Formation of disulphide bonds in the reaction of SH group‐containing amino acids with trimethylamine N‐oxide
- 12 November 1993
- journal article
- Published by Wiley in FEBS Letters
- Vol. 333 (3) , 331-333
- https://doi.org/10.1016/0014-5793(93)80681-j
Abstract
Two amino acids containing SH group (cysteine and homocysteine)+trimethylamine N‐oxide systems were studied by FTIR and 1H NMR spectroscopy. This study demonstrates that cysteine and homocysteine ethylesters react with trimethylamine N‐oxide. Immediately after mixing, SH⋯ON ⇋ S−⋯H+ ON hydrogen bonds with large proton polarizability are formed. Then a reaction proceeds resulting in the formation of corresponding disulphides. Trimethylamine N‐oxide is present in biological systems. Thus, our results suggest that trimethylamine N‐oxide may play a regulatory role in S‐S bond formation in enzymes and other proteins.Keywords
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