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Information on EC 4.2.3.140 - cis-abienol synthase for references in articles please use BRENDA:EC4.2.3.140
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EC Tree
IUBMB Comments Isolated from the plants Abies balsamea (balsam fir) and Nicotiana tabacum (tobacco) .
The enzyme appears in viruses and cellular organisms
Synonyms
AbCAS, AbdiTPS4, CAS, cis-abienol synthase, NtABS, TPS4, Z-abienol synthase,
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Z-abienol synthase
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(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate = cis-abienol + diphosphate
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(13E)-8alpha-hydroxylabd-13-en-15-yl-diphosphate-lyase (cis-abienol forming)
Isolated from the plants Abies balsamea (balsam fir) [1] and Nicotiana tabacum (tobacco) [2].
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(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
cis-abienol + diphosphate
additional information
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(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
cis-abienol + diphosphate
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(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
cis-abienol + diphosphate
formation of cis-abienol proceeds via cyclization and hydroxylation at carbon C-8 of a postulated carbocation intermediate in the class II active site, followed by cleavage of the diphosphate group and termination of the reaction sequence without further cyclization in the class I active site
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(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
cis-abienol + diphosphate
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using (E,E,E)-geranylgeranyl diphosphate as a substrate AbdiTPS4 shows a unique single-peak product profile, which corresponds to cis-abienol 4
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bifunctional class I/II enzyme
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(13E)-8alpha-hydroxylabd-13-en-15-yl diphosphate
cis-abienol + diphosphate
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UniProt
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predominantly expressed
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malfunction
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ectopic expression of both NtCPS2 encoding a class-II terpene synthase that synthesizes 8-hydroxy-copalyl diphosphate and NtABS, driven by a trichomespecific promoter in transgenic Nicotiana sylvestris confers Z-abienol formation to this species, which does not normally produce it
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CAS_ABIBA
867
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99539
Swiss-Prot
CABS_TOBAC
792
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91772
Swiss-Prot
A0A2G9HJ45_9LAMI
745
0
86452
TrEMBL
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homology modeling based on PDB entry 3p5pA. The active site residues Asp-48, Leu617, Phe696, and Gly723 are potentially important for the specificity
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D402A/D404A
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monofunctional class II protein variant, complete loss of enzymatic activity with geranylgeranyl diphosphate as substrate; mutation results in complete loss of activity
D621A
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monofunctional class I protein variant, mutant produces trace amounts of copalyl diphosphate plus labda-13-en-8,15-diol
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lab-scale cultivation and pilot-scale cultivation setup of transgenic cell wall-deficient Chlamydomonas reinhardtii strain TN72-TPS4 recombinantly expressing enzyme TPS4, for establishment of industrial production of abietol, method evaluation, overview
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using Ni-NTA chromatography
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gene TPS4, recombinant expression in a cell wall-deficient Chlamydomonas reinhardtii strain TN72-TPS4 in chloroplasts, pilot-scale cultivation setup, method overview
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recombinantly expressed in Escherichia coli
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Zerbe, P.; Chiang, A.; Yuen, M.; Hamberger, B.; Hamberger, B.; Draper, J.A.; Britton, R.; Bohlmann, J.
Bifunctional cis-abienol synthase from Abies balsamea discovered by transcriptome sequencing and its implications for diterpenoid fragrance production
J. Biol. Chem.
287
12121-12131
2012
Abies balsamea, Abies balsamea (H8ZM73)
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Sallaud, C.; Giacalone, C.; Toepfer, R.; Goepfert, S.; Bakaher, N.; Roesti, S.; Tissier, A.
Characterization of two genes for the biosynthesis of the labdane diterpene Z-abienol in tobacco (Nicotiana tabacum) glandular trichomes
Plant J.
72
1-17
2012
Nicotiana tabacum
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Zedler, J.A.; Gangl, D.; Guerra, T.; Santos, E.; Verdelho, V.V.; Robinson, C.
Pilot-scale cultivation of wall-deficient transgenic Chlamydomonas reinhardtii strains expressing recombinant proteins in the chloroplast
Appl. Microbiol. Biotechnol.
100
7061-7070
2016
Abies balsamea (H8ZM73)
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