The highly electrophilic character of 4-chloro-7-nitrobenzofurazan and possible consequences for its application as a protein-labelling reagent.

The Biochemical journal ·Vol. 163 ·No. 1 ·1977-04-01 ·Pages 189-92

Baines BS, Allen G, Brocklehurst K

Abstract

4-Chloro-7-nitrobenzofurazan possesses at least one highly electrophilic centre (C-6) that is much more reactive towards nucleophiles than position C-4, the irreversible alkylating site of this reagent. Possible consequences of the electrophilic character of 4-chloro-7-nitrobenzofurazan for its application as a protein-labelling reagent are discussed.

MeSH Terms

4-Chloro-7-nitrobenzofurazan Chemical Phenomena Chemistry Hydrogen-Ion Concentration Kinetics Oxadiazoles Protein Binding

Chemicals

Oxadiazoles 4-Chloro-7-nitrobenzofurazan

Authors & Affiliations

3 authors, click to expand affiliations / ORCID

Baines B S

Allen G

Brocklehurst K

References (7)

7 references, click to expand

The reactivity of SH groups with a fluorogenic reagent.
FEBS Lett. 1970 Feb 25;6(4):346-348 PMID: 11947412
A reporter group delivery system with both absolute and selective specificity for thiol groups and an improved fluorescent probe containing the 7-nitrobenzo-2-oxa-1,3-diazole moiety.
Biochem J. 1975 Nov;151(2):417-32 PMID: 3168
Fluorescent and spin label probes of the environments of the sulfhydryl groups of porcine muscle adenylate kinase.
J Biol Chem. 1975 Jan 25;250(2):644-52 PMID: 163231
A method for determining the adenosine triphosphatase content of energy-transducing membranes. reaction of 4-chloro-7-nitrobenzofurazan with the adenosine triphosphatase of bovine heart submitochondrial particles.
Biochem J. 1976 Nov;159(2):347-53 PMID: 136962
Evaluation of benzofuroxan as a chromophoric oxidizing agent for thiol groups by using its reactions with papain, ficin, bromelain and low-molecular-weight thiols.
Biochem J. 1977 Mar 1;161(3):627-37 PMID: 851434
Investigation of the active site of papain with fluorescent probes.
Biochem J. 1973 Aug;133(4):679-86 PMID: 4748829
4-Chloro-7-nitrobenzo-2-oxa-1,3-diazole as a reactivity probe for the investigation of the thiol proteinases. evidence that ficin and bromelain may lack carboxyl groups conformationally equivalent to that of aspartic acid-158 of papain.
Biochem J. 1976 Nov;159(2):235-44 PMID: 11778

Article Info

Journal

The Biochemical journal

Abbr.

Biochem J

ISSN

0264-6021

DOI

10.1042/bj1630189

Published

1977-04-01

Pages

189-92

Language

English

Region

England

NLM ID

2984726R

PMCID

PMC1164679

Subset

External Links

PubMed source DOI: 10.1042/bj1630189 PMC Full Text View journal details

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The highly electrophilic character of 4-chloro-7-nitrobenzofurazan and possible consequences for its application as a protein-labelling reagent.

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