Literature DB >> 16535376

Production, Identification, and Toxicity of (gamma)-Decalactone and 4-Hydroxydecanoic Acid from Sporidiobolus spp.

G Feron, L Dufosse, E Pierard, P Bonnarme, J L Quere, H Spinnler.   

Abstract

During the bioconversion of ricinoleic acid to (gamma)-decalactone under controlled pH conditions, Sporidiobolus salmonicolor produced only the lactone form, while Sporidiobolus ruinenii produced both the lactone form and a precursor. By using gas chromatography-mass spectrometry and gas chromatography-Fourier transform infrared analysis techniques, the precursor was identified as 4-hydroxydecanoic acid. The levels of production in the presence of high concentrations of ricinoleic acid methyl ester differed in the two Sporidiobolus species. This difference was due on the one hand to the high sensitivity of S. salmonicolor to the lactone and on the other hand to the high level of 4-hydroxydecanoic acid produced by S. ruinenii. 4-Hydroxydecanoic acid is much less toxic to the microorganisms than the lactone. In contrast to S. ruinenii, S. salmonicolor is not able to catabolize 4-hydroxydecanoic acid.

Entities:  

Year:  1996        PMID: 16535376      PMCID: PMC1388914          DOI: 10.1128/aem.62.8.2826-2831.1996

Source DB:  PubMed          Journal:  Appl Environ Microbiol        ISSN: 0099-2240            Impact factor:   4.792


  6 in total

1.  METABOLISM OF HYDROXY FATTY ACIDS. II. INTERMEDIATES OF THE OXIDATIVE BREAKDOWN OF RICINOLEIC ACID BY GENUS CANDIDA.

Authors:  S OKUI; M UCHIYAMA; M MIZUGAKI
Journal:  J Biochem       Date:  1963-12       Impact factor: 3.387

2.  Mechanisms of Fatty Acid Toxicity for Yeast.

Authors:  A L Neal; J O Weinstock; J O Lampen
Journal:  J Bacteriol       Date:  1965-07       Impact factor: 3.490

Review 3.  Microbial biocatalysis in the generation of flavor and fragrance chemicals.

Authors:  S Hagedorn; B Kaphammer
Journal:  Annu Rev Microbiol       Date:  1994       Impact factor: 15.500

4.  A deterministic model for monophasic growth of batch cultures of bacteria.

Authors:  A C Jason
Journal:  Antonie Van Leeuwenhoek       Date:  1983-12       Impact factor: 2.271

5.  Analysis of metabolic pathways by the growth of cells in the presence of organic solvents.

Authors:  H E Spinnler; C Ginies; J A Khan; E N Vulfson
Journal:  Proc Natl Acad Sci U S A       Date:  1996-04-16       Impact factor: 11.205

6.  Study of pertussis vaccines in infants: comparison of response to acellular pertussis DTP vaccines containing 25 micrograms of FHA and either 25 or 8 micrograms of PT with response to whole-cell pertussis DTP vaccine.

Authors:  H Vanura; M Just; F Ambrosch; R M Berger; H Bogaerts; J Wynen; D Vandevoorde; G Wiedermann
Journal:  Vaccine       Date:  1994       Impact factor: 3.641

  6 in total
  6 in total

1.  Involvement of acyl coenzyme A oxidase isozymes in biotransformation of methyl ricinoleate into gamma-decalactone by Yarrowia lipolytica.

Authors:  Y Waché; C Laroche; K Bergmark; C Møller-Andersen; M Aguedo; M T Le Dall; H Wang; J M Nicaud; J M Belin
Journal:  Appl Environ Microbiol       Date:  2000-03       Impact factor: 4.792

2.  The first total synthesis of (±)-4-methoxydecanoic acid: a novel antifungal fatty acid.

Authors:  Néstor M Carballeira; Carlos Miranda; Keykavous Parang
Journal:  Tetrahedron Lett       Date:  2009-10-14       Impact factor: 2.415

3.  The use of Macronet resins to recover gamma-decalactone produced by Rhodotorula aurantiaca from the culture broth.

Authors:  Mohamed Alchihab; Jean-Marc Aldric; Mario Aguedo; Jacqueline Destain; Jean-Paul Wathelet; Philippe Thonart
Journal:  J Ind Microbiol Biotechnol       Date:  2009-11-10       Impact factor: 3.346

4.  Co-production of fully renewable medium chain α-olefins and bio-oil via hydrothermal liquefaction of biomass containing polyhydroxyalkanoic acid.

Authors:  Tao Dong; Wei Xiong; Jianping Yu; Philip T Pienkos
Journal:  RSC Adv       Date:  2018-10-08       Impact factor: 3.361

Review 5.  Biotransformations utilizing β-oxidation cycle reactions in the synthesis of natural compounds and medicines.

Authors:  Alina Swizdor; Anna Panek; Natalia Milecka-Tronina; Teresa Kołek
Journal:  Int J Mol Sci       Date:  2012-12-05       Impact factor: 5.923

6.  Gold-catalyzed stereoselective cycloisomerization of allenoic acids for two types of common natural γ-butyrolactones.

Authors:  Jing Zhou; Chunling Fu; Shengming Ma
Journal:  Nat Commun       Date:  2018-04-25       Impact factor: 14.919

  6 in total

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