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2492-87-7

2492-87-7 | β-D-Glucopyranoside, 4-nitrophenyl

CAS No: 2492-87-7 Catalog No: AG002PVU MDL No:MFCD00006593

Product Description

Catalog Number:
AG002PVU
Chemical Name:
β-D-Glucopyranoside, 4-nitrophenyl
CAS Number:
2492-87-7
Molecular Formula:
C12H15NO8
Molecular Weight:
301.2494
MDL Number:
MFCD00006593
IUPAC Name:
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
InChI:
InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11-,12-/m1/s1
InChI Key:
IFBHRQDFSNCLOZ-RMPHRYRLSA-N
SMILES:
OC[C@H]1O[C@@H](Oc2ccc(cc2)[N+](=O)[O-])[C@@H]([C@H]([C@@H]1O)O)O
EC Number:
219-661-3

Properties

Complexity:
354  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0
Exact Mass:
301.08g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
301.251g/mol
Monoisotopic Mass:
301.08g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
145A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.4  

Literature

Title Journal
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Mutations in the substrate entrance region of β-glucosidase from Trichoderma reesei improve enzyme activity and thermostability. Protein engineering, design & selection : PEDS 20121101
Cloning, characterization and molecular docking of a highly thermostable β-1,4-glucosidase from Thermotoga petrophila. Biotechnology letters 20120901
The interplay between toxin-releasing β-glucosidase and plant iridoid glycosides impairs larval development in a generalist caterpillar, Grammia incorrupta (Arctiidae). Insect biochemistry and molecular biology 20120601
Purification and biochemical characterization of endoglucanase from Penicillium pinophilum MS 20. Indian journal of biochemistry & biophysics 20120601
A novel thermostable and glucose-tolerant β-glucosidase from Fervidobacterium islandicum. Applied microbiology and biotechnology 20120301
Characterization of novel β-glucosidases with transglycosylation properties from Trichosporon asahii. Journal of agricultural and food chemistry 20111026
Prediction of Michaelis-Menten constant of beta-glucosidases using nitrophenyl-beta-D-glucopyranoside as substrate. Protein and peptide letters 20111001
Using simple donors to drive the equilibria of glycosyltransferase-catalyzed reactions. Nature chemical biology 20111001
An alkaline β-glucosidase isolated from an olive brine strain of Wickerhamomyces anomalus. FEMS yeast research 20110901
Characterization of a glucose-, xylose-, sucrose-, and D-galactose-stimulated β-glucosidase from the alkalophilic bacterium Bacillus halodurans C-125. Current microbiology 20110301
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High-level expression of barley beta-D-glucan exohydrolase HvExoI from a codon-optimized cDNA in Pichia pastoris. Protein expression and purification 20100901
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Purification and characterization of a beta-glucosidase from the root parasitic plant Orobanche minor Sm. Bioscience, biotechnology, and biochemistry 20100101
Characterization of glycosyl hydrolase family 3 beta-N-acetylglucosaminidases from Thermotoga maritima and Thermotoga neapolitana. Journal of bioscience and bioengineering 20091201
Characterization of a novel beta-glucosidase-like activity from a soil metagenome. Journal of microbiology (Seoul, Korea) 20091001
A coupled assay measuring Mycobacterium tuberculosis antigen 85C enzymatic activity. Analytical biochemistry 20090201
Colon cancer releases alpha-tocopherol from its O-glycosides better than normal colon tissue. Hepato-gastroenterology 20090101
Purification and biochemical characterization of a specific beta-glucosidase from the digestive fluid of larvae of the palm weevil, Rhynchophorus palmarum. Journal of insect science (Online) 20090101
Crystal structure of the covalent intermediate of human cytosolic beta-glucosidase. Biochemical and biophysical research communications 20080926
Catalytic properties and mode of action of endo-(1-->3)-beta-D-glucanase and beta-D-glucosidase from the marine mollusk Littorina kurila. Carbohydrate research 20080922
Purification method improvement and characterization of a novel ginsenoside-hydrolyzing beta-glucosidase from Paecilomyces Bainier sp. 229. Bioscience, biotechnology, and biochemistry 20080201
Cloning, expression, and characterization of two beta-glucosidases from isoflavone glycoside-hydrolyzing Bacillus subtilis natto. Journal of agricultural and food chemistry 20080109
Screening and characterization of an enzyme with beta-glucosidase activity from environmental DNA. Journal of microbiology and biotechnology 20070601
Purification and characterization of extracellular beta-glucosidase from Sinorhizobium kostiense AFK-13 and its algal lytic effect on Anabaena flos-aquae. Journal of microbiology and biotechnology 20070501
Demethyloleuropein and beta-glucosidase activity in olive fruits. Biotechnology journal 20070301
