Ex Situ Gaseous Reagent for Multicomponent Amine Bioconjugation

Yuxuan Ding; Simon Steffen Pedersen; Yixian Wang; Han Xiao; Zachary Ball

doi:10.1021/acs.orglett.4c02246

Ex Situ Gaseous Reagent for Multicomponent Amine Bioconjugation

Yuxuan Ding, Simon Steffen Pedersen, Yixian Wang, Han Xiao, Zachary Ball

Interdisciplinary Nanoscience Center - INANO-Kemi, iNANO-huset

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaper › Journal article › Research › peer-review

Abstract

We report a minimalist gaseous sulfonyl-chloride-derived reagent for multicomponent bioconjugation with amine, phenol, or aniline reagents to afford urea or carbamate products. With the utilization of a gas-phase reagent for a reaction mediated by metal ions, a variety of biologically relevant molecules, such as saccharide, poly(ethylene glycol), fluorophore, and affinity tag, can be efficiently cross-linked to the N terminus or lysine side-chain amines on natural polypeptides or proteins.

Original language	English
Journal	Organic Letters
Volume	26
Issue	31
Pages (from-to)	6608-6613
Number of pages	6
ISSN	1523-7060
DOIs	https://doi.org/10.1021/acs.orglett.4c02246
Publication status	Published - 9 Aug 2024

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abstract = "We report a minimalist gaseous sulfonyl-chloride-derived reagent for multicomponent bioconjugation with amine, phenol, or aniline reagents to afford urea or carbamate products. With the utilization of a gas-phase reagent for a reaction mediated by metal ions, a variety of biologically relevant molecules, such as saccharide, poly(ethylene glycol), fluorophore, and affinity tag, can be efficiently cross-linked to the N terminus or lysine side-chain amines on natural polypeptides or proteins.",

author = "Yuxuan Ding and Pedersen, {Simon Steffen} and Yixian Wang and Han Xiao and Zachary Ball",

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AU - Ding, Yuxuan

AU - Pedersen, Simon Steffen

AU - Wang, Yixian

AU - Xiao, Han

AU - Ball, Zachary

PY - 2024/8/9

Y1 - 2024/8/9

N2 - We report a minimalist gaseous sulfonyl-chloride-derived reagent for multicomponent bioconjugation with amine, phenol, or aniline reagents to afford urea or carbamate products. With the utilization of a gas-phase reagent for a reaction mediated by metal ions, a variety of biologically relevant molecules, such as saccharide, poly(ethylene glycol), fluorophore, and affinity tag, can be efficiently cross-linked to the N terminus or lysine side-chain amines on natural polypeptides or proteins.

AB - We report a minimalist gaseous sulfonyl-chloride-derived reagent for multicomponent bioconjugation with amine, phenol, or aniline reagents to afford urea or carbamate products. With the utilization of a gas-phase reagent for a reaction mediated by metal ions, a variety of biologically relevant molecules, such as saccharide, poly(ethylene glycol), fluorophore, and affinity tag, can be efficiently cross-linked to the N terminus or lysine side-chain amines on natural polypeptides or proteins.

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U2 - 10.1021/acs.orglett.4c02246

DO - 10.1021/acs.orglett.4c02246

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VL - 26

SP - 6608

EP - 6613

JO - Organic Letters

JF - Organic Letters

IS - 31

ER -

Ex Situ Gaseous Reagent for Multicomponent Amine Bioconjugation

Abstract

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