title: Polyols, not sugars, determine the structural diversity of anti-streptococcal liamocins produced by Aureobasidium pullulans strain NRRL 50380.
abstract: Liamocins are polyol lipids produced by the fungus Aureobasidium pullulans, and have selective antibacterial activity against Streptococcus species. Liamocins produced by A. pullulans strain NRRL 50380 on sucrose medium have a d-mannitol head group ester-linked to 3,5-dihydroxydecanoate acyl chains, three or four of which are joined together by 1,5-polyester bonds (liamocins Man-A1 and Man-B1), and similar 3'-O-acetylated analogs (Man-A2 and Man-B2). However, other types of liamocins are produced depending on the choice of strain and growth conditions. In the current study, growth on different polyols, but not sugars, resulted in considerable structural variation, including liamocins with d-galactitol (dulcitol), d-sorbitol (glucitol), d- and l-arabitol, d-xylitol, l-threitol and glycerol head groups. The head groups of liamocins produced on arabitol were shown to be entirely composed of d-arabitol. These liamocin variants were structurally characterized by NMR and MS, and tested for antibacterial activity. The new liamocin variants also had selective activity against Streptococcus. Liamocin structural variants are novel antibacterials against Streptococcus sp. that merit further investigation.
authors.affiliation: Renewable Product Technology Research Unit, National Center for Agricultural Utilization Research, Agricultural Research Service, US Department of Agriculture, Peoria, IL, USA.
authors.forename: Neil Pj
authors.initials: NP
authors.lastname: Price
authors.affiliation: Renewable Product Technology Research Unit, National Center for Agricultural Utilization Research, Agricultural Research Service, US Department of Agriculture, Peoria, IL, USA.
authors.forename: Kenneth M
authors.initials: KM
authors.lastname: Bischoff
authors.affiliation: Renewable Product Technology Research Unit, National Center for Agricultural Utilization Research, Agricultural Research Service, US Department of Agriculture, Peoria, IL, USA.
authors.forename: Timothy D
authors.initials: TD
authors.lastname: Leathers
authors.affiliation: Crop Bioprotection Research Unit, National Center for Agricultural Utilization Research, Agricultural Research Service, US Department of Agriculture, Peoria, IL, USA.
authors.forename: Allard A
authors.initials: AA
authors.lastname: Cossé
authors.affiliation: School of Biological Sciences, Illinois State University, Normal, IL, USA.
authors.forename: Pennapa
authors.initials: P
authors.lastname: Manitchotpisit
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology*; D001203:Ascomycota / Q000737:chemistry / Q000378:metabolism*; D008353:Mannitol / Q000031:analogs & derivatives* / Q000494:pharmacology*; D015394:Molecular Structure; D011108:Polymers / Q000737:chemistry / Q000494:pharmacology*; D013291:Streptococcus / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D011108:Polymers; D008353:Mannitol