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10199-89-0 - 4-Chloro-7-nitrobenzofurazan, 99% - 4-Chloro-7-nitrobenzo-2,1,3-oxadiazole - NBD chloride - A14165 - Alfa Aesar

A14165 4-Chloro-7-nitrobenzofurazan, 99%

Codice CAS
10199-89-0
Sinonimi
4-Chloro-7-nitrobenzo-2,1,3-oxadiazole
NBD chloride

Dimensioni Prezzo ($) Quantità Disponibilità
5g 47,70
25g 194,00
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4-Chloro-7-nitrobenzofurazan, 99%

MDL
MFCD00005808
EINECS
233-496-4

Proprietà chimiche

Formula
C6H2ClN3O3
Peso formula
199.56
Punto di fusione
96-100°
Solubilità
Soluble in methanol, dimethylsulfoxide, dimethylformamide and chloroform.

Applicazioni

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.

Note

Store in a cool place. Incompatible with strong oxidizing agents and strong bases.

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Dichiarazioni precauzionali: 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.

Altri riferimenti

Beilstein
614212
Codice tariffe armonizzato
2934.99
TSCA
Yes
RTECS
DF8002400

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