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Transformation of (±)-lavandulol and (±)-tetrahydrolavandulol by a fungal strain Rhizopus oryzae

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Title Transformation of (±)-lavandulol and (±)-tetrahydrolavandulol by a fungal strain
Rhizopus oryzae
 
Creator Daramwar, Pankaj .P
Rincy, Raju
Niloferjahan, Siddiqui
Ramakrishnan , Krithika
Gulati, Arvind
Yadav , Amit
Sharma, Rakesh
Thulasiram, Hirekodathakallu .V
 
Subject Plant sciences
Microbiology
 
Description Biotransformation of an irregular monoterpene alcohol, (±)-lavandulol [(±)-5-methyl-2-(1-methylethenyl)-
4-hexen-1-ol] (I) and its tetrahydro derivative, (±)-tetrahydrolavandulol [(±)-2-isopropyl-5-methylhexan-
1-ol] (II) were studied using a soil isolated fungal strain Rhizopus oryzae. Five metabolites,
2-((3,3-dimethyloxiran-2-yl)methyl)-3-methylbut-3-en-1-ol (Ia), 2-methyl-5-(prop-1-en-2-yl)hex-2-
ene-1,6-diol (Ib), 2-methyl-5-(prop-1-en-2-yl)hexane-1,6-diol (Ic), 2-(3-methylbut-2-enyl)-3-methylenebutane-
1,4-diol (Id), 5-methyl-2-(2-methyloxiran-2-yl)hex-4-en-1-ol (Ie) have been isolated from
the fermentation medium and characterized with lavandulol as a substrate. When tetrahydrolavandulol
used as a substrate, two metabolites 2-isopropyl-5-methylhexane-1,5-diol (IIa) and 2-isopentyl-3-methylbutane-
1,3-diol (IIb) have been isolated from the fermentation medium. Biotransformation studies
with R. oryzae clearly indicate that the organism initiates the transformation either by hydroxylation
at allylic methyl groups or epoxidation of double bond. GC and GCMS analyses indicated that both (R)-
and (S)-enantiomers of I and II have been transformed into corresponding hydroxylated or epoxy
derivatives, when racemic I and II were used as substrates.
 
Date 2012
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://ihbt.csircentral.net/1307/1/83._Transformation_of.pdf
Daramwar, Pankaj .P and Rincy, Raju and Niloferjahan, Siddiqui and Ramakrishnan , Krithika and Gulati, Arvind and Yadav , Amit and Sharma, Rakesh and Thulasiram, Hirekodathakallu .V (2012) Transformation of (±)-lavandulol and (±)-tetrahydrolavandulol by a fungal strain Rhizopus oryzae. Journal of the Bioresource Technology, 115. pp. 70-74.
 
Relation http://ihbt.csircentral.net/1307/