Enhancing cellular sulfane sulfur through β-glycosidase-activated persulfide donors: mechanistic insights and oxidative stress mitigation

被引:10
作者
Bora, Prerona [1 ]
Sathian, Manjima B. [1 ]
Chakrapani, Harinath [1 ]
机构
[1] Indian Inst Sci Educ & Res Pune, Dept Chem, Pune 411008, Maharashtra, India
关键词
FLUORESCENT-PROBES; CARBONYL SULFIDE; HYDROGEN-SULFIDE; DRUG-DELIVERY; GLUCOSIDASE;
D O I
10.1039/d1cc07162a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Sulfane sulfur species such as persulfides and polysulfides along with hydrogen sulfide protect cells from oxidative stress and are key members of the cellular antioxidant pool. Here, we report perthiocarbamate-based prodrugs that are cleaved by beta-glycosidases to produce persulfide and relatively innocuous byproducts. The beta-glucosidase-activated persulfide donor enhances cellular sulfane sulfur and protects cells against lethality induced by elevated reactive oxygen species (ROS).
引用
收藏
页码:2987 / 2990
页数:4
相关论文
共 35 条
  • [11] STUDIES OF CARBONYL SULFIDE TOXICITY - METABOLISM BY CARBONIC-ANHYDRASE
    CHENGELIS, CP
    NEAL, RA
    [J]. TOXICOLOGY AND APPLIED PHARMACOLOGY, 1980, 55 (01) : 198 - 202
  • [12] Reaction of Hydrogen Sulfide with Disulfide and Sulfenic Acid to Form the Strongly Nucleophilic Persulfide
    Cuevasanta, Ernesto
    Lange, Mike
    Bonanata, Jenner
    Laura Coitino, E.
    Ferrer-Sueta, Gerardo
    Filipovic, Milos R.
    Alvarez, Beatriz
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2015, 290 (45) : 26866 - 26880
  • [13] POLYSACCHARIDE BREAKDOWN BY MIXED POPULATIONS OF HUMAN FECAL BACTERIA
    ENGLYST, HN
    HAY, S
    MACFARLANE, GT
    [J]. FEMS MICROBIOLOGY ECOLOGY, 1987, 45 (03) : 163 - 171
  • [14] Chemical Biology of H2S Signaling through Persulfidation
    Filipovic, Milos R.
    Zivanovic, Jasmina
    Alvarez, Beatriz
    Banerjee, Ruma
    [J]. CHEMICAL REVIEWS, 2018, 118 (03) : 377 - 461
  • [15] Fiorucci S., 2009, BRIT J PHARMACOL, V150, P1002
  • [16] A COLON-SPECIFIC DRUG-DELIVERY SYSTEM BASED ON DRUG GLYCOSIDES AND THE GLYCOSIDASES OF COLONIC BACTERIA
    FRIEND, DR
    CHANG, GW
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (03) : 261 - 266
  • [17] Polysulfide stabilization by tyrosine and hydroxyphenyl-containing derivatives that is important for a reactive sulfur metabolomics analysis
    Hamid, Hisyam Abdul
    Tanaka, Akira
    Ida, Tomoaki
    Nishimura, Akira
    Matsunaga, Tetsuro
    Fujii, Shigemoto
    Morita, Masanobu
    Sawa, Tomohiro
    Fukuto, Jon M.
    Nagy, Peter
    Tsutsumi, Ryouhei
    Motohashi, Hozumi
    Ihara, Hideshi
    Akaike, Takaaki
    [J]. REDOX BIOLOGY, 2019, 21
  • [18] BETA-GLUCOSIDASE ACTIVITIES IN HUMAN TISSUES FINDINGS IN GAUCHERS DISEASE
    HULTBERG, B
    OCKERMAN, PA
    [J]. CLINICA CHIMICA ACTA, 1970, 28 (01) : 169 - &
  • [19] Reactive cysteine persulfides and S-polythiolation regulate oxidative stress and redox signaling
    Ida, Tomoaki
    Sawa, Tomohiro
    Ihara, Hideshi
    Tsuchiya, Yukihiro
    Watanabe, Yasuo
    Kumagai, Yoshito
    Suematsu, Makoto
    Motohashi, Hozumi
    Fujii, Shigemoto
    Matsunaga, Tetsuro
    Yamamoto, Masayuki
    Ono, Katsuhiko
    Devarie-Baez, Nelmi O.
    Xian, Ming
    Fukuto, Jon M.
    Akaike, Takaaki
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2014, 111 (21) : 7606 - 7611
  • [20] O → S Relay Deprotection: A General Approach to Controllable Donors of Reactive Sulfur Species
    Kang, Jianming
    Xu, Shi
    Radford, Miles N.
    Zhang, Wenjia
    Kelly, Shane S.
    Day, Jacob J.
    Xian, Ming
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (20) : 5893 - 5897