Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 12, Pages 4034-4037Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja512880g
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Funding
- NIH GM [12694]
- RLBL facility grant [NIH P41 GM 104605]
- NSF [MRI-0820996]
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Protocols have been achieved that permit facile introduction of s-tetrazine into unprotected peptides and the protein, thioredoxin, between two cysteine sulfhydryl groups (i.e., staple), followed by photochemical release (i.e., unstaple) and regeneration of the peptide/protein upon removal of the cyano groups from the derived bisthiocyanate. The S,S-tetrazine macrocycles in turn provide a convenient handle for probe introduction by exploiting the inverse electron demand Diels-Alder reactivity of the tetrazine.
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