Two types of alcohol dehydrogenase from Perilla can form citral and perillaldehyde

Sato-Masumoto, Naoko; Ito, Michiho

doi:10.1016/j.phytochem.2014.04.019

Cited by 30 publications

(23 citation statements)

References 18 publications

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“…Its deduced molecular weight and theoretical isoelectric point were 39.59 kDa and 6.79, respectively. Figure 2 indicates the alignment of ZoGeDH with other reported plant GeDHs, i.e., Perilla citriodora (PcGeDH) and O. basilicum (ObGeDH), and a CAD from O. basilicum (ObCAD) known to show activity toward geraniol (Iijima et al 2006;Sato-Masumoto and Ito 2014). The amino acid sequence of ZoGeDH showed 68%, 66%, and 49% identity with that of PcGeDH, ObGeDH, and ObCAD, respectively.…”

Section: Cloning and Phylogenetic Analysis Of Gedhmentioning

confidence: 91%

Biosynthesis of geranial, a potent aroma compound in ginger rhizome (Zingiber officinale): Molecular cloning and characterization of geraniol dehydrogenase

Iijima

Koeduka

Suzuki

et al. 2014

Plant Biotechnology

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Fresh ginger (Zingiber officinale) rhizome is characterized by a pleasant citrus aroma and pungent flavor. The majority of the aroma-contributing volatiles are monoterpenoids, especially geraniol derivatives such as geranial, geranyl acetate, geraniol and citronellol. In this study, we investigated the interconversion of geraniol derivatives by incorporation experiments using deuterium-labeled geraniol and geranyl acetate. GC-MS analysis revealed that the incorporated geraniol and geranyl acetate were transformed and detected as geranial, geraniol, geranyl acetate and citronellol; however, nerol and neral were hardly detected. Next, we isolated and characterized a cDNA encoding geraniol dehydrogenase (ZoGeDH) by expressed sequence tag database mining. Phylogenic analysis of ZoGeDH resulted in its categorization into the cinnamyl alcohol dehydrogenase (CAD) group, along with the previously reported GeDHs of sweet basil (Ocimum basilicum) and wild perilla (P. setoyensis, P. citriodora, and P. frutescens). The recombinant ZoGeDH catalyzed the NADP-dependent oxidation from geraniol to citral. Furthermore, its substrate specificity was the highest for geraniol and nerol, while that for cinnamyl alcohol was 32% of the activity observed for geraniol. The expression levels of ZoGeDH in various ginger plant tissues were in accordance with the accumulation of geranial, except in old rhizome.

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Section: Cloning and Phylogenetic Analysis Of Gedhmentioning

confidence: 91%

Biosynthesis of geranial, a potent aroma compound in ginger rhizome (Zingiber officinale): Molecular cloning and characterization of geraniol dehydrogenase

Iijima

Koeduka

Suzuki

et al. 2014

Plant Biotechnology

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“…We identified 16, 26, and 17 transcripts for TPS, NUDX, and PPase, respectively, which could play a role in GOL biosynthesis (Supplementary Table S3 ). It is also proposed that GOL could be formed from GAL through the action of ADH/AKR ( Iijima et al, 2014 ; Sato-Masumoto and Ito, 2014 ). Genes involved in downstream conversion of GOL into its aldehyde, acetate or acid derivatives involve ADH/AKR, AAT, and ALDH at their respective steps of synthesis ( Figure 2 ).…”

Section: Resultsmentioning

confidence: 99%

“…CfADH4 shared 35 and 31% identity to GeDH from astigmatid mite Carpoglyphus lactis ( Noge et al, 2008 ) and Castellaniella defragrans ( Lüddeke et al, 2012 ), respectively. Search for AKRs (members of ADH family) yielded 3 candidates showing maximum homology to the characterized AKRs from Perilla ( Sato-Masumoto and Ito, 2014 ) involving GOL to GAL conversion with CfAKR1 sharing 62% identity; CfAKR2a and CfAKR2b having 68% identity ( Figure 3B and Supplementary Table S5 ). From 7 transcripts encoding CCD proteins, one sequence named as CfCCD1 exhibited very high homology with rice (99%) and tomato (74–78%) CCDs that have been recently characterized to produce GAL and NAL by breaking C 7 –C 8 /C 7 = C 8 bonds ( Ilg et al, 2009 , 2014 ) ( Figure 3C , Supplementary Figure S12 ; Supplementary Table S5 ).…”

