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4.2.3.18: abieta-7,13-diene synthase

This is an abbreviated version!
For detailed information about abieta-7,13-diene synthase, go to the full flat file.

Reaction

(+)-copalyl diphosphate
=
abieta-7,13-diene
+
diphosphate

Synonyms

(-)-abietadiene synthase, abietadiene cyclase, abietadiene synthase, abietadiene/levopimaradiene synthase, AGAS, cyclase, abietadiene, PaLAS, PdABS, PtTPS-LAS, TPS-LAS

ECTree

     4 Lyases
         4.2 Carbon-oxygen lyases
             4.2.3 Acting on phosphates
                4.2.3.18 abieta-7,13-diene synthase

Reference

Reference on EC 4.2.3.18 - abieta-7,13-diene synthase

Please use the Reference Search for a specific query.
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Ravn, M.M.; Coates, R.M.; Flory, J.E.; Peters, R.J.; Croteau, R.
Stereochemistry of the cyclization-rearrangement of (+)-copalyl diphosphate to (-)-abietadiene catalyzed by recombinant abietadiene synthase from Abies grandis
Org. Lett.
2
573-576
2000
Abies grandis
Manually annotated by BRENDA team
Peters, R.J.; Flory, J.E.; Jetter, R.; Ravn, M.M.; Lee, H.J.; Coates, R.M.; Croteau, R.B.
Abietadiene synthase from grand fir (Abies grandis): characterization and mechanism of action of the "pseudomature" recombinant enzyme
Biochemistry
39
15592-15602
2000
Abies grandis
Manually annotated by BRENDA team
Peters, R.J.; Ravn, M.M.; Coates, R.M.; Croteau, R.B.
Bifunctional abietadiene synthase: Free diffusive transfer of the (+)-copalyl diphosphate intermediate between two distinct active sites
J. Am. Chem. Soc.
123
8974-8978
2001
Abies grandis
Manually annotated by BRENDA team
Peters, R.J.; Croteau, R.B.
Abietadiene synthase catalysis: conserved residues involved in protonation-initiated cyclization of geranylgeranyl diphosphate to (+)-copalyl diphosphate
Biochemistry
41
1836-1842
2002
Abies grandis
Manually annotated by BRENDA team
Peters, R.J.; Croteau, R.B.
Abietadiene synthase catalysis: mutational analysis of a prenyl diphosphate ionization-initiated cyclization and rearrangement
Proc. Natl. Acad. Sci. USA
99
580-584
2002
Abies grandis
Manually annotated by BRENDA team
Ravn, M.M.; Peters, R.J.; Coates, R.M.; Croteau, R.
Mechanism of abietadiene synthase catalysis: stereochemistry and stabilization of the cryptic pimarenyl carbocation intermediates
J. Am. Chem. Soc.
124
6998-7006
2002
Abies grandis
Manually annotated by BRENDA team
Peters, R.J.; Carter, O.A.; Zhang, Y.; Matthews, B.W.; Croteau, R.B.
Bifunctional abietadiene synthase: mutual structural dependence of the active sites for protonation-initiated and ionization-initiated cyclizations
Biochemistry
42
2700-2707
2003
Abies grandis
Manually annotated by BRENDA team
Vogel, B.S.; Wildung, M.R.; Vogel, G.; Croteau, R.
Abietadiene synthase from grand fir (Abies grandis). cDNA isolation, characterization, and bacterial expression of a bifunctional diterpene cyclase involved in resin acid biosynthesis
J. Biol. Chem.
271
23262-23268
1996
Abies grandis
Manually annotated by BRENDA team
Ro, D.K.; Bohlmann, J.
Diterpene resin acid biosynthesis in loblolly pine (Pinus taeda): Functional characterization of abietadiene/levopimaradiene synthase (PtTPS-LAS) cDNA and subcellular targeting of PtTPS-LAS and abietadienol/abietadienal oxidase (PtAO, CYP720B1)
Phytochemistry
67
1572-1578
2006
Pinus taeda, Pinus taeda (Q50EK2)
Manually annotated by BRENDA team
Wilderman, P.R.; Peters, R.J.
A single residue switch converts abietadiene synthase into a pimaradiene specific cyclase
J. Am. Chem. Soc.
129
15736-15737
2007
Abies grandis (Q38710)
Manually annotated by BRENDA team
Keeling, C.I.; Weisshaar, S.; Lin, r.P.C.; Bohlmann, J.
Functional plasticity of paralogous diterpene synthases involved in conifer defense
Proc. Natl. Acad. Sci. USA
105
1085-1090
2008
Picea abies (Q675L4)
Manually annotated by BRENDA team
Zhou, K.; Peters, R.J.
Investigating the conservation pattern of a putative second terpene synthase divalent metal binding motif in plants
Phytochemistry
70
366-369
2009
Abies grandis
Manually annotated by BRENDA team
Kim, Y.B.; Kim, S.M.; Kang, M.K.; Kuzuyama, T.; Lee, J.K.; Park, S.C.; Shin, S.C.; Kim, S.U.
Regulation of resin acid synthesis in Pinus densiflora by differential transcription of genes encoding multiple 1-deoxy-D-xylulose 5-phosphate synthase and 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate reductase genes
Tree Physiol.
29
737-749
2009
Pinus densiflora (B9U4U8), Pinus densiflora
Manually annotated by BRENDA team
Siebert, M.R.; Zhang, J.; Addepalli, S.V.; Tantillo, D.J.; Hase, W.L.
The need for enzymatic steering in abietic acid biosynthesis: gas-phase chemical dynamics simulations of carbocation rearrangements on a bifurcating potential energy surface
J. Am. Chem. Soc.
133
8335-8343
2011
synthetic construct
Manually annotated by BRENDA team
Keeling, C.I.; Madilao, L.L.; Zerbe, P.; Dullat, H.K.; Bohlmann, J.
The primary diterpene synthase products of Picea abies levopimaradiene/abietadiene synthase (PaLAS) are epimers of a thermally unstable diterpenol
J. Biol. Chem.
286
21145-21153
2011
Picea abies
Manually annotated by BRENDA team
Zulak, K.G.; Dullat, H.K.; Keeling, C.I.; Lippert, D.; Bohlmann, J.
Immunofluorescence localization of levopimaradiene/abietadiene synthase in methyl jasmonate treated stems of Sitka spruce (Picea sitchensis) shows activation of diterpenoid biosynthesis in cortical and developing traumatic resin ducts
Phytochemistry
71
1695-1699
2010
Picea sitchensis
Manually annotated by BRENDA team
Leonard, E.; Ajikumar, P.K.; Thayer, K.; Xiao, W.H.; Mo, J.D.; Tidor, B.; Stephanopoulos, G.; Prather, K.L.
Combining metabolic and protein engineering of a terpenoid biosynthetic pathway for overproduction and selectivity control
Proc. Natl. Acad. Sci. USA
107
13654-13659
2010
Ginkgo biloba
Manually annotated by BRENDA team
Zhou, K.; Gao, Y.; Hoy, J.A.; Mann, F.M.; Honzatko, R.B.; Peters, R.J.
Insights into diterpene cyclization from structure of bifunctional abietadiene synthase from Abies grandis
J. Biol. Chem.
287
6840-6850
2012
Abies grandis (Q38710)
Manually annotated by BRENDA team
Criswell, J.; Potter, K.; Shephard, F.; Beale, M.H.; Peters, R.J.
A single residue change leads to a hydroxylated product from the class II diterpene cyclization catalyzed by abietadiene synthase
Org. Lett.
14
5828-5831
2012
Abies grandis (Q38710)
Manually annotated by BRENDA team