{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Sasaki E"],"funding":["NIGMS NIH HHS"],"pagination":["17432-5"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC3486926"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["134(42)"],"pubmed_abstract":["Lincomycin A is a potent antimicrobial agent noted for its unusual C1 methylmercapto-substituted 8-carbon sugar. Despite its long clinical history for the treatment of Gram-positive infections, the biosynthesis of the C(8)-sugar, methylthiolincosamide (MTL), is poorly understood. Here, we report our studies of the two initial enzymatic steps in the MTL biosynthetic pathway leading to the identification of D-erythro-D-gluco-octose 8-phosphate as a key intermediate. Our experiments demonstrate that this intermediate is formed via a transaldol reaction catalyzed by LmbR using D-fructose 6-phosphate or D-sedoheptulose 7-phosphate as the C(3) donor and D-ribose 5-phosphate as the C(5) acceptor. Subsequent 1,2-isomerization catalyzed by LmbN converts the resulting 2-keto C(8)-sugar (octulose 8-p"],"journal":["Journal of the American Chemical Society"],"pubmed_title":["Construction of the octose 8-phosphate intermediate in lincomycin A biosynthesis: characterization of the reactions catalyzed by LmbR and LmbN."],"pmcid":["PMC3486926"],"funding_grant_id":["GM035906","R37 GM035906","R01 GM035906"],"pubmed_authors":["Lin KY","Liu HW","Sasaki E","Lin CI"],"additional_accession":[]},"is_claimable":false,"name":"Construction of the octose 8-phosphate intermediate in lincomycin A biosynthesis: characterization of the reactions catalyzed by LmbR and LmbN.","description":"Lincomycin A is a potent antimicrobial agent noted for its unusual C1 methylmercapto-substituted 8-carbon sugar. Despite its long clinical history for the treatment of Gram-positive infections, the biosynthesis of the C(8)-sugar, methylthiolincosamide (MTL), is poorly understood. Here, we report our studies of the two initial enzymatic steps in the MTL biosynthetic pathway leading to the identification of D-erythro-D-gluco-octose 8-phosphate as a key intermediate. Our experiments demonstrate that this intermediate is formed via a transaldol reaction catalyzed by LmbR using D-fructose 6-phosphate or D-sedoheptulose 7-phosphate as the C(3) donor and D-ribose 5-phosphate as the C(5) acceptor. Subsequent 1,2-isomerization catalyzed by LmbN converts the resulting 2-keto C(8)-sugar (octulose 8-p","dates":{"release":"2012-01-01T00:00:00Z","publication":"2012 Oct","modification":"2025-04-04T20:28:31.975Z","creation":"2019-03-26T23:30:00Z"},"accession":"S-EPMC3486926","cross_references":{"pubmed":["22989310"],"doi":["10.1021/ja308221z"]}}