Production of a novel Mannosylerythritol lipid containing a hydroxy fatty acid from castor oil by Pseudozyma tsukubaensis

Journal of Oleo Science

Volumn 62, Issue 6, 2013, Pages 381-389

  Yamamoto, Shuhei ^a   Fukuoka, Tokuma ^b   Imura, Tomohiro ^b   Morita, Tomotake ^b   Yanagidani, Shusaku ^a   Kitamoto, Dai ^b   Kitagawa, Masaru ^a  

^a TOYOBO CO LTD   (Japan)

^b NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

Author keywords

Biosurfactant; Glycolipid; Hydroxy fatty acid; Mannosylerythritol lipid; Pseudozyma yeast

Indexed keywords

BIO SURFACTANT; GLYCO LIPIDS; HYDROXY FATTY ACIDS; MANNOSYLERYTHRITOL LIPID; PSEUDOZYMA YEASTS;

BIOMOLECULES; CRITICAL MICELLE CONCENTRATION; SURFACE TENSION; VEGETABLE OILS;

YEAST;

CASTOR OIL; FATTY ACID; GLYCOLIPID; MANNOSYLERYTHRITOL LIPID; SURFACTANT; WATER;

ARTICLE; BASIDIOMYCETES; BIOSYNTHESIS; CHEMISTRY; METABOLISM; MICELLE; SURFACE TENSION;

BASIDIOMYCOTA; CASTOR OIL; FATTY ACIDS; GLYCOLIPIDS; MICELLES; SURFACE TENSION; SURFACE-ACTIVE AGENTS; WATER;

EID: 84878424225     PISSN: 13458957     EISSN: 13473352     Source Type: Journal    
DOI: 10.5650/jos.62.381     Document Type: Article

References (22)

