Photocontrol of Peptide Function: Backbone Cyclization Strategy with Photocleavable Amino Acid

Naoki Umezawa; Yuka Noro; Kazuhiro Ukai; Nobuki Kato; Tsunehiko Higuchi

doi:10.1002/cbic.201100212

Photocontrol of Peptide Function: Backbone Cyclization Strategy with Photocleavable Amino Acid

Naoki Umezawa, Yuka Noro, Kazuhiro Ukai, Nobuki Kato, Tsunehiko Higuchi

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

14 Citations (Scopus)

Abstract

Light-switchable peptide: The combination of cyclization and a photocleavable amino acid provides a potentially versatile strategy for the photocontrol of peptide function. Upon photoirradiation, photoactivatable cyclic matrix metalloproteinase-3 inhibitor peptide (MMPI) was degraded to give the corresponding linear product (see scheme), which showed 47-fold stronger activity than the parent cyclic MMPI.

Original language	English
Pages (from-to)	1694-1698
Number of pages	5
Journal	ChemBioChem
Volume	12
Issue number	11
DOIs	https://doi.org/10.1002/cbic.201100212
Publication status	Published - 2011 Jul 25
Externally published	Yes

Keywords

Cleavage reactions
Cyclization
Inhibitors
Peptides
Photolysis

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Organic Chemistry

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10.1002/cbic.201100212

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abstract = "Light-switchable peptide: The combination of cyclization and a photocleavable amino acid provides a potentially versatile strategy for the photocontrol of peptide function. Upon photoirradiation, photoactivatable cyclic matrix metalloproteinase-3 inhibitor peptide (MMPI) was degraded to give the corresponding linear product (see scheme), which showed 47-fold stronger activity than the parent cyclic MMPI.",

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author = "Naoki Umezawa and Yuka Noro and Kazuhiro Ukai and Nobuki Kato and Tsunehiko Higuchi",

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T2 - Backbone Cyclization Strategy with Photocleavable Amino Acid

AU - Umezawa, Naoki

AU - Noro, Yuka

AU - Ukai, Kazuhiro

AU - Kato, Nobuki

AU - Higuchi, Tsunehiko

PY - 2011/7/25

Y1 - 2011/7/25

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AB - Light-switchable peptide: The combination of cyclization and a photocleavable amino acid provides a potentially versatile strategy for the photocontrol of peptide function. Upon photoirradiation, photoactivatable cyclic matrix metalloproteinase-3 inhibitor peptide (MMPI) was degraded to give the corresponding linear product (see scheme), which showed 47-fold stronger activity than the parent cyclic MMPI.

KW - Cleavage reactions

KW - Cyclization

KW - Inhibitors

KW - Peptides

KW - Photolysis

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Photocontrol of Peptide Function: Backbone Cyclization Strategy with Photocleavable Amino Acid

Abstract

Keywords

ASJC Scopus subject areas

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