Ultra-fast Au(III)-mediated Arylation of Cysteine

Christopher Frost; James Tilden; Evan Doud; Joseph Treacy; Elaine Chao; Hayden Montgomery; Grace Kunkel; Eileen Olivares; Nima Adhami; Tyler Kerr; Yu Chen; Arnold Rheingold; Joseph Loo; Ken Houk; Heather Maynard; Alexander Spokoyny

Ultra-fast Au(III)-mediated Arylation of Cysteine

Christopher Frost, James Tilden, Evan Doud, Joseph Treacy, Elaine Chao, Hayden Montgomery, Grace Kunkel, Eileen Olivares, Nima Adhami, Tyler Kerr, Yu Chen, Arnold Rheingold, Joseph Loo, Ken Houk, Heather Maynard^*, Alexander Spokoyny^*

^*Corresponding author for this work

Chemistry

University of Bath

Research output: Contribution to journal › Article › peer-review

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Abstract

Through mechanistic work and rational design, we have developed the fastest organometallic abiotic Cys bioconjugation. As a result, the developed organometallic Au(III) bioconjugation reagents enable selective labeling of Cys moieties down to pM concentrations and allow for the rapid construction of complex heterostructures from peptides, proteins, and oligonucleo-tides. This work showcases how organometallic chemistry can be interfaced with biomolecules and lead to the range of reac-tivities that are largely unmatched by classical organic chemistry tools.

Original language	English
Journal	Journal of The American Chemistry Society
Publication status	E-pub ahead of print - 24 Apr 2024

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doud_et_al_manuscript_rev2_nohighlightsAccepted author manuscript, 6.11 MBLicence: CC BY-NC

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title = "Ultra-fast Au(III)-mediated Arylation of Cysteine",

abstract = "Through mechanistic work and rational design, we have developed the fastest organometallic abiotic Cys bioconjugation. As a result, the developed organometallic Au(III) bioconjugation reagents enable selective labeling of Cys moieties down to pM concentrations and allow for the rapid construction of complex heterostructures from peptides, proteins, and oligonucleo-tides. This work showcases how organometallic chemistry can be interfaced with biomolecules and lead to the range of reac-tivities that are largely unmatched by classical organic chemistry tools.",

author = "Christopher Frost and James Tilden and Evan Doud and Joseph Treacy and Elaine Chao and Hayden Montgomery and Grace Kunkel and Eileen Olivares and Nima Adhami and Tyler Kerr and Yu Chen and Arnold Rheingold and Joseph Loo and Ken Houk and Heather Maynard and Alexander Spokoyny",

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T1 - Ultra-fast Au(III)-mediated Arylation of Cysteine

AU - Frost, Christopher

AU - Tilden, James

AU - Doud, Evan

AU - Treacy, Joseph

AU - Chao, Elaine

AU - Montgomery, Hayden

AU - Kunkel, Grace

AU - Olivares, Eileen

AU - Adhami, Nima

AU - Kerr, Tyler

AU - Chen, Yu

AU - Rheingold, Arnold

AU - Loo, Joseph

AU - Houk, Ken

AU - Maynard, Heather

AU - Spokoyny, Alexander

PY - 2024/4/24

Y1 - 2024/4/24

N2 - Through mechanistic work and rational design, we have developed the fastest organometallic abiotic Cys bioconjugation. As a result, the developed organometallic Au(III) bioconjugation reagents enable selective labeling of Cys moieties down to pM concentrations and allow for the rapid construction of complex heterostructures from peptides, proteins, and oligonucleo-tides. This work showcases how organometallic chemistry can be interfaced with biomolecules and lead to the range of reac-tivities that are largely unmatched by classical organic chemistry tools.

AB - Through mechanistic work and rational design, we have developed the fastest organometallic abiotic Cys bioconjugation. As a result, the developed organometallic Au(III) bioconjugation reagents enable selective labeling of Cys moieties down to pM concentrations and allow for the rapid construction of complex heterostructures from peptides, proteins, and oligonucleo-tides. This work showcases how organometallic chemistry can be interfaced with biomolecules and lead to the range of reac-tivities that are largely unmatched by classical organic chemistry tools.

M3 - Article

SN - 0002-7863

JO - Journal of The American Chemistry Society

JF - Journal of The American Chemistry Society

ER -

Ultra-fast Au(III)-mediated Arylation of Cysteine

Abstract

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