TY - JOUR
T1 - The chemical biology of hydropersulfides (RSSH)
T2 - Chemical stability, reactivity and redox roles
AU - Saund, Simran S.
AU - Sosa, Victor
AU - Henriquez, Stephanie
AU - Nguyen, Q. Nhu N.
AU - Bianco, Christopher L.
AU - Soeda, Shuhei
AU - Millikin, Robert
AU - White, Corey
AU - Le, Henry
AU - Ono, Katsuhiko
AU - Tantillo, Dean J.
AU - Kumagai, Yoshito
AU - Akaike, Takaaki
AU - Lin, Joseph
AU - Fukuto, Jon M.
N1 - Funding Information:
This work was supported by grants from the National Institutes of Health ( HL106598 ) and the National Science Foundation ( CHE-1148641 ) to JMF, an MRI grant from the National Science Foundation ( CHE-1126482 ) to the Sonoma State University Chemistry Department and an ACS-PRF grant ( 52801-ND4 ) to DJT. Computational support from the NSF's XSEDE program is also gratefully acknowledged.
Publisher Copyright:
© 2015 Elsevier Inc.
PY - 2015/12/15
Y1 - 2015/12/15
N2 - Recent reports indicate the ubiquitous prevalence of hydropersulfides (RSSH) in mammalian systems. The biological utility of these and related species is currently a matter of significant speculation. The function, lifetime and fate of hydropersulfides will be assuredly based on their chemical properties and reactivity. Thus, to serve as the basis for further mechanistic studies regarding hydropersulfide biology, some of the basic chemical properties/reactivity of hydropersulfides was studied. The nucleophilicity, electrophilicity and redox properties of hydropersulfides were examined under biological conditions. These studies indicate that hydropersulfides can be nucleophilic or electrophilic, depending on the pH (i.e. The protonation state) and can act as good one- and two-electron reductants. These diverse chemical properties in a single species make hydropersulfides chemically distinct from other, well-known sulfur containing biological species, giving them unique and potentially important biological function.
AB - Recent reports indicate the ubiquitous prevalence of hydropersulfides (RSSH) in mammalian systems. The biological utility of these and related species is currently a matter of significant speculation. The function, lifetime and fate of hydropersulfides will be assuredly based on their chemical properties and reactivity. Thus, to serve as the basis for further mechanistic studies regarding hydropersulfide biology, some of the basic chemical properties/reactivity of hydropersulfides was studied. The nucleophilicity, electrophilicity and redox properties of hydropersulfides were examined under biological conditions. These studies indicate that hydropersulfides can be nucleophilic or electrophilic, depending on the pH (i.e. The protonation state) and can act as good one- and two-electron reductants. These diverse chemical properties in a single species make hydropersulfides chemically distinct from other, well-known sulfur containing biological species, giving them unique and potentially important biological function.
KW - Electrophilicity
KW - Hydropersulfide
KW - Nucleophilicity
KW - Redox regulation
KW - Thiols
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U2 - 10.1016/j.abb.2015.10.016
DO - 10.1016/j.abb.2015.10.016
M3 - Article
C2 - 26519887
AN - SCOPUS:84946205210
SN - 0003-9861
VL - 588
SP - 15
EP - 24
JO - Archives of Biochemistry and Biophysics
JF - Archives of Biochemistry and Biophysics
ER -