title: MarH, a Bifunctional Enzyme Involved in the Condensation and Hydroxylation Steps of the Marineosin Biosynthetic Pathway.
abstract: A novel bifunctional enzyme, MarH, has been identified, and its key functional role in the marineosin biosynthesis successfully probed. MarH catalyzes (1) a condensation step between 4-methoxy-2,2'-bipyrrole-5-carboxaldehyde (MBC) and 2-undecylpyrrole (UP) to form undecylprodiginine (UPG) and (2) hydroxylation of the alkyl chain of UPG to form the (S)-23-hydroxyundecylprodiginine (HUPG), which is essential for MarG catalyzed bicyclization toward the formation of an unusual spiro-tetrahydropyran-aminal ring of marineosins. The final enigmatic steps in the marineosin biosynthesis have now been deciphered.
authors.affiliation: Department of Chemistry, Portland State University , Portland, Oregon 97201, United States.
authors.forename: Wanli
authors.identifier: 0000-0001-8449-3129
authors.initials: W
authors.lastname: Lu
authors.affiliation: Department of Chemistry, Portland State University , Portland, Oregon 97201, United States.
authors.forename: Papireddy
authors.identifier: 0000-0002-6381-1236
authors.initials: P
authors.lastname: Kancharla
authors.affiliation: Department of Chemistry, Portland State University , Portland, Oregon 97201, United States.
authors.forename: Kevin A
authors.identifier: 0000-0003-0270-9809
authors.initials: KA
authors.lastname: Reynolds
mesh_terms: D001215:Asparaginase / Q000235:genetics / Q000378:metabolism; D001426:Bacterial Proteins / Q000235:genetics / Q000378:metabolism*; D053898:Biosynthetic Pathways; D002384:Catalysis; D003500:Cyclization; D006900:Hydroxylation; D005810:Multigene Family; D011353:Prodigiosin / Q000031:analogs & derivatives / Q000737:chemistry; D011487:Protein Conformation; D000072417:Protein Domains; D011714:Pyrans / Q000737:chemistry / Q000378:metabolism*; D011758:Pyrroles / Q000737:chemistry / Q000378:metabolism*; D011772:Pyruvate, Orthophosphate Dikinase / Q000235:genetics / Q000378:metabolism; D013141:Spiro Compounds / Q000737:chemistry / Q000378:metabolism*; D013302:Streptomyces / Q000201:enzymology* / Q000235:genetics
chemical_list: C528937:2-undecylpyrrole; D001426:Bacterial Proteins; D011714:Pyrans; D011758:Pyrroles; D013141:Spiro Compounds; C528938:undecylprodiginine; D011772:Pyruvate, Orthophosphate Dikinase; D001215:Asparaginase; D011353:Prodigiosin