Section: Resultsmentioning

confidence: 99%

“…As aldehydes (GAL, NAL, and CAL) are reported to be formed via different routes involving ADH/AKR ( Iijima et al, 2006 ; Sato-Masumoto and Ito, 2014 ) and CCD ( Ilg et al, 2009 , 2014 ), the expression of transcripts encoding the respective enzymes were analyzed. Of 9 ADH candidates used for phylogeny ( Figure 3A ), ADH1, ADH2a, ADH3b , and ADH4 having highest FPKM were used for expression analysis.…”

Section: Resultsmentioning

confidence: 99%

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De Novo Sequencing and Analysis of Lemongrass Transcriptome Provide First Insights into the Essential Oil Biosynthesis of Aromatic Grasses

et al. 2016

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Aromatic grasses of the genus Cymbopogon (Poaceae family) represent unique group of plants that produce diverse composition of monoterpene rich essential oils, which have great value in flavor, fragrance, cosmetic, and aromatherapy industries. Despite the commercial importance of these natural aromatic oils, their biosynthesis at the molecular level remains unexplored. As the first step toward understanding the essential oil biosynthesis, we performed de novo transcriptome assembly and analysis of C. flexuosus (lemongrass) by employing Illumina sequencing. Mining of transcriptome data and subsequent phylogenetic analysis led to identification of terpene synthases, pyrophosphatases, alcohol dehydrogenases, aldo-keto reductases, carotenoid cleavage dioxygenases, alcohol acetyltransferases, and aldehyde dehydrogenases, which are potentially involved in essential oil biosynthesis. Comparative essential oil profiling and mRNA expression analysis in three Cymbopogon species (C. flexuosus, aldehyde type; C. martinii, alcohol type; and C. winterianus, intermediate type) with varying essential oil composition indicated the involvement of identified candidate genes in the formation of alcohols, aldehydes, and acetates. Molecular modeling and docking further supported the role of identified protein sequences in aroma formation in Cymbopogon. Also, simple sequence repeats were found in the transcriptome with many linked to terpene pathway genes including the genes potentially involved in aroma biosynthesis. This work provides the first insights into the essential oil biosynthesis of aromatic grasses, and the identified candidate genes and markers can be a great resource for biotechnological and molecular breeding approaches to modulate the essential oil composition.

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“…Perilla is a herb of the mint family and has two forms-green and red-differing primarily in the accumulation of anthocyanins (Saito et al, 1999;He et al, 2015). Green perilla is cultivated throughout Asia and has an aroma derived from perillaldehyde accumulated in the glandular trichomes (Sato-Masumoto and Ito, 2014). Green perilla is a good source of several nutrients, including calcium, vitamin B, and carotene, and is also used as a herbal medicine and health supplement (Takano et al, 2004;Takagi et al, 2005).…”

Section: Introductionmentioning

confidence: 99%

Transcriptome Analysis of a Cultivar of Green Perilla (Perilla frutescens) Using Genetic Similarity with Other Plants via Public Databases

Tanigaki

Higashi

Nagano

et al. 2017

Environmental Control in Biology

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Improving the yield and quality of crops is imperative within agriculture. Both traits depend on gene expression and metabolic activities that are affected by environmental factor, and are therefore complex and variable. Transcriptome analysis is a helpful method to understand gene expression profiles in vivo; however, most crops are in fact cultivars for which there is little genetic information. In this study, we determined gene expression profiles of Perilla frutescens var. crispa f. viridis, a cultivar of green perilla. We compared the transcriptome gene sequence of P. frutescens in leaves and roots after 7, 14, and 35 d of growth with the gene sequences of other plants in public databases. Green perilla showed the highest similarity to Mimulus guttatus (Lamiales). Genetic information for approximately 13,000 genes was evaluated, and many of these genes have been classified into the organism's biological processes using Gene Ontology analysis. De novo-based gene expression levels and other plants-based gene expression levels were similar in 90% of genes. Results suggest that information from public databases can assist in analyzing the genetic information of cultivars. This method will be a platform for providing rapid and cost-effective options for use in commercial agriculture.

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Two types of alcohol dehydrogenase from Perilla can form citral and perillaldehyde

Cited by 30 publications

References 18 publications

Biosynthesis of geranial, a potent aroma compound in ginger rhizome (<i>Zingiber officinale</i>): Molecular cloning and characterization of geraniol dehydrogenase

Biosynthesis of geranial, a potent aroma compound in ginger rhizome (<i>Zingiber officinale</i>): Molecular cloning and characterization of geraniol dehydrogenase

De Novo Sequencing and Analysis of Lemongrass Transcriptome Provide First Insights into the Essential Oil Biosynthesis of Aromatic Grasses

Transcriptome Analysis of a Cultivar of Green Perilla (<I>Perilla frutescens</I>) Using Genetic Similarity with Other Plants via Public Databases

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