High-throughput photocapture approach for reaction discovery

Alison A. Bayly; Benjamin R. McDonald; Milan Mrksich; Karl A. Scheidt

doi:10.1073/pnas.2003347117

High-throughput photocapture approach for reaction discovery

Alison A. Bayly, Benjamin R. McDonald, Milan Mrksich^*, Karl A. Scheidt

^*Corresponding author for this work

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

30 Scopus citations

Abstract

Modern organic reaction discovery and development relies on the rapid assessment of large arrays of hypothesis-driven experiments. The time-intensive nature of reaction analysis presents the greatest practical barrier for the execution of this iterative process that underpins the development of new bioactive agents. Toward addressing this critical bottleneck, we report herein a high-throughput analysis (HTA) method of reaction mixtures by photocapture on a 384-spot diazirine-terminated self-assembled monolayer, and selfassembled monolayers for matrix-assisted laser desorption/ionization mass spectrometry (SAMDI-MS) analysis. This analytical platform has been applied to the identification of a single-electron-promoted reductive coupling of acyl azolium species.

Original language	English (US)
Pages (from-to)	13261-13266
Number of pages	6
Journal	Proceedings of the National Academy of Sciences of the United States of America
Volume	117
Issue number	24
DOIs	https://doi.org/10.1073/pnas.2003347117
State	Published - Jun 16 2020

Keywords

Azoliums
High-throughput analysis
Photocapture
Self-assembled monolayers

ASJC Scopus subject areas

General

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10.1073/pnas.2003347117

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title = "High-throughput photocapture approach for reaction discovery",

abstract = "Modern organic reaction discovery and development relies on the rapid assessment of large arrays of hypothesis-driven experiments. The time-intensive nature of reaction analysis presents the greatest practical barrier for the execution of this iterative process that underpins the development of new bioactive agents. Toward addressing this critical bottleneck, we report herein a high-throughput analysis (HTA) method of reaction mixtures by photocapture on a 384-spot diazirine-terminated self-assembled monolayer, and selfassembled monolayers for matrix-assisted laser desorption/ionization mass spectrometry (SAMDI-MS) analysis. This analytical platform has been applied to the identification of a single-electron-promoted reductive coupling of acyl azolium species.",

keywords = "Azoliums, High-throughput analysis, Photocapture, Self-assembled monolayers",

author = "Bayly, {Alison A.} and McDonald, {Benjamin R.} and Milan Mrksich and Scheidt, {Karl A.}",

note = "Funding Information: ACKNOWLEDGMENTS. We thank the US Defense Advanced Research Projects Agency for generous support under the “Make-It” Award, 69461-CH-DRP W911NF1610384 and National Institute of General Medical Sciences (NIGMS) (R01GM073072, R01 GM131431, and F31GM116532 to B.R.M) for financial support. Publisher Copyright: {\textcopyright} 2020 National Academy of Sciences. All rights reserved.",

year = "2020",

month = jun,

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doi = "10.1073/pnas.2003347117",

language = "English (US)",

volume = "117",

pages = "13261--13266",

journal = "Proceedings of the National Academy of Sciences of the United States of America",

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T1 - High-throughput photocapture approach for reaction discovery

AU - Bayly, Alison A.

AU - McDonald, Benjamin R.

AU - Mrksich, Milan

AU - Scheidt, Karl A.

N1 - Funding Information: ACKNOWLEDGMENTS. We thank the US Defense Advanced Research Projects Agency for generous support under the “Make-It” Award, 69461-CH-DRP W911NF1610384 and National Institute of General Medical Sciences (NIGMS) (R01GM073072, R01 GM131431, and F31GM116532 to B.R.M) for financial support. Publisher Copyright: © 2020 National Academy of Sciences. All rights reserved.

PY - 2020/6/16

Y1 - 2020/6/16

N2 - Modern organic reaction discovery and development relies on the rapid assessment of large arrays of hypothesis-driven experiments. The time-intensive nature of reaction analysis presents the greatest practical barrier for the execution of this iterative process that underpins the development of new bioactive agents. Toward addressing this critical bottleneck, we report herein a high-throughput analysis (HTA) method of reaction mixtures by photocapture on a 384-spot diazirine-terminated self-assembled monolayer, and selfassembled monolayers for matrix-assisted laser desorption/ionization mass spectrometry (SAMDI-MS) analysis. This analytical platform has been applied to the identification of a single-electron-promoted reductive coupling of acyl azolium species.

AB - Modern organic reaction discovery and development relies on the rapid assessment of large arrays of hypothesis-driven experiments. The time-intensive nature of reaction analysis presents the greatest practical barrier for the execution of this iterative process that underpins the development of new bioactive agents. Toward addressing this critical bottleneck, we report herein a high-throughput analysis (HTA) method of reaction mixtures by photocapture on a 384-spot diazirine-terminated self-assembled monolayer, and selfassembled monolayers for matrix-assisted laser desorption/ionization mass spectrometry (SAMDI-MS) analysis. This analytical platform has been applied to the identification of a single-electron-promoted reductive coupling of acyl azolium species.

KW - Azoliums

KW - High-throughput analysis

KW - Photocapture

KW - Self-assembled monolayers

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JO - Proceedings of the National Academy of Sciences of the United States of America

JF - Proceedings of the National Academy of Sciences of the United States of America

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ER -

High-throughput photocapture approach for reaction discovery

Abstract

Keywords

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