Linamarase activities in Bacillus spp. responsible for thermophilic aerobic digestion of agricultural wastes for animal nutrition. Waste management (New York, N.Y.) 20070101
Beta-D-glucoside utilization by Mycoplasma mycoides subsp. mycoides SC: possible involvement in the control of cytotoxicity towards bovine lung cells. BMC microbiology 20070101
Unusual hydrophobic linker region of beta-glucosidase (BGLII) from Thermoascus aurantiacus is required for hyper-activation by organic solvents. Applied microbiology and biotechnology 20061101
Characterization of a beta-glycosidase from the thermoacidophilic bacterium Alicyclobacillus acidocaldarius. Extremophiles : life under extreme conditions 20060801
Characterization of a beta-N-acetylhexosaminidase and a beta-N-acetylglucosaminidase/beta-glucosidase from Cellulomonas fimi. The FEBS journal 20060701
Furostanol glycoside 26-O-beta-glucosidase from the leaves of Solanum torvum. Phytochemistry 20060101
Cloning, sequence analysis, and characterization of a novel beta-glucosidase-like activity from Pichia etchellsii. Biochemical and biophysical research communications 20051014
Highly productive autocondensation and transglycosylation reactions with Sulfolobus solfataricus glycosynthase. Chembiochem : a European journal of chemical biology 20050801
Kinetic characterization of glycosidase activity from disaccharide conjugate to monosaccharide conjugate in Caco-2 cells. The Journal of pharmacy and pharmacology 20050501
Synthesis of beta-mannosides using the transglycosylation activity of endo-beta-mannosidase from Lilium longiflorum. The FEBS journal 20050401
Purification and characterization of recombinant Escherichia coli-expressed Pichia etchellsii beta-glucosidase II with high hydrolytic activity on sophorose. Applied microbiology and biotechnology 20050201
Preparation and properties of gelatin-immobilized beta-glucosidase from Pyrococcus furiosus. Bioscience, biotechnology, and biochemistry 20050101
Purification and characterization of an extracellular b-glucosidase with high transglucosylation activity and stability from Aspergillus niger No. 5.1. Applied biochemistry and biotechnology 20041201
Beta-glucosidase activity from the thermophilic fungus Scytalidium thermophilum is stimulated by glucose and xylose. FEMS microbiology letters 20041115
Purification and biochemical properties of a thermostable xylose-tolerant beta- D-xylosidase from Scytalidium thermophilum. Journal of industrial microbiology & biotechnology 20040501
Beta-glucosidase, exo-beta-glucanase and pyridoxine transglucosylase activities of rice BGlu1. The Biochemical journal 20040401
Discrimination among eight modified michaelis-menten kinetics models of cellulose hydrolysis with a large range of substrate/enzyme ratios: inhibition by cellobiose. Applied biochemistry and biotechnology 20040301
Transglucosylation of tertiary alcohols using cassava beta-glucosidase. Biochemical and biophysical research communications 20030606
Multiple sugar binding sites in alpha-glucosidase. Biochimica et biophysica acta 20030131
Production and characterization of recombinant Phanerochaete chrysosporium beta-glucosidase in the methylotrophic yeast Pichia pastoris. Bioscience, biotechnology, and biochemistry 20030101
A novel beta-N-acetylglucosaminidase of Clostridium paraputrificum M-21 with high activity on chitobiose. Applied microbiology and biotechnology 20021201
Enhancement of transglycosylation activity by construction of chimeras between mesophilic and thermophilic beta-glucosidase. Archives of biochemistry and biophysics 20021101
Mutated barley (1,3)-beta-D-glucan endohydrolases synthesize crystalline (1,3)-beta-D-glucans. The Journal of biological chemistry 20020816
Molecular cloning and characterization of a unique beta-glucosidase from Vibrio cholerae. The Journal of biological chemistry 20020816
Functional expression of human liver cytosolic beta-glucosidase in Pichia pastoris. Insights into its role in the metabolism of dietary glucosides. European journal of biochemistry 20020101
Partial purification and characterization of a soybean beta-glucosidase with high specific activity towards isoflavone conjugates. Phytochemistry 20011201
Thioglucosidase activity from Sphingobacterium sp. strain OTG1. Applied microbiology and biotechnology 20010901
Purification and some properties of a beta-glucosidase from Trichoderma harzianum type C-4. Bioscience, biotechnology, and biochemistry 20010901
Biochemical characterization and mechanism of action of a thermostable beta-glucosidase purified from Thermoascus aurantiacus. The Biochemical journal 20010101
In situ determination of subsurface microbial enzyme kinetics. Ground water 20010101
Studies on antiviral glycosides. Synthesis and biological evaluation of various phenyl glycosides. Carbohydrate research 19780401

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