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.
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Acknowledgments
We thank Life Science Development Center, CPI Company, Daicel Co. Ltd. (Japan), for screening various columns and separation conditions of d- and l-arabitol.
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Morita, T., Fukuoka, T., Kosaka, A. et al. Selective formation of mannosyl-l-arabitol lipid by Pseudozyma tsukubaensis JCM16987. Appl Microbiol Biotechnol 99, 5833–5841 (2015). https://doi.org/10.1007/s00253-015-6575-4
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DOI: https://doi.org/10.1007/s00253-015-6575-4