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Beilstein J Org Chem


Title:Breakdown of 3-(allylsulfonio)propanoates in bacteria from the Roseobacter group yields garlic oil constituents
Author(s):Chhalodia AK; Dickschat JS;
Address:"Kekule Institute of Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Strasse 1, 53121 Bonn, Germany"
Journal Title:Beilstein J Org Chem
Year:2021
Volume:20210226
Issue:
Page Number:569 - 580
DOI: 10.3762/bjoc.17.51
ISSN/ISBN:1860-5397 (Print) 1860-5397 (Electronic) 1860-5397 (Linking)
Abstract:"Two analogues of 3-(dimethylsulfonio)propanoate (DMSP), 3-(diallylsulfonio)propanoate (DAllSP), and 3-(allylmethylsulfonio)propanoate (AllMSP), were synthesized and fed to marine bacteria from the Roseobacter clade. These bacteria are able to degrade DMSP into dimethyl sulfide and methanethiol. The DMSP analogues were also degraded, resulting in the release of allylated sulfur volatiles known from garlic. For unknown compounds, structural suggestions were made based on their mass spectrometric fragmentation pattern and confirmed by the synthesis of reference compounds. The results of the feeding experiments allowed to conclude on the substrate tolerance of DMSP degrading enzymes in marine bacteria"
Keywords:3-(dimethylsulfonio)propanoate Allium sativum Roseobacter allyl sulfides volatiles;
Notes:"PubMed-not-MEDLINEChhalodia, Anuj Kumar Dickschat, Jeroen S eng Germany 2021/03/18 Beilstein J Org Chem. 2021 Feb 26; 17:569-580. doi: 10.3762/bjoc.17.51. eCollection 2021"

 
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