Transformations of acetates of citronellol, geraniol, and linalool by Aspergillus niger: regiospecific hydroxylation of citronellol by a cell-free system

Madyastha, K. M.; Murthy, Niranjana

doi:10.1007/bf00268189

Cited by 33 publications

(11 citation statements)

References 11 publications

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“…No attempts to exploit this transformation commercially have yet been made. Noma and Nonomura (1974) showed the hydroxylation of (+)-and (-)-dihydrocarvone by A. niger and Madayastha and Murthy (1988) showed that this organism converted cintronellol, geraniol and linalool into their 8-hydroxy derivatives. The ability of A. niger to hydroxylate accessible methyl and methylene carbon atoms in monoterpenes was further exemplified by the work of Yamazaki et al (1988) who reported multiple-site hydroxylations of ~ myrcene by a strain of this organism (Fig.…”

Section: A Biotransformations By Fungi Cultured In Rich Mediamentioning

confidence: 98%

Microbial metabolism and transformation of selected monoterpenes

Trudgill

1994

Biochemistry of Microbial Degradation

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Section: A Biotransformations By Fungi Cultured In Rich Mediamentioning

confidence: 98%

Microbial metabolism and transformation of selected monoterpenes

Trudgill

1994

Biochemistry of Microbial Degradation

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“…In a previous study on bioconversion, citral and nerol were transformed by the spores of Penicillium digitatum into 6-methylhept-5-en-2-one by SSCM (Madyastha & Krishna Murthy 1988a). Microbial transformation of geraniol, nerol, and citral by Aspergillus niger produced linalool and α-terpineol.…”

Section: Resultsmentioning

confidence: 97%

Microbial transformation of citral by Aspergillus niger-PTCC 5011 and study of the pathways involved

Esmaeili¹,

Rohany²,

Safaiyan³

et al. 2011

Czech J. Food Sci.

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Esmaeili A., Rohany S., Safaiyan S., Amir Z.S. (2011): Microbial transformation of citral by Aspergillus niger-PTCC 5011 and study of the pathways involved. Czech J. Food Sci., 29: 610-615.Citronellol and hydroxy citronellal are fragrance ingredients used in decorative cosmetics and fine fragrances. They have many applications in flavourings, extracts, foods, and drugs manufacturing. Their use worldwide is in the range exceeding 1000 metric tons per annum. Previous studies investigated the biotransformation of citral by the free cell method and immobilised cell method with Saccharomyces cerevisae. In this research, the microbial transformation of citral by the sporulated surface cultures method with Aspergillus niger-PTCC 5011 was studied. In experiments, A. niger was inoculated on solid media in conical flasks. The transformation took place for the periods of time of 6 days and 15 days. The results were analysed by the theoretical study, Fourier transform infrared spectroscopy, gas chromatography, and gas chromatography-mass spectroscopy. The major compounds produced in 6 days were acetone (26.2%) and hydroxy citronellal (37.0%), while the major compounds after the 15-day period were acetone (15.0%) and citronellol (36.0%). As citronellol has numerous commercial applications, the 15-day biotransformation period was found to be preferable.

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“…Fermentations were carried out in flasks containing 100 ml sterile modified Czapek Dox medium (pH 7.0), which were inoculated by a spore suspension from a 5-day-old culture grown on potato dextrose agar (PDA) slants and were incubated at 30°C on a rotary shaker (220 rpm) for 48 h. After this growth period, the substrate (0.3 ml) was added and the fermentation was carried out for an additional period of 72 h as reported earlier (Madyastha and Murthy 1988b).…”

Section: Methodsmentioning

confidence: 99%

Transformations of acyclic isoprenoids by Aspergillus niger: selective oxidation of ?-methyl and remote double bonds

Madyastha

Gururaja

1993

Appl Microbiol Biotechnol

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A strain of Aspergillus niger was used to study the mode of biotransformation of various acyclic isoprenoids. The organism showed ability to carry out the oxidation of the o)-methyl and the remote double bond regio-and stereospecifically, resulting in the formation of ~o-methyl hydroxylated and vicinal trans-diols in all the compounds tested (I-VII). However, these two activities seem to have preferential structural requirements. When an acyclic isoprenoid with a ketone functionality such as geranylacetone was used as the substrate, the organism also carried out asymmetric reduction of the keto group.

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Transformations of acetates of citronellol, geraniol, and linalool by Aspergillus niger: regiospecific hydroxylation of citronellol by a cell-free system

Cited by 33 publications

References 11 publications

Microbial metabolism and transformation of selected monoterpenes

Microbial metabolism and transformation of selected monoterpenes

Microbial transformation of citral by Aspergillus niger-PTCC 5011 and study of the pathways involved

Transformations of acyclic isoprenoids by Aspergillus niger: selective oxidation of ?-methyl and remote double bonds

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