Disease relevance of isothiocyanatobenzene

• Peptides derived from enzymatic hydrolysis with trypsin, Staphylococcus aureus V-8 protease, Arg-C, and Glu-C proteinases were purified by HPLC and sequenced by the 4-(N,N-dimethylamino)azobenzene-4'-isothiocyanate/phenylisothiocyanate double coupling method [1].
• Each isothiocyanate compound inhibited N-oxidation and alpha-hydroxylation reactions of NNK that, except for PITC, correlated with an inhibition of microsomal-mediated mutagenicity of NNK in Salmonella typhimurium TA1535 [2].
• High-performance liquid chromatographic analysis of physiological amino acids in human brain tumors by pre-column derivatization with phenylisothiocyanate [3].
• High performance liquid chromatography (HPLC) with phenylisothiocyanate (PITC) is recently used for confirming the diagnosis of inborn errors of metabolism (IEM) especially amino acid disorders in Malaysian children [4].

High impact information on isothiocyanatobenzene

• Synthetic apoC-II was characterized by several complementary analytical techniques including amino acid composition, Edman phenylisothiocyanate degradation, polyacrylamide gel electrophoresis, and high-performance liquid chromatography [5].
• Sequence analyses of the intact enzyme, tryptic, chymotryptic, and cyanogen bromide peptides were accomplished using high-sensitivity solid-phase sequencing procedures with either 4-N,N-dimethylaminoazobenzene-4'-isothiocyanate or phenylisothiocyanate [6].
• The phenylisothiocyanate binding site is not accessible for the aqueously soluble analog p-sulfophenylisothiocyanate [7].
• Labeling of purple membrane with phenylisothiocyanate and 4-N,N'-dimethylamino-azobenzene-4'-isothiocyanate results in covalent modification of a unique lysine epsilon-amino group of bacteriorhodopsin [7].
• When renal brush border membranes were pretreated with phenyl isothiocyanate (PITC), washed, and then treated at neutral pH with FITC in the presence of transporter substrates Na+ and glucose, most of the incorporated fluorescence was associated with a single peak after resolution by sodium dodecyl sulfate-polyacrylamide gel electrophoresis [8].

Biological context of isothiocyanatobenzene

• We demonstrate that the reagent 3-[4'(ethylene-N,N,N-trimethylamino)phenyl]-2-isothiocyanate is chemically stable and shows coupling and cyclization/cleavage yields comparable to phenylisothiocyanate, the standard reagent in chemical sequence analysis, under conditions typically encountered in manual or automated sequence analysis [9].
• The amino acid sequences of two neurotoxins of the African cobra Naja mossambica mossambica have been determined using almost uniquely phenylisothiocyanate degradation in a liquid protein sequencer programmed alternatively with 'protein' and 'peptide' programs [10].

Anatomical context of isothiocyanatobenzene

• The reagents compete for the documented phenylisothiocyanate binding site(s) in bacteriorhodopsin and to the anion-exchange protein (band 3) of human erythrocytes [11].
• A method for the assay of amino acids in human blood serum and urine samples using phenylisothiocyanate as the derivatizing agent and electrochemical detection is described and compared to previously reported methods based on o-phthalaldehyde derivatisation [12].
• Hemolymph was sampled by cardiac puncture and prepared for reverse phase HPLC, derivatizing the FAA with phenylisothiocyanate [13].
• The labelling is very little or not affected by preincubation of erythrocytes of membranes with the polar, structural analogue of phenylisothiocyanate, p-sulfophenylisothiocyanate [14].
• Complete amino acid analysis in hydrolysates of foods and feces by liquid chromatography of precolumn phenylisothiocyanate derivatives [15].

Associations of isothiocyanatobenzene with other chemical compounds

• After precolumn derivatization with phenylisothiocyanate, levels of aspartic (ASP) and glutamic (GLU) acids, glycine (GLY), taurine (TAU) and GABA were measured by reversed phase high performance liquid chromatography [16].
• 6. Phosphoamino acid analysis of I was performed using either dabsyl chloride or phenylisothiocyanate derivatization followed by microbore reversed-phase HPLC separation of N(alpha, epsilon)-didabsyl-HylP or N(alpha, epsilon)-diphenylthiocarbamyl-HylP [17].
• Sensitive analysis of asparagine and glutamine in physiological fluids and cells by precolumn derivatization with phenylisothiocyanate and reversed-phase high-performance liquid chromatography [18].
• Topa was identified as 3,4,5-trihydroxyphenylalanine (3,4,5-Topa) by comparison to known standards using amino acid analysis, derivatization with phenylisothiocyanate in combination with Edman sequencing, and matrix-assisted laser desorption mass spectrometry with time-of-flight [19].
• Separated desmosines are then derivatized with phenylisothiocyanate and determined by reversed-phase high-performance liquid chromatography using a gradient system with sodium acetate pH 6.4 and acetonitrile [20].

Gene context of isothiocyanatobenzene

• Stoichiometric labeling and inhibition of cytochrome c oxidase by phenylisothiocyanate [21].
• Modification by phenylisothiocyanate inhibits the phosphatidylcholine-transfer protein from bovine liver [22].
• The released free amino acids, in addition to free amino acids from acid hydrolysates, were derivatized with phenylisothiocyanate in an automated fashion and subsequently chromatographed on a C18 column for separation and quantitation [23].
• This method is based on the derivatization of ACC with phenylisothiocyanate, and the subsequent separation and quantification of the resulting phenylthiocarbamyl-ACC by reverse-phase high-pressure liquid chromatography [24].
• Separation of elastin cross-links as phenylisothiocyanate derivatives [20].

Analytical, diagnostic and therapeutic context of isothiocyanatobenzene

• A resolved peak of TMDA has been obtained by high-performance liquid chromatography of the final extracts derivatized with phenylisothiocyanate [25].
• HYP is measured photometrically at 254 nm after a second derivatization with phenylisothiocyanate and isocratic separation on a reversed-phase HPLC column [26].
• Phosphoamino acids were subsequently detected by capillary electrophoresis after their derivatization with phenylisothiocyanate [27].
• An MEKC method was developed for the separation and characterization of phenyl-isothiocyanate (PITC)-labeled amino acids derived from Gonometa rufobrunnae silkworm after microdialysis sample cleanup [28].

References