Cys-sulfenyl chloride is converted to Cys-sulfenic acid

Stable Identifier
R-HSA-9625540
Type
Reaction [transition]
Species
Homo sapiens
Compartment
phagocytic vesicle lumen
Locations in the PathwayBrowser
Expand all
General
SVG | 
PNG
Low
Medium
High
 | PPTX  | SBGN
Cys-sulfenyl chloride is converted to Cys-sulfenic acid
Click the image above or here to open this reaction in the Pathway Browser
The layout of this reaction may differ from that in the pathway view due to the constraints in pathway layout

Thiol-containing cysteine (Cys) residues are reactive with species of the oxidative burst. Hypochlorous acid (HOCl) leads to chlorination of Cys residues forming Cys-sulfenic acid (Cys-SOH) intermediates, which can either form a disulfide with an adjacent thiol or be further oxidized by HOCl to generate Cys- sulfinic and Cys-sulfonic acids sequentially (Peskin AV & Winterbourn CC 2001; Hawkins CL et al. 2003; Paulsen CE & Carroll KS 2013; Winterbourn CC & Kettle AJ 2013). Disulfides function as redox switches to control protein activity and protect thiol groups against overoxidation to Cys-sulfinic and -sulfonic acids (Paulsen CE & Carroll KS 2013).

Literature References
PubMed ID Title Journal Year
11182528 Kinetics of the reactions of hypochlorous acid and amino acid chloramines with thiols, methionine, and ascorbate

Peskin, AV, Winterbourn, CC

Free Radic. Biol. Med. 2001
14661089 Hypochlorite-induced oxidation of amino acids, peptides and proteins

Hawkins, CL, Pattison, DI, Davies, MJ

Amino Acids 2003
23514336 Cysteine-mediated redox signaling: chemistry, biology, and tools for discovery

Paulsen, CE, Carroll, KS

Chem. Rev. 2013
Participants
Input
Output
Participant Of
hasEvent
Authored
Shamovsky, V  (2018-10-23)
Reviewed
Nüsse, O  (2018-11-07)
Created
Shamovsky, V  (2018-10-20)