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Chemically Induced Vinylphosphonothiolate Electrophiles for Thiol–Thiol Bioconjugations

Journal of the American Chemical Society, 2020
Herein we introduce vinylphosphonothiolates as a new class of cysteine-selective electrophiles for protein labeling and the formation of stable protein-protein conjugates. We developed a straightforward synthetic route to convert nucleophilic thiols into electrophilic, thiol-selective vinylphosphonothiolates: In this protocol, intermediately formed ...
Alice L, Baumann   +7 more
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Reactions of thiols

Russian Journal of Organic Chemistry, 2007
AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
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Immune system and thiols: Some peculiarities of thiol exchange

Comparative Immunology, Microbiology and Infectious Diseases, 2010
We show that for the system of SH-containing compounds of the organism (cysteine, in particular) there are conditions leading to immunosuppression, which occurs when the level of amino acid cysteine in blood serum increases. The arising "overload" of free sulfhydryl groups inactivates antibodies of the IgM class of any specificity restoring disulphide ...
N K, Rodosskaia, G M, Chernousova
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New Thiols for Photoinitiator‐Free Thiol‐Acrylate Polymerization

Macromolecular Chemistry and Physics, 2013
AbstractNew thiols for efficient thiol‐ene polymerization reactions are presented. They do not exhibit any unpleasant odor, are characterized by quite good light‐absorption properties at λ > 300 nm, and generate thiyl radicals upon UV‐light exposure.
Mohamad‐Ali Tehfe   +8 more
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ROS, thiols and thiol-regulating systems in male gametogenesis

Biochimica et Biophysica Acta (BBA) - General Subjects, 2015
During maturation and storage, spermatozoa generate substantial amounts of reactive oxygen species (ROS) and are thus forced to cope with an increasingly oxidative environment that is both needed and detrimental to their biology. Such a janus-faceted intermediate needs to be tightly controlled and this is done by a wide array of redox enzymes.
Conrad, M.   +4 more
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Thiol-dependent and non-thiol-dependent stimulations of insulin release

Diabetes, 1984
The effects of reduced glutathione (GSH) and diamide (an oxidant of GSH) on insulin release induced by glucose, glyceraldehyde, leucine, tolbutamide, glibenclamide, Ca-ionophore A-23187, isoprenaline, and db-cAMP were studied using isolated rat pancreatic islets.
H P, Ammon   +3 more
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Cytotoxic Thiol Alkylators

Mini-Reviews in Medicinal Chemistry, 2007
Various classes of cytotoxic compounds which alkylate cellular thiols are described namely alpha,beta-unsaturated ketones, alpha-methylene-gamma-lactones, azines of Mannich bases, imexon, isothiocyanates, a benzoacronycine as well as activation by thiols prior to alkylation.
Hari N, Pati   +3 more
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Reaction of alkylcobalamins with thiols

Biochemistry, 1987
Carbon-13 NMR spectroscopy and phosphorus-31 NMR spectroscopy have been used to study the reaction of several alkylcobalamins with 2-mercaptoethanol. At alkaline pH, when the thiol is deprotonated, the alkyl-transfer reactions involve a nucleophilic attack of the thiolate anion on the Co-methylene carbon of the cobalamins, yielding alkyl thioethers and
H P, Hogenkamp   +2 more
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Thiols as peroxidase substrates

Free Radical Biology and Medicine, 1993
The abilities of haem peroxidases to catalyse the oxidation of various thiols were studied using the spin-trapping electron spin resonance (ESR) technique. Myeloperoxidase, a neutrophil and monocyte enzyme, catalysed the oxidation of cysteamine, cysteine methyl, and ethyl ester and to some extent 2-mercaptoethanol and thioglycollic acid.
B E, Svensson   +3 more
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Thiol groups in hemocyanins

Comparative Biochemistry and Physiology, 1965
Abstract 1. 1. The total sulfhydryl groups and the number of free SH groups of hemocyanins from different sources has been determined. Hemocyanins are well characterized by their content of “half cystine”, much more than by the content of any other amino acid. 2. 2.
A, Ghiretti-Magaldi, C, Nuzzolo
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