1. Banat, IM.; Makkar, RS.; Cameotra, SS.; Potential commercial applications of microbial surfactants. Appl Microbiol Biotechnol. 53, 495-508 (2000).
2. Kitamoto, D.; Morita, T.; Tokuma, F.; Konishi, M.; Imura, T. Self-assembling properties of glycolipid biosurfactants and their potential applications. Currt Opin Colloid Interface Sci. 14, 315-328 (2009).
3. Kitamoto, D.; Ikegami, T.; Suzuki, T.; Sasaki, A.; Takeyama, Y.; Idemoto, Y.; Koura, N.; Yanagishita, H. Microbial conversion of n-alkanes into glycolipid biosurfactants, mannosylerythritol lipids, by Pseudozyma antarctica. Biotechnol Lett. 23, 1709-1714 (2001).
4. Rau, U.; Nguyen, LA.; Schulz, S.; Wray, V.; Nimtz, M.; Roper, H.; Koch, H.; Lang, S. Formation and analysis of mannosylerythritol lipids secreted by Pseudozyma aphidis. Appl Microbial Biotechnol. 66, 551-559 (2005).
5. Morita, T.; Konishi, M.; Fukuoka, T.; Imura, T.; Kitamoto, D. Discovery of Pseudozyma rugulosa NBRC10877 as a novel producer of the glycolipid biosurfactants, mannosylerythritol lipids, based on rDNA sequence. Appl Microbiol Biotechnol. 73, 305-313 (2006).
6. Kitamoto, D.; Yanagishita, H.; Shinbo, T.; Nakane, T.; Kamisawa, C.; Nakahara, T. Surface active properties and antimicrobial activities of mannosylerythritol lipids as biosurfactants produced by Candida antarctica. J Biotechnol. 29, 91-96 (1993).
7. Imura, T.; Yanagishita, H.; Kitamoto, D. Coacervate formation from natural glycolipid: one acetyl group on the headgroup triggers coacervate-to-vesicle transition. J Am Chem Soc. 126, 10804-10805 (2004).
8. Imura, T.; Yanagishita, H.; Ohira, J.; Sakai, H.; Abe, M.; Kitamoto, D. Thermodynamically stable vesicle formation from glycolipid biosurfactant sponge phase. Colloids Surf B Biointerfaces. 43, 114-121 (2005).
9. Imura, T.; Ohta, N.; Inoue, K.; Yagi, H.; Negishi, H.; Yanagishita, H.; Kitamoto, D. Naturally engineered glycolipid biosurfactants leading to distinctive self-assem-bled structures. Chem Eur J. 12, 2434-2440 (2006).
10. Imura, T.; Hikosaka, Y.; Worakitkanchanakul, W.; Sakai, H.; Abe, M.; Konishi, M.; Minamikawa, H.; Kitamoto, D. Aqueous-phase behavior of natural glycolipid biosurfactant mannosylerythritol lipid A: sponge, cubic, and lamellar phases. Langmuir. 23, 1659-1663 (2007).
11. Isoda, H.; Shinmoto, H.; Kitamoto, D.; Matsumura, M.; Nakahara, T. Differentiation of human promyelocytic leukemia cell line HL60 by microbial extracellular glycolipids. Lipids. 32, 263-271 (1997).
12. Wakamatsu, Y.; Zhao, X.; Jin, C.; Day, N.; Shibahara, M.; Nomura, N.; Nakahara, T.; Murata, T.; Yokoyama, KK. Mannosylerythritol lipid induces characteristics of neuronal differentiation in PC12 cells through an ERKrelated signal cascade. Eur J Biochem. 268, 374-383 (2001).
13. Zhao, X.; Murata, T.; Ohno, S.; Day, N.; Song, J.; Nomura, N.; Nakahara, T.; Yokoyama, KK. Protein kinase Ca plays a critical role in mannosylerythritol lipid-induced differentiation of melanoma B16 cells. J Biol Chem. 276, 9903-9910 (2001).
14. Imura, T.; Ito, S.; Azumi, R.; Yanagishita, H.; Sakaki, H.; Abe, M.; Kitamoto, D. Monolayers assembled from a glycolipid biosurfactant from Pseudozyma (Candida) antarctica serve as a high-affinity ligand system for immunoglobulin G and M. Biotechnol Lett. 29, 865-870 (2007).
15. Ito, S.; Imura, T.; Fukuoka, T.; Morita, T.; Sakaki, H.; Abe, M.; Kitamoto, D. Kinetic studies on the interactions between glycolipid biosurfactant assembled monolayers and various classes of immunoglobulins using surface plasmon resonance. Colloid Surf B. 58, 165-171 (2007).
16. Morita, Y.; Tadokoro, S.; Sasai, M.; Kitamoto, D.; Hirashima, N. Biosurfactant mannosyl-erythritol lipid inhibits secretion of inflammatory mediators from RBL-2H3 cells. Biochim Biophys Acta. 1810, 1302-1308 (2011).
17. Yamamoto, S.; Morita, T.; Fukuoka, T.; Imura, T.; Yanagidani, S.; Sogabe, A.; Kitamoto, D.; Kitagawa, M. The Moisturizing Effects of Glycolipid Biosurfactants, Mannosylerythritol Lipids, on Human Skin. J Oleo Sci. 61, 407-412 (2012).
18. Morita, T.; Fukuoka, T.; Imura, T.; Kitamoto, D. Production of glycolipid biosurfactants by basidiomycetous yeasts. Biotechnol Appl Biochem. 53, 39-49 (2009).
19. Kitamoto, D.; Akiba, S.; Hioki, C.; Tabuchi, T. Extracellular accumulation of mannosylerythritol lipids by a strain of Candida antarctica. Agric Biol Chem. 54, 31-36 (1990).
20. Kitamoto, D.; Ghosh, S.; Ourisson, G.; Nakatani, Y. Formation of giant vesicles from diacylmannosyleryhtritols, and their binding to concanavalin A. Chem Commun. 10, 861-862 (2000).
21. Kitamoto, D.; Yanagishita, H.; Haraya, K.; Kitamoto, HK. Contribution of a chain-shortening pathway to the biosynthesis of the fatty acids of mannosylerythritol lipid (biosurfactant)in the yeast Candida antarctica: Effect of β-oxidation inhibitors on biosurfactant synthesis. Biotechnol Lett. 20, 813-818 (1998).
22. Wannasiri, W.; Imura, T.; Fukuoka, T.; Morita, T.; Sakai, H.; Abe, M.; Ratana, R.; Sumaeth, C.; Minamikawa, H.; Kitamoto, D. Phase behavior of ternary mannosylerythritol lipid/water/oil systems. Colloids Surf B Biointerfaces. 65, 106-112 (2008).