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

TY - JOUR

T1 - Rapid sodium periodate cleavage of an unnatural amino acid enables unmasking of a highly reactive α-oxo aldehyde for protein bioconjugation

AU - Brabham, Robin

AU - Keenan, Tessa

AU - Husken, Annika

AU - Bilsborrow, Jacob

AU - McBerney, Ryan

AU - Kumar, Vajinder

AU - Turnbull, W. Bruce

AU - Fascione, Martin Anthony

PY - 2020/5/14

Y1 - 2020/5/14

N2 - 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

AB - 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

U2 - 10.1039/d0ob00972e

DO - 10.1039/d0ob00972e

M3 - Article

SN - 1477-0520

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

ER -