Rapid assembly of matrix metalloprotease inhibitors using click chemistry

Jun Wang; Mahesh Uttamchandani; Junqi Li; Mingyu Hu; Shao Q. Yao

doi:10.1021/ol061431a

Rapid assembly of matrix metalloprotease inhibitors using click chemistry

Jun Wang
, Mahesh Uttamchandani
, Junqi Li
, Mingyu Hu
, Shao Q. Yao

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

49 Scopus citations

Abstract

A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.

Original language	English (US)
Pages (from-to)	3821-3824
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	17
DOIs	https://doi.org/10.1021/ol061431a
State	Published - Aug 17 2006
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol061431a

Cite this

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abstract = "A panel of 96 metalloprotease inhibitors was assembled using {"}click chemistry{"} by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.",

author = "Jun Wang and Mahesh Uttamchandani and Junqi Li and Mingyu Hu and Yao, \{Shao Q.\}",

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AU - Wang, Jun

AU - Uttamchandani, Mahesh

AU - Li, Junqi

AU - Hu, Mingyu

AU - Yao, Shao Q.

PY - 2006/8/17

Y1 - 2006/8/17

N2 - A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.

AB - A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.

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U2 - 10.1021/ol061431a

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SP - 3821

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JO - Organic Letters

JF - Organic Letters

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Rapid assembly of matrix metalloprotease inhibitors using click chemistry

Abstract

ASJC Scopus subject areas

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