An unexpected stereochemical effect of thio-substituted Asp in native chemical ligation

Chinese Chemical Letters(2023)

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摘要
This study presents an unexpected finding that the cis isomer of β-thio-Asp exhibits higher ligation activity than the trans isomer. This discovery sheds light on the intricate nature of native chemical ligation and highlights the importance of factors beyond the steric effects of the side chain in modulating ligation activity.
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关键词
Native chemical ligation,Stereochemistry,Ligation activity,β-thio-Asp,Intramolecular hydrogen bond
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