Development of photo-controllable hydrogen sulfide donor applicable in live cells

  • Bioorg Med Chem Lett. 2015 Jan 15;25(2):175-8. doi: 10.1016/j.bmcl.2014.11.084.
Naoki Fukushima  1 ,  Naoya Ieda  1 ,  Mitsuyasu Kawaguchi  1 ,  Kiyoshi Sasakura  2 ,  Tetsuo Nagano  2 ,  Kenjiro Hanaoka  2 ,  Naoki Miyata  1 ,  Hidehiko Nakagawa  1
Affiliations
  • 1. Graduate School of Pharmaceutical Sciences, Nagoya City University, 3-1, Tanabe-dori, Mizuho-ku, Nagoya-shi, Aichi 467-8603, Japan.
  • 2. Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
PMID: 25499432 DOI: 10.1016/j.bmcl.2014.11.084
Abstract

Hydrogen sulfide (H2S) has multiple physiological roles, for example, in vasodilation and inflammation. It is a highly reactive gas under ambient conditions, so controllable H2S donors are required for studying its biological functions. Here, we describe the design, synthesis and application of a H2S donor (SPD-2) that utilizes xanthone photochemistry to control H2S release. H2S generation from SPD-2 was completely dependent on UVA-irradiation (325-385nm), as confirmed by methylene blue assay and by the use of a H2S-selective fluorescent probe. SPD-2 was confirmed to provide controlled H2S delivery in live cells, and should be suitable for various biological applications.

Keywords
Caged H(2)S; Hydrogen sulfide; Photolabile protecting group; Xanthone photocage.
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