462-47-5Relevant articles and documents
Integrating amino groups within conjugated microporous polymers by versatile thiol-yne coupling for light-driven hydrogen evolution
Wang, Xuepeng,Zhao, Xiaodong,Dong, Wenbo,Zhang, Xiaohu,Xiang, Yonggang,Huang, Qiaoyun,Chen, Hao
supporting information, p. 16277 - 16284 (2019/07/16)
Conjugated microporous polymers (CMPs) are emerging as promising catalysts for photocatalytic hydrogen evolution, but hydrophobic surfaces and less active site exposure severely limit their efficiency. Herein, we contribute an effective and versatile strategy to functionalize CMPs with abundant amino groups via the radical thiol-yne reaction. As a result, the modified CMPs retain their light absorption ability and morphology, and the better water compatibility along with increased active site exposure may accelerate subsequent proton reduction under visible light irradiation (λ > 420 nm). The hydrogen evolution rate (HER) and apparent quantum yield (AQY) at 420 nm of modified CMPs were increased up to 27.2 times and 47.1 times in comparison to those of original CMPs. Photocatalytic H2 evolution activity evaluation of BBT-SC2CH3, BBT-SC2N(CH3)2 and SC2NHAc in which amino groups were replaced with methyl, dimethyl amino or N-acetyl groups revealed the crucial role of nitrogen, and the aliphatic chain length between sulfur and nitrogen also proved important. Therefore, this protocol provides good opportunities for designing advanced CMPs and expands their application as photocatalysts for energy conversion.
Convenient synthesis of various substituted homotaurines from alk-2-enamides
Nai, Youfeng,Xu, Jiaxi
, p. 1355 - 1365 (2013/08/23)
Various substituted homotaurines (=3-aminopropane-1-sulfonic acids) 6 were readily synthesized in satisfactory to good yields via the Michael addition of thioacetic acid to alk-2-enamides 3 (→4), followed by LiAlH4 reduction (→5) and performic acid oxidation (Scheme 1). The configuration of 'anti'-disubstituted homotaurine 'anti'-6h was deduced from the 3-(acetylthio)alkanamide (=S-(3-amino-1,2-dimethyl-3-oxopropyl) ethanethioate)'anti'-4h formed in the Michael addition, which was identified via the Karplus equation analysis, and confirmed by X-ray diffraction analysis. The current route is an efficient method to synthesize diverse substituted homotaurines, including 1-, 2-, and N-monosubstituted, as well as 1,2-, 1,N-, 2,N-, and N,N-disubstituted homotaurines (Table). Copyright
Reversible inactivation of bovine plasma amine oxidase by cysteamine and related analogs
Jeon, Heung Bae,Jang, Yujin
experimental part, p. 442 - 446 (2011/10/12)
Cysteamine (1) was reported many years ago to reversibly inhibit lentil seedling amine oxidase, through the formation of a complex with thioacetaldehyde, the turnover product of 1. Herein, cysteamine (1) and its analogs 2-(methylamino)ethanethiol (3) and 3-aminopropanethiol (6) were found to be reversible inhibitors of bovine plasma amine oxidase (BPAO), but 2-(methylthio)ethylamine (7) was determined to be a weak irreversible inhibitor of BPAO. Based on our results, indicating the necessity of a sulfhydryl-amine for reversible inactivation of BPAO, the failure of inhibited BPAO to recover activity after gel filtration, the first-order kinetics of activity recovery upon dialysis, and 2,4,6-trihydroxyphenylalanine quinine (TPQ) cofactor transformation which indicated from the results of phenylhydrazine titration and substrate protection, we propose a mechanism for the reversible inactivation of BPAO by 1 involving the formation of a cofactor adduct, thiazolidine, between BPAO and 1.