Regiospecific hydroxylation of acyclic monoterpene alcohols by aspergillus niger

Madyastha, K. M.; Murthy, Niranjana

doi:10.1016/s0040-4039(00)80155-0

Cited by 35 publications

(13 citation statements)

References 6 publications

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“…Bioconversion of nerol with Penicillium chrysogenum yielded mainly α-terpineol and some unidentified compounds. With Penicillium rugulosum, the major bioconversion product derived from nerol and citral was linalool (Madyastha & Krishna Murthy 1988b). In a study of microbial transformation of the monoterpene cis-p-menthan-7-ol using Aspergillus niger and Penicillium sp., it was found that the main products obtained by SSCM were limonene, p-cymene, and γ-terpinene (Esmaeili et al 2009c).…”

Section: Resultsmentioning

confidence: 99%

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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Section: Resultsmentioning

confidence: 99%

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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“…Geranyl acetate (LIV) is metabolized to geraniol (L) and 8-hydroxygeraniol, with 50% and 40% yield, respectively [32]: The mycelium of A. niger LCP 521 hydrolyzes geranyl Nphenylcarbamate (LVII) to form (6R)-geranyl N-phenylcarbamate diol (LVIII) with an enantiomeric excess over 95% [34]: …”

Section: LIIImentioning

confidence: 99%

“…Linalyl acetate (LXXV) is metabolized to linalool (XLVII) and 8-hydroxylinalool with 25% and 45% yield, respectively, by a strain of A. niger, plus small amounts of geraniol (L) and ␣-terpineol (VII) [32]:…”

Section: Homentioning

confidence: 99%

The use of Aspergillus niger cultures for biotransformation of terpenoids

Parshikov

Sutherland

2014

Process Biochemistry

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“…Although few reports have appeared in the literature regarding the ability of microorganisms to carry out bioconversions of acyclic monoterpenes and sesquiterpenes (Abraham et al 1985;Arfmann et al 1988;Kransnobajew 1984;Lamare and Furstoss 1990), the specificity as well as generality of these biosystems have not been explored. We have isolated a strain of Aspergillus niger that carries out the regiospecific hydroxylation of acyclic monoterpene alcohols (Madyastha and Murthy 1988a). To ascertain the versatility and specificity of this organism, we have subjected nerolidol, farnesol and several synthetically modified acyclic isopreholds to bio-oxidation using A. niger.…”

Section: Introductionmentioning

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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Regiospecific hydroxylation of acyclic monoterpene alcohols by aspergillus niger

Cited by 35 publications

References 6 publications

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

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

The use of Aspergillus niger cultures for biotransformation of terpenoids

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

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