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


Ontology type: schema:ScholarlyArticle      Open Access: True


Article Info

DATE

2019-12

AUTHORS

Naoya Ieda, Yumina Oka, Toshitada Yoshihara, Seiji Tobita, Takahiro Sasamori, Mitsuyasu Kawaguchi, Hidehiko Nakagawa

ABSTRACT

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 β-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. More... »

PAGES

1430

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1038/s41598-018-38252-5

DOI

http://dx.doi.org/10.1038/s41598-018-38252-5

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1111908488

PUBMED

https://www.ncbi.nlm.nih.gov/pubmed/30723285


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