Document Detail


The kinetics of thiol-mediated decomposition of S-nitrosothiols.
MedLine Citation:
PMID:  17025266     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The reaction of sulfhydryl (SH)-containing molecules (thiols) with S-nitrosothiols (RSNO) has been shown to be of biological importance. Biologically or therapeutically relevant thiols generally have a pKa value ranging from 8 to 10 for the SH group. In addition, some of these thiols contain a carboxyl group and are acidic, which should be considered in studying the reaction between RSNO and thiols. In the present study, the kinetics of thiol-mediated decomposition of RSNO was investigated in a commonly used phosphate buffer, phosphate buffered saline (PBS; containing 6.9 mM phosphates; buffer capacity = 3.8 mM/pH). The thiols studied can be divided into 2 groups, depending on their pH perturbation capacity. The kinetics was studied using a wide range of thiol concentrations (ie, from 0.1 to 10 mM). A high-performance liquid chromatography (HPLC) method was used to determine RSNO concentrations. The results showed that the acidic thiols, including glutathione, captopril, N-acetylcysteine, and tiopronin, stimulated RSNO decomposition at low millimolar concentrations up to 2 mM. The stimulatory effect, however, became attenuated at concentrations higher than 2 mM in PBS. Increasing the concentration of acidic thiols caused a decrease in solution pH, which was attributable to the inhibitory effect at high thiol concentrations. The effect of thiols on the pH of reaction solution, and the resulting bell-shaped rate profiles, can be predicted by a quantitative analysis, from which a comparison of the intrinsic reactivity toward RSNO, among 8 thiols, was possible. The intrinsic reactivity in general followed the Brønsted relation.
Authors:
Teh-Min Hu; Ta-Chuan Chou
Related Documents :
18460426 - Ocean acidification may increase calcification rates, but at a cost.
16667326 - Salicylhydroxamic acid (sham) inhibition of the dissolved inorganic carbon concentratin...
7560426 - The effect of fluorhydroxyapatite-derived fluoride on acid production by streptococci.
11876696 - Effects of antacid formulation on postprandial oesophageal acidity in patients with a h...
22780216 - Purification and characterization of prophenoloxidase from galleria mellonella l.
2666516 - The vascular effects of omega-3 fatty acids.
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2006-07-28
Journal Detail:
Title:  The AAPS journal     Volume:  8     ISSN:  1550-7416     ISO Abbreviation:  AAPS J     Publication Date:  2006  
Date Detail:
Created Date:  2006-10-09     Completed Date:  2006-10-24     Revised Date:  2010-09-15    
Medline Journal Info:
Nlm Unique ID:  101223209     Medline TA:  AAPS J     Country:  United States    
Other Details:
Languages:  eng     Pagination:  E485-92     Citation Subset:  IM    
Affiliation:
School of Pharmacy, National Defense Medical Center, Taipei, Taiwan, Republic of China. tmhu@ndmctsgh.edu.tw
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Kinetics*
Nitric Oxide / physiology
S-Nitrosothiols / chemistry*,  metabolism
Sulfhydryl Compounds / chemistry*
Chemical
Reg. No./Substance:
0/S-Nitrosothiols; 0/Sulfhydryl Compounds; 10102-43-9/Nitric Oxide
Comments/Corrections

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Agmatine: biological role and therapeutic potentials in morphine analgesia and dependence.
Next Document:  Rapid in vivo oral screening in rats: reliability, acceptance criteria, and filtering efficiency.