Ruthenium Promoted On-DNA Ring-Closing Metathesis and Cross-Metathesis

DNA-encoded library technology (ELT) is now widely used in pharmaceutical, biotechnological, and academic research for hit identification and target validation. New on-DNA reactions are keys to exploring greater chemical space and accessing challenging chemotypes such as configurationally constraine...

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Published in:Bioconjugate chemistry 2017-06, Vol.28 (6), p.1625-1629
Main Authors: Lu, Xiaojie, Fan, Lijun, Phelps, Christopher B, Davie, Christopher P, Donahue, Christine P
Format: Article
Language:English
Subjects:
Chemical elements
Chemical reactions
Chemotherapy
Coding
Cyclization
Decomposition reactions
Deoxyribonucleic acid
DNA
DNA - chemistry
Libraries
Magnesium Chloride
Metathesis
Molecular biology
Reagents
Ruthenium
Ruthenium - chemistry
Target recognition
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cited_by cdi_FETCH-LOGICAL-a385t-6f28c2b544941346b98408d2cc1b21d9d8b28784385588d6e22ad7a9f24fd1843
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container_end_page 1629
container_issue 6
container_start_page 1625
container_title Bioconjugate chemistry
container_volume 28
creator Lu, Xiaojie
Fan, Lijun
Phelps, Christopher B
Davie, Christopher P
Donahue, Christine P
description DNA-encoded library technology (ELT) is now widely used in pharmaceutical, biotechnological, and academic research for hit identification and target validation. New on-DNA reactions are keys to exploring greater chemical space and accessing challenging chemotypes such as configurationally constrained macrocycles. Herein, we describe the first on-DNA ring-closing metathesis (RCM) and cross-metathesis (CM) reactions promoted by fast initiating Grubbs Ru reagents. Under the optimized conditions, MgCl2 was used to protect the DNA from Ru-induced decomposition. The substrate scope for on-DNA RCM was established and the same conditions were applied to a CM reaction with good conversion.
doi_str_mv 10.1021/acs.bioconjchem.7b00292
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source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Chemical elements
Chemical reactions
Chemotherapy
Coding
Cyclization
Decomposition reactions
Deoxyribonucleic acid
DNA
DNA - chemistry
Libraries
Magnesium Chloride
Metathesis
Molecular biology
Reagents
Ruthenium
Ruthenium - chemistry
Target recognition
title Ruthenium Promoted On-DNA Ring-Closing Metathesis and Cross-Metathesis
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