Thiol exchange reactions involving selenotrisulfides

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Abstract

The occurrence of in vitro thiol exchange reactions involving selenotrisulfides has been documented by HPLC analyses of reaction solutions. Asymmetric selenotrisulfide(RSSeSR') (R,R' = penicillamine, cysteine, glutathione) was formed by the reactions between (i) a mixture of thiols and selenite, (ii) thiol(R'SH) and symmetric selenotrisulfide(RSSeSR), and (iii) symmetric selenotrisulfides(RSSeSR and R'SSeSR'). Further reaction of an asymmetric selenotrisulfide with thiol(R'SH) produced another symmetric selenotrisulfide(R'SSeSR'). These thiol exchange reactions may offer significant information to elucidate intake and metabolism of selenium in vivo.

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