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Mercaptobenzothiazole allergenicity - role of the thiol group.

Authors
Chipinda-I; Zhang-X-D; Simoyi-RH; Siegel-PD
Source
Cutan Ocul Toxicol 2008 Jun; 27(2):103-116
NIOSHTIC No.
20034095
Abstract
The rubber accelerator, 2-mercaptobenzothiazole (MBT), is known to cause allergic contact dermatitis (ACD), but the mechanism is unknown. The role of the thiol group in MBT's allergenicity was investigated in the present study. Guinea pigs were sensitized to MBT using a modified guinea pig maximization test (GPMT) and reactivity was assessed toward 2-mercaptobenzothiazole disulfide (MBTS), 2-hydroxybenzothiazole (HBT; thiol-substituted), 2-(methylthio)benzothiazole (MTBT; thiol-blocked), and benzothiazole (BT; thiol-lacking). MBT and MBTS, but not BT, HBT, or MTBT, elicited ACD in MBT-sensitized animals, demonstrating that the thiol group is critical to MBT's allergenicity. In addition, both MBT and MBTS were shown to inhibit both glutathione reductase and thioredoxin reductase, and thus contribute to the stability of MBT-protein mixed disulfides. It is concluded that the probable haptenation mechanism of MBT is through initial oxidation to MBTS with subsequent reduction to form mixed disulfides with proteins.
Keywords
Risk-analysis; Risk-factors; Toxic-effects; Skin-exposure; Skin-irritants; Skin-sensitivity; Dermatitis; Irritants; Skin-disorders; Skin-sensitivity
Contact
Paul D. Siegel, Allergy and Clinical Immunology Branch, Health Effects Laboratory Division, National Institute for Occupational Safety and Health, Morgantown, WV 26505-2888
CODEN
COTUB6
CAS No.
149-30-4
Publication Date
20080601
Document Type
Journal Article
Email Address
pds3@cdc.gov
Fiscal Year
2008
NTIS Accession No.
NTIS Price
Issue of Publication
2
ISSN
1556-9527
NIOSH Division
HELD
Source Name
Cutaneous and Ocular Toxicology
State
WV; OR
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