Synthesis and evaluation of dioleoyl glyceric acids showing antitrypsin activity

Journal of Oleo Science

Volumn 60, Issue 6, 2011, Pages 327-331

  Habe, Hiroshi ^a   Fukuoka, Tokuma ^a   Sato, Shun ^a   Kitamoto, Dai ^a   Sakaki, Keiji ^a  

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

Author keywords

Antitrypsin activity; Biodiesel fuel; Glyceric acid; Glycerol use; Oleoyl glyceric acid

Indexed keywords

ANTITRYPSIN; BIODIESEL FUEL; DIFFUSION METHOD; GLYCERIC ACID; ISOLATION AND IDENTIFICATION; OLEOYL CHLORIDE; SPECTRAL ABSORPTIONS;

CHLORINE COMPOUNDS; GLYCEROL; OLEIC ACID; SYNTHETIC FUELS;

ENZYME ACTIVITY;

ANTIFUNGAL AGENT; GLYCERIC ACID; OLEIC ACID; TRYPSIN; TRYPSIN INHIBITOR;

ARTICLE; CHEMISTRY; DRUG EFFECT; FERMENTATION; METABOLISM; MICROBIOLOGICAL EXAMINATION; PENICILLIUM; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ANTIFUNGAL AGENTS; FERMENTATION; GLYCERIC ACIDS; MICROBIAL SENSITIVITY TESTS; OLEIC ACIDS; PENICILLIUM; STRUCTURE-ACTIVITY RELATIONSHIP; TRYPSIN; TRYPSIN INHIBITORS;

EID: 79957563316     PISSN: 13458957     EISSN: 13473352     Source Type: Journal    
DOI: 10.5650/jos.60.327     Document Type: Article

References (18)

1. Palmer, J. K. Occurrence of D-glyceric acid in tobacco leaves. Science 123, 415 (1956).
2. Morrison, R. I.; Dekock, P. C. Glyceric acid in broad bean (Vicia faba L.). Nature 184, 819 (1959).
3. Duke, J. A. Handbook of Phytochemical Constituents of GRAS Herbs and Other Economic Plants. CRC Press LLC. Boca Raton. FL (2001).
4. Habe, H.; Fukuoka, T.; Kitamoto, D.; Sakaki, K. Biotransformation of glycerol to D-glyceric acid by Acetobacter tropicalis. Appl. Microbiol. Biotechnol. 81, 1033-1039 (2009).
5. Habe, H; Fukuoka, T.; Kitamoto, D.; Sakaki, K. Application of electrodialysis to glycerate recovery from a glycerol containing model solution and culture broth. J. Biosci. Bioeng. 107, 425-428 (2009).
6. Habe, H.; Shimada, Y.; Fukuoka, T.; Kitamoto, D.; Itagaki, M.; Watanabe, K.; Yanagishita, H.; Sakaki, K. Production of glyceric acid by Gluconobacter sp. NBRC3259 using raw glycerol. Biosci. Biotechnol. Biochem. 73, 1799-1805 (2009).
7. Habe, H.; Shimada, Y.; Yakushi, T.; Hattori, H.; Ano, Y.; Fukuoka, T.; Kitamoto, D.; Itagaki, M.; Watanabe, K.; Yanagishita, H.; Matsushita, K.; Sakaki, K. Microbial production of glyceric acid, an organic acid that can be mass produced from glycerol. Appl. Environ. Microbiol. 75, 7760-7766 (2009).
8. Habe, H.; Fukuoka, T.; Morita, T.; Kitamoto, D.; Yakushi, T.; Matsushita, K.; Sakaki, K. Disruption of the membrane-bound alcohol dehydrogenase-encoding gene improved glycerol use and dihydroxyacetone productivity in Gluconobacter oxydans. Biosci. Biotechnol. Biochem. 74, 1391-1395 (2010).
9. Habe, H.; Shimada, Y.; Fukuoka, T.; Kitamoto, D.; Itagaki, M.; Watanabe, K.; Yanagishita, H.; Sakaki, K. Use of a Gluconobacter frateurii mutant to prevent dihydroxyacetone accumulation during glyceric acid production from glycerol. Biosci. Biotechnol. Biochem. 74, 2330-2332 (2010).
10. Habe, H.; Shimada, Y.; Fukuoka, T.; Kitamoto, D.; Itagaki, M.; Watanabe, K.; Yanagishita, H.; Sakaki, K. Two-stage electrodialytic concentration of glyceric acid from fermentation broth. J. Biosci. Bioeng. 110, 690-695 (2010).
11. Handa, S. S.; Sharma, A.; Chakraborti, K. K. Natural products and plants as liver protecting drugs. Fitoterapia 57, 307-351 (1986).
12. Eriksson C. J. P.; Saarenmaa, T. P. S.; Bykov, I. L.; Heino, P. U. Acceleration of ethanol and acetaldehyde oxidation by D-glycerate in rats. Metabolism 56, 895-898 (2007).
13. Lešová, K.; Šturdíková, M.; Proksa, B.; Pigoš, M.; Liptaj, T. OR-1 - A mixture of esters of glyceric acid produced by Penicillium funiculosum and its antitrypsin activity. Folia Microbiol. 46, 21-23 (2001).
14. Wada, R.; Hyon, S.-H.; Ikada, Y. New biodegradable oligoesters for pharmaceutical application. J. Biomater. Sci. Polymer. Edn. 7, 715-725 (1996).
15. Habe, H.; Fukuoka, T.; Kitamoto, D.; Sakaki, K. Biotechnological production of D-glyceric acid and its application. Appl. Microbiol. Biotechnol. 84, 445-452 (2009).
16. Kennedy, A. R. Prevention of carcinogenesis by protease inhibitors. Cancer Res. 54, 1999-2005 (1994).
17. Erlanger, B. F.; Kokowsky, N.; Cohen, W. The preparation and properties of two new chromogenic substrates of trypsin. Arch. Biochem. Biophys. 95, 271-278 (1961).
18. McConnell, R. M.; York, J. L.; Frizzell, D.; Ezell, C. Inhibition studies of some serine and thiol proteinases by new leupeptin analogues. J. Med. Chem. 36, 1084-1089 (1993).