-generation' biofuels. The typical sources of the enzymes used to degrade biomass include mesophilic and thermophilic organisms. The endoglucanase J30 from
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
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
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