(-)-Camphene is the major product in Abies grandis (grand fir) with traces of other monoterpenoids . In Pseudotsuga menziesii (Douglas-fir) there are about equal parts of (-)-camphene and (-)-alpha-pinene with traces of four other monoterpenoids [2,3]. In Solanum lycopersicum (tomato) tricyclene, beta-myrcene, limonene, and traces of several other monoterpenoids are also formed . See also EC 4.2.3.15 myrcene synthase, EC 4.2.3.16 (4S)-limonene synthase, EC 4.2.3.119 (-)-alpha-pinene synthase and EC 4.2.3.105 tricyclene synthase.
(-)-Camphene is the major product in Abies grandis (grand fir) with traces of other monoterpenoids [1]. In Pseudotsuga menziesii (Douglas-fir) there are about equal parts of (-)-camphene and (-)-alpha-pinene with traces of four other monoterpenoids [2,3]. In Solanum lycopersicum (tomato) tricyclene, beta-myrcene, limonene, and traces of several other monoterpenoids are also formed [4]. See also EC 4.2.3.15 myrcene synthase, EC 4.2.3.16 (4S)-limonene synthase, EC 4.2.3.119 (-)-alpha-pinene synthase and EC 4.2.3.105 tricyclene synthase.
GC-MS analysis and identification of products from enzyme catalysis, overview. Enzyme AaTPS5 catalyzes the production of five monoterpenes, of which camphene is the major one which accounts for 52.12% of the total, and (-)-alpha-pinene (30.08%), (-)-beta-pinene (3.89%), tricyclene (2.68%), and beta-myrcene (1.23%) are the less abundant products
each product exhibits the same absolute configuration at the center derived from C-6 of geranyl diphosphate, i e. the isopropylidene-substituted carbon
enzymes removes the C4-proS-hydrogen of the substrate, the C3 proton of the corresponding pinyl cation, with a stereoselectivity exceeding 78% in the formation of (-)-alpha-pinene
product distribution varies with deuterium substitution at C4 and C10 of substrate. Kinetic isotope effects strongly indicate multiple bicyclic olefin production through the partitioning of common carbocation intermediates
gene cl9841 is an active monoterpene synthase enzyme producing a range of monoterpenes with the most prominent being camphene (52.55%), beta-myrcene (11.01%), and limonene (10.44%) and several minor additional compounds. GC-MS qualitative and semi-quantitative analysis of terpene compounds, overview
the enzyme shares 78% similarity with Solanum lycopersicum TPS3 protein, a monoterpene (-)-camphene/tricyclene synthase (UniProt ID G1JUH1) and a putative (-)-camphene/tricyclene synthase from Solanum tuberosum, suggesting it to have (-)-camphene synthase activity
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CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
modeling of amino acid sequence onto the crystal structures of tobacco 5-epi-aristolochene synthase and bornyl diphosphate synthase and comparison with (-)-pinene synthase
replacement of selected amino acid residues in (-)-pinene synthase with the corresponding residues from (-)-camphene synthase in an effort to identify the amino acids responsible for the catalytic differences. The approach produces an enzyme in which more than half of the product is channeled through an alternative pathway. Several (-)-pinene synthase to (-)-camphene synthase amino acid substitutions are necessary before catalysis is significantly altered
replacement of selected amino acid residues in (-)-pinene synthase with the corresponding residues from (-)-camphene synthase in an effort to identify the amino acids responsible for the catalytic differences. The approach produces an enzyme in which more than half of the product is channeled through an alternative pathway. Several (-)-pinene synthase to (-)-camphene synthase amino acid substitutions are necessary before catalysis is significantly altered
the N-terminal signal peptide of AaTPS5 (57 amino acid residues) before RR motif is truncated and recombinantly expressed in Escherichia coli strain BL21(DE3)
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
AaTPS5, sequence comparisons and phylogenetic analysis and tree, recombinant expression of His-tagged enzyme, lacking the N-terminal signal peptide, in Escherichia coli strain BL21(DE3)
gene cl9841, the TPS gene identified, transcript cl9841, is a cluster of 9 sequences but only one is expressed in leaves and flowers. The protein shares 78% similarity with Solanum lycopersicum TPS3 protein, a monoterpene (-)-camphene/tricyclene synthase (UniProt ID G1JUH1) and a putative (-)-camphene/tricyclene synthase from Solanum tuberosum, DNA and amino acid sequence determination and analysis, recombinant coexpression with copalyl diphosphate synthase from Salvia pomifera and Saccharomyces cerevisiae ERG20 mutant F96C producing GGPP in Saccharomyces cerevisiae strain AM 238
Biosynthesis of monoterpenes: Enantioselectivity in the enzymatic cyclization of (+)- and (-)-linalyl pyrophospahte to (+)- and (-) pinene and (+)- and (-)-camphene
Bohlmann, J.; Phillips, M.; Ramachandiran, V.; Katoh, S.; Croteau, R.
cDNA cloning, characterization, and functional expression of four new monoterpene synthase members of the Tpsd gene family from grand fir (Abies grandis)
Pinene cyclases I and II. Two enzymes from sage (Salvia officinalis) which catalyze stereospecific cyclizations of geranyl pyrophosphate to monoterpene olefins of opposite configuration
Use of the de novo transcriptome analysis of silver-leaf nightshade (Solanum elaeagnifolium) to identify gene expression changes associated with wounding and terpene biosynthesis