Synthesis and evaluation of new caged compound with thiochromone derivative

Yasuo Sasaki; Ryo Sugiura; Yasuhiro Nishiyama; Hiroki Tanimoto; Tsumoru Morimoto; Kiyomi Kakiuchi

doi:10.1016/j.tet.2014.08.047

Synthesis and evaluation of new caged compound with thiochromone derivative

Yasuo Sasaki, Ryo Sugiura, Yasuhiro Nishiyama, Hiroki Tanimoto, Tsumoru Morimoto, Kiyomi Kakiuchi^*

^*この論文の責任著者

生体認識化学研究室

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

9 被引用数 (Scopus)

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A new caged firefly luciferin (luciferin) with a thiochromone S,S-dioxide (TSSDO) as a photolabile protecting group was synthesized. Photodeprotection of the caged compound proceeded smoothly under photoirradiation at 365 nm in aqueous solution. The bioluminescence of the regenerated luciferin after uncaging was detected using a typical luciferin-luciferase reaction. These results indicated that TSSDO could be an attractive chemical tool for regulating biological phenomena.

本文言語	英語
ページ（範囲）	7973-7976
ページ数	4
ジャーナル	Tetrahedron
巻	70
号	43
DOI	https://doi.org/10.1016/j.tet.2014.08.047
出版ステータス	出版済み - 2014/10/28

ASJC Scopus 主題領域

生化学
創薬
有機化学

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10.1016/j.tet.2014.08.047

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title = "Synthesis and evaluation of new caged compound with thiochromone derivative",

abstract = "A new caged firefly luciferin (luciferin) with a thiochromone S,S-dioxide (TSSDO) as a photolabile protecting group was synthesized. Photodeprotection of the caged compound proceeded smoothly under photoirradiation at 365 nm in aqueous solution. The bioluminescence of the regenerated luciferin after uncaging was detected using a typical luciferin-luciferase reaction. These results indicated that TSSDO could be an attractive chemical tool for regulating biological phenomena.",

keywords = "Caged compound, Fluorescence, Luciferin-luciferase reaction, Photolabile protecting group, Thiochromone",

author = "Yasuo Sasaki and Ryo Sugiura and Yasuhiro Nishiyama and Hiroki Tanimoto and Tsumoru Morimoto and Kiyomi Kakiuchi",

year = "2014",

month = oct,

day = "28",

doi = "10.1016/j.tet.2014.08.047",

language = "英語",

volume = "70",

pages = "7973--7976",

journal = "Tetrahedron",

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TY - JOUR

T1 - Synthesis and evaluation of new caged compound with thiochromone derivative

AU - Sasaki, Yasuo

AU - Sugiura, Ryo

AU - Nishiyama, Yasuhiro

AU - Tanimoto, Hiroki

AU - Morimoto, Tsumoru

AU - Kakiuchi, Kiyomi

PY - 2014/10/28

Y1 - 2014/10/28

N2 - A new caged firefly luciferin (luciferin) with a thiochromone S,S-dioxide (TSSDO) as a photolabile protecting group was synthesized. Photodeprotection of the caged compound proceeded smoothly under photoirradiation at 365 nm in aqueous solution. The bioluminescence of the regenerated luciferin after uncaging was detected using a typical luciferin-luciferase reaction. These results indicated that TSSDO could be an attractive chemical tool for regulating biological phenomena.

AB - A new caged firefly luciferin (luciferin) with a thiochromone S,S-dioxide (TSSDO) as a photolabile protecting group was synthesized. Photodeprotection of the caged compound proceeded smoothly under photoirradiation at 365 nm in aqueous solution. The bioluminescence of the regenerated luciferin after uncaging was detected using a typical luciferin-luciferase reaction. These results indicated that TSSDO could be an attractive chemical tool for regulating biological phenomena.

KW - Caged compound

KW - Fluorescence

KW - Luciferin-luciferase reaction

KW - Photolabile protecting group

KW - Thiochromone

UR - http://www.scopus.com/inward/record.url?scp=84907459271&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2014.08.047

DO - 10.1016/j.tet.2014.08.047

M3 - 学術論文

AN - SCOPUS:84907459271

SN - 0040-4020

VL - 70

SP - 7973

EP - 7976

JO - Tetrahedron

JF - Tetrahedron

IS - 43

ER -

Synthesis and evaluation of new caged compound with thiochromone derivative

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