Topic
Hydrazone
About: Hydrazone is a research topic. Over the lifetime, 4853 publications have been published within this topic receiving 65160 citations. The topic is also known as: hydrazone.
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TL;DR: A highly sensitive procedure for the detection of C(alpha)-formylglycine-containing peptides in tryptic digests of sulfatase proteins using dinitrophenylhydrazine as a matrix for matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOFMS).
Abstract: C(alpha)-Formylglycine, the catalytic amino acid residue in the active site of sulfatases, is generated by post-translational modification of a cysteine or serine residue. We describe a highly sensitive procedure for the detection of C(alpha)-formylglycine-containing peptides in tryptic digests of sulfatase proteins. The protocol is based on the formation of hydrazone derivatives of C(alpha)-formylglycine-containing peptides when using dinitrophenylhydrazine as a matrix for matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOFMS). The hydrazone derivatives desorb and ionize with high efficiency and can be detected in the sub-femtomole range. The presence of C(alpha)-formylglycine is indicated by a mass increment of 180.13 u, corresponding to the hydrazone moiety, and also by a unique C-terminal fragment ion, characteristic of sulfatases, that becomes prominent in MALDI post-source decay mass spectra of the hydrazone derivatives.
25 citations
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TL;DR: High π-backbonding ability of the PIPYH ligand resulted in an unexpected low acidity of the hydrazone proton in nickel complex 2, showing increased symmetry upon deprotonation for the latter, which is in accordance with the proposed stoichiometry.
Abstract: A series of first-row transition metal complexes with the unsymmetrically disubstituted pyridazine ligand picolinaldehyde (6-chloro-3-pyridazinyl)hydrazone (PIPYH), featuring an easily abstractable...
25 citations
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TL;DR: It was concluded that both the azo and hydrazone metabolites of procarbazine contribute to methane formation from the terminal methyl group of the hydrazine with theAzo derivative being the predominant source and the Hydrazone derivative being a minor source of methane.
25 citations
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TL;DR: Alpha-substituted hydrazones obtained from 1,2-diaza-1,3-butadienes and methylenic or methinic activated substrates gave rise to a wide range of cyclic compounds.
Abstract: α-Substituted hydrazones obtained from 1,2-diaza-1,3-butadienes and methylenic or methinic activated substrates gave rise to a wide range of cyclic compounds. In particular, in the presence of thionyl chloride as solvent-reagent, they were transformed into 1,2,3-thiadiazoles,1 with selenium oxychloride in new 4-substituted 2,3-dihydro-1,2,3-selenadiazoles, while with selenium dioxide, they were transformed into 4-substituted 1,2,3-selenadiazoles. We have also examined the nucleophilic behavior of 1,2,3-thiadiazole 4a in the reaction with 1,2-diaza-1,3-butadienes that produced, under basic conditions, 4-hydrazono-1-(1,2,3-thiadiazolyl)pentane derivatives. This event represents an interesting example of stereoselective synthesis because it leads exclusively to the formation of the RR/SS racemic mixture. These latter compounds, treated with thionyl chloride, gave the corresponding 1,3-di-1,2,3-thiadiazolylpropane derivatives, while with sodium methoxide they afforded 1,2,3-thiadiazolyl-2-oxo-2,3-dihydro-1H-p...
25 citations
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TL;DR: Dimroth Rearrangement of Imines Derived from 1,5-Diaminotetrazole as discussed by the authors was used for electron-withdrawing groups attached to the imine carbon atom.
Abstract: Dimroth Rearrangement of Imines Derived from 1,5-Diaminotetrazole
Heating the imines 1 in dimethyl sulfoxide (or partly in xylene) provides hydrazones such as 2. The reaction is greatly favoured by electron-withdrawing groups attached to the imine carbon atom.
25 citations