Urquhart Matthew C, Dao Nam V, Ercole Francesca, Boyd Ben J, Davis Thomas P, Whittaker Michael R, Quinn John F
ARC Centre of Excellence in Convergent Bio-Nano Science and Technology, Monash Institute of Pharmaceutical Sciences, 381 Royal Parade, Parkville, Victoria 3052, Australia.
Australian Institute for Bioengineering and Nanotechnology, University of Queensland, St Lucia, Queensland 4072, Australia.
ACS Macro Lett. 2020 Apr 21;9(4):553-557. doi: 10.1021/acsmacrolett.0c00066. Epub 2020 Mar 26.
Dithioesters are well-established as efficient reversible addition-fragmentation chain transfer (RAFT) agents. More recently, certain small molecule dithioesters have been reported to release the biological signaling molecule hydrogen sulfide (HS) upon exposure to cysteine. Herein, we examine the propensity of polymers synthesized using RAFT with a dithioester chain transfer agent to release HS via reaction of cysteine with constitutive dithioester end-groups. Homocysteine-triggered release of HS from these materials is also observed, with evidence suggesting that the mechanism is analogous to the reaction with cysteine.
二硫酯作为高效的可逆加成-断裂链转移（RAFT）试剂已得到广泛认可。最近，据报道某些小分子二硫酯在与半胱氨酸接触时会释放生物信号分子硫化氢（HS）。在此，我们研究了使用二硫酯链转移剂通过RAFT合成的聚合物经半胱氨酸与组成性二硫酯端基反应释放HS的倾向。还观察到同型半胱氨酸引发这些材料释放HS，有证据表明其机制与半胱氨酸反应类似。
