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Comprehensive synthesis of substrates, Iintermediates, and products of the sulfoglycolytic Embden-Meyerhoff-Parnas pathway


Abayakoon, P; Epa, R; Petricevic, M; Bengt, C; Mui, JW; van der Peet, PL; Zhang, Y; Lingford, JP; White, JM; Goddard-Borger, ED; Williams, SJ
2019-03-01
Journal of Organic Chemistry
Journal Article
84
5
2901-2910
Sulfoglycolysis is a metabolic pathway dedicated to the catabolism of the sulfosugar sulfoquinovose (SQ) into smaller organosulfur fragments. An estimated 10 billion tonnes of SQ fluxes through sulfoglycolysis pathways each year, making it a significant aspect of the biogeochemical sulfur cycle. Delineating the molecular details of sulfoglycolysis requires authentic samples of the various metabolites in these pathways. To this end, we have established chemical and chemoenzymatic methods for the synthesis of the key organosulfur metabolites sulfoquinovosylglycerol, SQ (also in (13)C6-labeled form), sulfofructose, sulfofructose-1-phosphate, sulfolactaldehyde, and 2,3-dihydroxypropanesulfonate, as well as an improved route to the chromogenic sulfoquinovosidase substrate 4-nitrophenyl alpha-sulfoquinovoside.
ACS
Chemical Biology
10.1021/acs.joc.9b00055
30742766
Refer to copyright notice on published article.