title: Selective formation of mannosyl-L-arabitol lipid by Pseudozyma tsukubaensis JCM16987.
abstract: To develop a structural homolog of mannosylerythritol lipids (MELs), Pseudozyma tsukubaensis JCM16987 (known to be a specific producer of the diastereomer type of mono-acetylated MEL (MEL-B)) was cultivated in medium containing 4 % (w/v) olive oil as the primary carbon source and 4 % L-arabitol as the supplemental sugar alcohol. Based on thin-layer chromatography (TLC), the glycolipid extract showed two major spots corresponding to MEL-B and an unknown glycolipid (GL1). Based on high-performance liquid chromatography after acid hydrolysis, GL1 from the L-arabitol culture showed two primary peaks identical to mannose and arabitol using the sugar analysis column, and one peak identical to L-arabitol was detected using the chiral resolution column. Based on NMR analysis, GL1 was identified as mono-acetylated mannosyl-L-arabitol lipid (MLAL-B) consisting of mannose, with L-arabitol as the sugar moiety. The observed critical micelle concentration (CMC) and surface tension at the CMC (γCMC) of MLAL-B were 1.2 × 10(-5) M and 32.8 mN/m, which were significantly higher than MEL-B (CMC = 3.1 × 10(-6) M and γcmc = 26.1 mN/m). Furthermore, based on a water-penetration scan, MLAL-B efficiently formed lamellar phase (Lα) and myelins at a broad concentration range. Thus, the present glycolipid showed higher hydrophilicity and/or water solubility and increased our understanding of environmentally advanced biosurfactants.
authors.affiliation: Research Institute for Innovation in Sustainable Chemistry, National Institute of Advanced Industrial Science and Technology (AIST), Tsukuba Central 5-2, Higashi 1-1-1, Tsukuba, Ibaraki, 305-8565, Japan.
authors.forename: Tomotake
authors.initials: T
authors.lastname: Morita
authors.forename: Tokuma
authors.initials: T
authors.lastname: Fukuoka
authors.forename: Ayana
authors.initials: A
authors.lastname: Kosaka
authors.forename: Tomohiro
authors.initials: T
authors.lastname: Imura
authors.forename: Hideki
authors.initials: H
authors.lastname: Sakai
authors.forename: Masahiko
authors.initials: M
authors.lastname: Abe
authors.forename: Dai
authors.initials: D
authors.lastname: Kitamoto
mesh_terms: D002244:Carbon / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D003470:Culture Media / Q000737:chemistry; D006017:Glycolipids / Q000378:metabolism*; D057927:Hydrophobic and Hydrophilic Interactions; D009682:Magnetic Resonance Spectroscopy; D000069463:Olive Oil / Q000378:metabolism; D013402:Sugar Alcohols / Q000378:metabolism; D014587:Ustilaginales / Q000254:growth & development / Q000378:metabolism*
chemical_list: D003470:Culture Media; D006017:Glycolipids; D000069463:Olive Oil; D013402:Sugar Alcohols; C439671:mannosylerythritol lipid; D002244:Carbon; C014999:arabitol