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Efficient, Traceless Semi-Synthesis of ?-Synuclein Labeled with a Fluorophore/Thioamide FRET Pair.


ABSTRACT: We have shown that thioamides can be incorporated into proteins through semi-synthesis and used as probes to monitor structural changes. To date, our methods have required the presence of a cysteine at the peptide ligation site, which may not be present in the native peptide sequence. Here, we present a strategy for the semi-synthesis of thioproteins using homocysteine as a ligation point with subsequent masking as methionine, making the ligation "traceless."

SUBMITTER: Wissner RF 

PROVIDER: S-EPMC4755331 | biostudies-literature | 2013 Nov

REPOSITORIES: biostudies-literature

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Efficient, Traceless Semi-Synthesis of α-Synuclein Labeled with a Fluorophore/Thioamide FRET Pair.

Wissner Rebecca F RF   Wagner Anne M AM   Warner John B JB   Petersson E James EJ  

Synlett : accounts and rapid communications in synthetic organic chemistry 20130920 18


We have shown that thioamides can be incorporated into proteins through semi-synthesis and used as probes to monitor structural changes. To date, our methods have required the presence of a cysteine at the peptide ligation site, which may not be present in the native peptide sequence. Here, we present a strategy for the semi-synthesis of thioproteins using homocysteine as a ligation point with subsequent masking as methionine, making the ligation "traceless." ...[more]

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