Abstract
We report a simple and promising synthetic method to oxidize peptide hydrazides containing N-terminal thiazolidine as a protected cysteine. This yields the corresponding thioester via a peptide azide without decomposition of the thiazolidine ring. The newly developed protocol was validated by the synthesis of the bioactive peptide LacZα.
MeSH terms
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Amino Acid Sequence
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Cysteine / chemistry
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Esters / chemical synthesis*
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Esters / chemistry
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Hydrazines / chemistry*
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Peptides / chemical synthesis*
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Peptides / chemistry
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Sodium Nitrite / chemistry
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Thiazolidines / chemical synthesis*
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Thiazolidines / chemistry
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Trifluoroacetic Acid / chemistry
Substances
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Esters
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Hydrazines
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Peptides
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Thiazolidines
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Trifluoroacetic Acid
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Cysteine
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Sodium Nitrite