Click chemistry in situ: Acetylcholinesterase as a reaction vessel for the selective assembly of a femtomolar inhibitor from an array of building blocks

Warren G. Lewis; Luke G. Green; Flavio Grynszpan; Zoran Radić; Paul R. Carlier; Palmer Taylor; M. G. Finn; K. Barry Sharpless

doi:10.1002/1521-3773(20020315)41:6<1053::AID-ANIE1053>3.0.CO;2-4

Click chemistry in situ: Acetylcholinesterase as a reaction vessel for the selective assembly of a femtomolar inhibitor from an array of building blocks

Warren G. Lewis, Luke G. Green, Flavio Grynszpan, Zoran Radić, Paul R. Carlier, Palmer Taylor, M. G. Finn, K. Barry Sharpless

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

781 Scopus citations

Abstract

Form-fitting chemistry in a protein mold is enabled by the use of the 1,3-dipolar cycloaddition of azides and alkynes. The enzyme acetylcholinesterase preferentially assembles one pair of these reactants, each of which bears a group that binds to adjacent positions on the protein structure (see picture), into a 1,2,3-triazole adduct that is the most potent noncovalent inhibitor of the enzyme yet developed.

Original language	English
Pages (from-to)	1053-1057
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	41
Issue number	6
DOIs	https://doi.org/10.1002/1521-3773(20020315)41:6<1053::AID-ANIE1053>3.0.CO;2-4
State	Published - 15 Mar 2002
Externally published	Yes

Keywords

Combinatorial chemistry
Cycloaddition
Heterocycles
Hydrolases
Inhibitors

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10.1002/1521-3773(20020315)41:6<1053::AID-ANIE1053>3.0.CO;2-4

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Lewis, W. G., Green, L. G., Grynszpan, F., Radić, Z., Carlier, P. R., Taylor, P., Finn, M. G., & Sharpless, K. B. (2002). Click chemistry in situ: Acetylcholinesterase as a reaction vessel for the selective assembly of a femtomolar inhibitor from an array of building blocks. Angewandte Chemie - International Edition, 41(6), 1053-1057. https://doi.org/10.1002/1521-3773(20020315)41:6<1053::AID-ANIE1053>3.0.CO;2-4

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Lewis, WG, Green, LG, Grynszpan, F, Radić, Z, Carlier, PR, Taylor, P, Finn, MG & Sharpless, KB 2002, 'Click chemistry in situ: Acetylcholinesterase as a reaction vessel for the selective assembly of a femtomolar inhibitor from an array of building blocks', Angewandte Chemie - International Edition, vol. 41, no. 6, pp. 1053-1057. https://doi.org/10.1002/1521-3773(20020315)41:6<1053::AID-ANIE1053>3.0.CO;2-4

Click chemistry in situ: Acetylcholinesterase as a reaction vessel for the selective assembly of a femtomolar inhibitor from an array of building blocks. / Lewis, Warren G.; Green, Luke G.; Grynszpan, Flavio et al.
In: Angewandte Chemie - International Edition, Vol. 41, No. 6, 15.03.2002, p. 1053-1057.

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

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Click chemistry in situ: Acetylcholinesterase as a reaction vessel for the selective assembly of a femtomolar inhibitor from an array of building blocks

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Keywords

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