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Exploring Aldol Reactions on DNA and Applications to Produce Diverse Structures: An Example of Expanding Chemical Space of DNA‐Encoded Compounds by Diversity‐Oriented Synthesis
Author(s) -
Wu Rongfeng,
Gao Sen,
Du Tian,
Cai Kunliang,
Cheng Xuemin,
Fan Jing,
Feng Jing,
Shaginian Alex,
Li Jin,
Wan Jinqiao,
Liu Guansai
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.202001105
Subject(s) - chemical space , aldol reaction , dna , chemical synthesis , dna synthesis , chemistry , diversity (politics) , combinatorial chemistry , computational biology , nanotechnology , biology , drug discovery , biochemistry , materials science , catalysis , sociology , anthropology , in vitro
A DNA‐encoded chemical library (DECL) is built with combinatorial chemistry, which works by bringing chemical fragments together to generate diverse structures. However, chemical diversity of DNA‐encoded chemical libraries is often limited by DNA compatible synthetic reactions. This report shows a conceptual strategy to expand chemical space of DNA‐encoded chemical libraries by incorporation of diversity‐oriented synthesis in DECL synthesis. We developed Aldol reactions on DNA in a combinatorial way. After obtaining DNA‐tagged α , β ‐unsaturated ketones which represent important chemical intermediates, many distinct structures with skeletal diversities are achieved by diversity‐oriented synthesis.