Isothiocyanates as H2S Donors Triggered
by Cysteine: Reaction Mechanism and Structure and Activity Relationship

Huang, Dejian

Isothiocyanates as H₂S Donors Triggered by Cysteine: Reaction Mechanism and Structure and Activity Relationship

Posted on 2019-07-18 - 19:13

Isothiocyanates are reported as H₂S donors, yet the mechanisms are not clear. Herein, we reported that isothiocyanates (ITCs, R-NCS) rapidly formed adducts with cysteine. These adducts underwent intramolecular cyclization followed by releasing organic amine R–NH₂ and raphanusamic acid (RA) as major products with formation of H₂S and 2-carbylamino-4,5-dihydrothiazole-4-carboxylic acids as minor products. The ratios of the two groups of products are dependent on the R groups which have strong impact on H₂S releasing rates.

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Lin, Yi; Yang, Xin; Lu, Yuyun; Liang, Dong; Huang, Dejian (2019). Isothiocyanates as H₂S Donors Triggered by Cysteine: Reaction Mechanism and Structure and Activity Relationship. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.9b02117

https://doi.org/10.1021/acs.orglett.9b02117

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