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

Access to Document

10.1002/cbic.201100212

Fingerprint Dive into the research topics of 'Photocontrol of Peptide Function: Backbone Cyclization Strategy with Photocleavable Amino Acid'. Together they form a unique fingerprint.

Cite this

@article{4c3971989b1a491c8c704b27ae5c1728,

title = "Photocontrol of Peptide Function: Backbone Cyclization Strategy with Photocleavable Amino Acid",

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.",

keywords = "Cleavage reactions, Cyclization, Inhibitors, Peptides, Photolysis",

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

year = "2011",

month = jul,

day = "25",

doi = "10.1002/cbic.201100212",

language = "English",

volume = "12",

pages = "1694--1698",

journal = "ChemBioChem",

issn = "1439-4227",

publisher = "Wiley-VCH Verlag",

number = "11",

}

TY - JOUR

T1 - Photocontrol of Peptide Function

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

N2 - 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.

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

UR - http://www.scopus.com/inward/record.url?scp=79960514193&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=79960514193&partnerID=8YFLogxK

U2 - 10.1002/cbic.201100212

DO - 10.1002/cbic.201100212

M3 - Article

C2 - 21656633

AN - SCOPUS:79960514193

VL - 12

SP - 1694

EP - 1698

JO - ChemBioChem

JF - ChemBioChem

SN - 1439-4227

IS - 11

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Cite this