2,4,6-Trinitrobenzenesulfonate

Other tests for the detection of amino functionalities on solid supports include the TNBS (2,4,6-trinitrobenzenesulfonic acid, picrylsulfonic acid) [Hancock and Battersby Anal Biochem 71 260 ]976], the DABITC [Shah et al. Anal. Commun. 34 325 7997] and the NF31 [Madder et al. Eur J Org Chem 2787 7999] tests. 

TRINITROBENZENE TRINITROBENZENESULFONIC ACID TRINITROBENZOIC ACID TRINITROCHLOROBENZENE TRINITROFLUORENONE... 

Dipping solution Dissolve 100 mg 2,4,6-trinitrobenzenesulfonic acid in a mixture of 20 ml acetone, 20 ml ethanol and 10 ml water. 

On heating primary amines form colored Meissenheimer complexes with trinitrobenzenesulfonic acid. 

Trimethylaniline lb 268 Trimethyltin chloride lb 319 Trimipramine lb 352,354,355 Trinitrobenzenesulfonic acid, reagent... 

Preparations of PEG-modified proteins. A. SC-PEG (1 g, 0.2 mmol) was added to a stirred solution of Bovine Serum Albumin (BSA) (100 mg, 1.5 x 10 6 mol) in 0.1 M sodium phosphate, pH 7.8 (60 mL). Sodium hydroxide (0.5 N) was used to maintain pH 7.8 for 30 min. The excess of free PEG was removed by diafiltration using 50 mM phosphate buffered saline. Approximately 30 amino groups of the native protein were modified as determined by trinitrobenzenesulfonate (TNBS) assay (28). The same degree of modification was obtained when the experiment was repeated under identical conditions using SS-PEG instead of SC-PEG. 

Lysine Acid anhydrides, succinimidyl esters, iso thiocyanates, trinitrobenzenesulfonic acid... 

In 2003, Williams and Mander reported a method designed to access the hetisine alkaloids (Scheme 1.3) [27]. This approach, based upon a previously disclosed strategy by Shimizu et al. [28], relied on arylation of a bridgehead carbon via a carbocation intermediate in the key step. Beginning with (1-keto ester 46, double Mannich reaction provided piperidine 47. Following a straightforward sequence, piperidine 47 was transformed to the pivotal bromide intermediate 48. In the key step, bromide 48 was treated with silver (I) 2,4,6-trinitrobenzenesulfonate in nitro-methane (optimized conditions) to provide 49 as the most advanced intermediate of the study, in 54 % yield. 

Fluorobenzene-type compounds have been used as functional groups in homobifunctional crosslinking agents (Chapter 4, Section 4). Their reaction with amines involves nucleophilic displacement of the fluorine atom with the amine derivative, creating a substituted aryl amine bond (Reaction 9). Detection reagents incorporating reactive aryl chemistry include 2,4-dinitrofluorobenzene and trinitrobenzenesulfonate (Eisen et al., 1953). These compounds form... 

A multistep stereospecific synthesis of ethylmethylpropylsulfonium 2,4,6-trinitrobenzenesulfonate 116 from (->(S)-ethyl lactate was recently elaborated by Kjaer and his co-workers (160) and is shown in Scheme 6. 

S)-Ethyl-6-methyl-1,4-oxathian-2-one 2,4,6-trinitrobenzenesulfonate S J. Chem. Soc., Chem. Commun. 1975,629... 

A 0.5 M NaCl in 0.1 M borate buffer, pH 9.5 2,4,6-trinitrobenzenesulfonic acid glacial acetic acid... 

Rodriguez-Cabezaz, M. E., ]. Galvez, M. D. Lorente, et al. Dietary fiber down-regulates colonic tumor necrosis factor alpha and nitric oxide production in trinitrobenzenesulfonic acid-induced colitis rats. J Nutr 2002 132(11) 3263-3271. 

The extent of succinylation and acetylation was determined by the trinitrobenzenesulfonic acid (TNBS) method as described by Hall et al. (31) Protein (5 mg) isolated from chemically modified and control soy flour in 0.8 ml of aqueous solution was added to 1 ml of 4% NaHCOg, followed by addition of 0.2 ml of 2,4,6-trinitrobenzenesulfonic acid (12.5 mg/ml). The reaction mixture was incubated at 4O C for 2 hr, and 3.5 ml of 36% HCl was added. The tubes were stoppered and kept at 110 C for 4 hr. After cooling to room temperature (24 C), volume of solution was made up to 10 ml with distilled water, and contents were extracted twice with anhydrous diethyl ether. 

Trinitrobenzenesulfonic acid has been also used for the prechromato-graphic derivatization of aminoglycosides in alkaline media (228, 229). A major advantage of this label is the fact that hydroxyl groups cannot be concurrently derivatized, thus increasing, the selectivity. Unlike prementioned labels, 4-fluoro-... 

Majeska, R. J., Wuthier, R. E. Localization of matrix vesicle phospholipids by labeling with trinitrobenzenesulfonate (TNBS). Intern. Assn. Dent. Res., Preprinted Abstracts. 54th General Session, Abstr. No. 205 (1976)... 

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