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- W1477157022 abstract "This chapter describes the general methods are described for cysteine S-conjugates synthesis and purification with special emphasis on radiolabeled compounds. Synthesis using methanol and sodium methoxide as base is a procedure, adapted from a method for the synthesis of mercapturic acids, can be used for the synthesis of most cysteine or glutathione conjugates when an appropriate substrate for nucleophilic addition is available. The ease of preparing and handling dry, degassed methanol makes this procedure preferable to those using liquid ammonia. The methanol procedure is very useful when a labeled electrophile such as [14C]ethyl iodide is the labeled reactant. S-2-Chloro-l,l,2-trifluoroethyl-L-cysteine is a procedure where cysteine conjugates of toxic gases such as 2-chloro-1,1,2 trifluoroethylene can also be prepared in methanol. However, careful control of base addition is necessary to avoid unwanted side reactions; base-catalyzed polymerization of the vinyl monomers can occur. S-1,2-Dichlorovinyl-L-cysteine is a commonly used model for studying cysteine conjugate-induced renal toxicity. The synthetic method is based on the procedure of McKinney. Most of the reactions discussed can be performed in liquid ammonia with sodium amide as base, but because of the ease of handling, the methanol procedure is preferred in most instances. The chapter also discusses other synthetic routes." @default.
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- W1477157022 date "1987-01-01" @default.
- W1477157022 modified "2023-09-26" @default.
- W1477157022 title "Cysteine S-conjugates" @default.
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- W1477157022 doi "https://doi.org/10.1016/0076-6879(87)43043-7" @default.
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