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4-Chloro-7-nitrobenzofurazan is used as a derivatizing reagent for chromatography analysis of amino acids and low molecular weight amines. It is utilized in the preparation of fluorescent phospholipid-derivative, hydroxynaphthofurazan and 4-chloro-7-nitrobenzofurazan- didecanoylphosphatidylethanolamine. It serves as a fluorescent reagent to label free sulfhydryls and N-terminals within proteins and trapping agent for cysteine sulfenic acid. It is a sensitive chromogenic and fluorogenic reagent. It reacts with trans-1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene (Danishefsky's diene) to prepare regioselectively the silyl enol ether. Further, it is used to label peptides, proteins and other biomolecules. In addition it is used in the synthesis of fluorescent phospholipid-derivative, NBD-didecanoylphosphatidylethanolamine, functionalized hydroxynaphthofurazan and 7-nitrobenzofurazan (NBD)-labeled maleimide.
Fluorogenic reagent for amines and thiols: Anal. Biochem., 53, 290 (1973).
Reagent for pre-column derivatization of amines: Anal. Chim. Acta, 130, 377 (1981), 170, 81 (1985); and of imino acids: Anal. Biochem., 138, 390 (1984), allowing detection after HPLC.
Pan, J.; Zhang, Y.; Xu, J.; Liu, J.; Zeng, L.; Bao, G. M. A smart fluorescent probe for simultaneous detection of GSH and Cys in human plasma and cells. RSC Adv. 2015, 5 (118), 97781-97787.
Zhang, Y.; Chen, H.; Chen, D.; Wu, D.; Chen, X.; Liu, S. H.; Yin, J. A fluorescent turn-on H2S-responsive probe: design, synthesis and application. Org. Biomol. Chem. 2015, 13 (38), 9760-9766.
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P280a-P305+P351+P338-P304+P340-P405-P501a
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.