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- W2014973344 abstract "Three methods for the introduction of a thiol-selective reactive end-group into α-hydro-ω-methoxypoly(oxyethylene) are described and evaluated. In a first method, α-amino-ω-methoxypoly(oxyethylene) was reacted with succinimido 3-(2-pyridyldithio)propionate (SPDP). In a second approach, the hydroxyl end-group of α-hydro-ω-methoxypoly(oxyethylene) was activated with 4-nitrophenyl chloroformate, and subsequently reacted with 2-tritylthioethylamine. Conversion of the trityl thioether into an aromatic disulfide with 2-nitrophenylsulfenyl chloride yielded a polymer with a thiol-specific reactive disulfide end-group. However, it was shown that dismutation in buffer medium does occur, what makes this approach less attractive. A third method involved the conversion of the trityl thioether into a sulfenyl thiocarbonate by reaction with an alkoxycarbonylsulfenyl chloride. Both the SPDP-modified and the alkoxycarbonyl disulfide-modified poly(oxyethylene) were found to be suitable thiol-specific reactive polymers for protein modification. This was demonstrated in a model reaction using reduced glutathione as a thiol-carrying peptide." @default.
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- W2014973344 date "1994-01-01" @default.
- W2014973344 modified "2023-09-26" @default.
- W2014973344 title "End-group modification of α-hydro-ω-methoxypoly(oxyethylene), 3. Facile methods for the introduction of a thiol-selective reactive end-group" @default.
- W2014973344 doi "https://doi.org/10.1002/macp.1994.021950118" @default.
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