Structure-efficiency relationship of photoinduced electron transfer-triggered nitric oxide releasers

被引：30

作者：

Ieda, Naoya ^{[1
]}

Oka, Yumina ^{[2
]}

Yoshihara, Toshitada ^{[3
]}

Tobita, Seiji ^{[3
]}

Sasamori, Takahiro ^{[4
]}

Kawaguchi, Mitsuyasu ^{[1
]}

Nakagawa, Hidehiko ^{[1
]}

机构：

[1] Nagoya City Univ, Grad Sch Pharmaceut Sci, Mizuho Ku, 3-1 Tanabe Dori, Nagoya, Aichi 4678603, Japan

[2] Nagoya City Univ, Fac Pharmaceut Sci, Mizuho Ku, 3-1 Tanabe Dori, Nagoya, Aichi 4678603, Japan

[3] Gunma Univ, Grad Sch Sci & Technol, 1-5-1 Tenjin Cho, Kiryu, Gunma 3768515, Japan

[4] Nagoya City Univ, Grad Sch Nat Sci, Mizuho Ku, 1 Yamanohata, Nagoya, Aichi 4678501, Japan

来源：

SCIENTIFIC REPORTS | 2019年 / 9卷 / 1期

关键词：

GENERATION; DESIGN;

D O I：

10.1038/s41598-018-38252-5

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

Spatiotemporally controllable nitric oxide (NO) releasers are required for biological studies and as candidate therapeutic agents. Here, we investigate the structure-efficiency relationship of a series of photoinduced electron transfer-triggered NO releasers based on our reported yellowish-green light-controllable NO releaser, NO-Rosa. The distance between the NO-releasing N-nitrosoaminophenol moiety and the rosamine antenna moiety was critical for efficient NO release. Notably, substitution at the phenolic hydroxyl group blocked NO release. We synthesized NO-Rosa-Gal bearing D-galactose (Gal) at this location, and showed that hydrolysis by beta-galactosidase restored the photoresponse. This represents proof-of-concept of a strategy for highly specific control of NO release by using a double-lock system involving both enzymatic reactivation and photo-control.

引用

页数：8

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