Rapid sodium periodate cleavage of an unnatural amino acid enables unmasking of a highly reactive α-oxo aldehyde for protein bioconjugation

Robin Brabham, Tessa Keenan, Annika Husken, Jacob Bilsborrow, Ryan McBerney, Vajinder Kumar, W. Bruce Turnbull, Martin Anthony Fascione

Research output: Contribution to journalArticlepeer-review


The α-oxo aldehyde is a highly reactive aldehyde for which many protein bioconjugation strategies exist. Here, we explore the genetic incorporation of a threonine-lysine dipeptide into proteins, harbouring a “masked” α-oxo aldehyde that is rapidly unveiled in four minutes. The reactive aldehyde could undergo site-specific protein modification by SPANC ligation
Original languageEnglish
JournalOrganic and Biomolecular Chemistry
Early online date14 May 2020
Publication statusE-pub ahead of print - 14 May 2020

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