KEGG   ORTHOLOGY: K15088
Entry
K15088            Tight     KO                                     

Name
E4.2.3.16
Definition
(4S)-limonene synthase [EC:4.2.3.16]
Pathway
ko00902  Monoterpenoid biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K15088  E4.2.3.16; (4S)-limonene synthase
Enzymes [BR:ko01000]
 4. Lyases
  4.2  Carbon-oxygen lyases
   4.2.3  Acting on phosphates
    4.2.3.16  (4S)-limonene synthase
     K15088  E4.2.3.16; (4S)-limonene synthase
Other DBs
RN: R02013
GO: 0050552
Genes
AG: AAB70907(ag10) AAC37366 AAF61455(AG11) BAA08367
Reference
PMID:8226816
  Authors
Colby SM, Alonso WR, Katahira EJ, McGarvey DJ, Croteau R
  Title
4S-limonene synthase from the oil glands of spearmint (Mentha spicata). cDNA isolation, characterization, and bacterial expression of the catalytically active monoterpene cyclase.
  Journal
J Biol Chem 268:23016-24 (1993)
  Sequence

KEGG   ORTHOLOGY: K21925
Entry
K21925            Tight     KO                                     

Name
TPS3
Definition
(-)-camphene/tricyclene/(4S)-limonene/myrcene synthase [EC:4.2.3.117 4.2.3.105 4.2.3.16 4.2.3.15]
Pathway
ko00902  Monoterpenoid biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K21925  TPS3; (-)-camphene/tricyclene/(4S)-limonene/myrcene synthase
Enzymes [BR:ko01000]
 4. Lyases
  4.2  Carbon-oxygen lyases
   4.2.3  Acting on phosphates
    4.2.3.15  myrcene synthase
     K21925  TPS3; (-)-camphene/tricyclene/(4S)-limonene/myrcene synthase
    4.2.3.16  (4S)-limonene synthase
     K21925  TPS3; (-)-camphene/tricyclene/(4S)-limonene/myrcene synthase
    4.2.3.105  tricyclene synthase
     K21925  TPS3; (-)-camphene/tricyclene/(4S)-limonene/myrcene synthase
    4.2.3.117  (-)-camphene synthase
     K21925  TPS3; (-)-camphene/tricyclene/(4S)-limonene/myrcene synthase
Other DBs
RN: R02009 R02013 R09972
GO: 0102703 0102701 0050552 0050551
Genes
SLY: 101245212(TPS3)
SPEN: 107012939
SOT: 102591915
Reference
  Authors
Falara V, Akhtar TA, Nguyen TT, Spyropoulou EA, Bleeker PM, Schauvinhold I, Matsuba Y, Bonini ME, Schilmiller AL, Last RL, Schuurink RC, Pichersky E
  Title
The tomato terpene synthase gene family.
  Journal
Plant Physiol 157:770-89 (2011)
DOI:10.1104/pp.111.179648
  Sequence
[sly:101245212]

KEGG   ORTHOLOGY: K21926
Entry
K21926                      KO                                     

Name
TPS1
Definition
(+)-alpha-terpineol/(4S)-limonene synthase [EC:4.2.3.112 4.2.3.16]
Pathway
ko00902  Monoterpenoid biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K21926  TPS1; (+)-alpha-terpineol/(4S)-limonene synthase
Enzymes [BR:ko01000]
 4. Lyases
  4.2  Carbon-oxygen lyases
   4.2.3  Acting on phosphates
    4.2.3.16  (4S)-limonene synthase
     K21926  TPS1; (+)-alpha-terpineol/(4S)-limonene synthase
    4.2.3.112  (+)-alpha-terpineol synthase
     K21926  TPS1; (+)-alpha-terpineol/(4S)-limonene synthase
Other DBs
RN: R02013
GO: 0050552
Genes
EGR: 104440568
RCU: 8276874
JCU: 105645324
AG: ACF24767
Reference
  Authors
Jones CG, Keeling CI, Ghisalberti EL, Barbour EL, Plummer JA, Bohlmann J
  Title
Isolation of cDNAs and functional characterisation of two multi-product terpene synthase enzymes from sandalwood, Santalum album L.
  Journal
Arch Biochem Biophys 477:121-30 (2008)
DOI:10.1016/j.abb.2008.05.008
  Sequence

KEGG   ENZYME: 4.2.3.16
Entry
EC 4.2.3.16                 Enzyme                                 

Name
(4S)-limonene synthase;
(-)-(4S)-limonene synthase;
4S-(-)-limonene synthase;
geranyldiphosphate diphosphate lyase (limonene forming);
geranyldiphosphate diphosphate lyase [cyclizing, (4S)-limonene-forming];
geranyl-diphosphate diphosphate-lyase [cyclizing;
(-)-(4S)-limonene-forming]
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
Sysname
geranyl-diphosphate diphosphate-lyase [cyclizing; (S)-limonene-forming]
Reaction(IUBMB)
geranyl diphosphate = (S)-limonene + diphosphate [RN:R02013]
Reaction(KEGG)
R02013
Substrate
geranyl diphosphate [CPD:C00341]
Product
(S)-limonene [CPD:C00521];
diphosphate [CPD:C00013]
Comment
A recombinant enzyme (also known as a monoterpene synthase or cyclase) from the grand fir (Abies grandis) requires Mn2+ and K+ for activity. Mg2+ is essentially ineffective as the divalent metal ion cofactor.
History
EC 4.2.3.16 created 2000 as EC 4.1.99.10, transferred 2000 to EC 4.2.3.16, modified 2003
Pathway
ec00902  Monoterpenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K15088  (4S)-limonene synthase
K21925  (-)-camphene/tricyclene/(4S)-limonene/myrcene synthase
K21926  (+)-alpha-terpineol/(4S)-limonene synthase
Genes
EGR: 104440568
RCU: 8276874
JCU: 105645324
SLY: 101245212(TPS3)
SPEN: 107012939
SOT: 102591915
Reference
1  [PMID:9268308]
  Authors
Bohlmann J, Steele CL, Croteau R
  Title
Monoterpene synthases from grand fir (Abies grandis). cDNA isolation, characterization, and functional expression of myrcene synthase, (-)-(4S)-limonene synthase, and (-)-(1S,5S)-pinene synthase.
  Journal
J Biol Chem 272:21784-92 (1997)
DOI:10.1074/jbc.272.35.21784
  Sequence
Reference
2  [PMID:8226816]
  Authors
Colby SM, Alonso WR, Katahira EJ, McGarvey DJ, Croteau R
  Title
4S-limonene synthase from the oil glands of spearmint (Mentha spicata). cDNA isolation, characterization, and bacterial expression of the catalytically active monoterpene cyclase.
  Journal
J Biol Chem 268:23016-24 (1993)
  Sequence
Reference
3  [PMID:8806736]
  Authors
Yuba A, Yazaki K, Tabata M, Honda G, Croteau R
  Title
cDNA cloning, characterization, and functional expression of 4S-(-)-limonene synthase from Perilla frutescens.
  Journal
Arch Biochem Biophys 332:280-7 (1996)
DOI:10.1006/abbi.1996.0343
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.16
IUBMB Enzyme Nomenclature: 4.2.3.16
ExPASy - ENZYME nomenclature database: 4.2.3.16
BRENDA, the Enzyme Database: 4.2.3.16
CAS: 110639-20-8

KEGG   REACTION: R02013
Entry
R02013                      Reaction                               

Name
geranyl-diphosphate diphosphate-lyase [cyclizing; (4S)-limonene-forming]
Definition
Geranyl diphosphate <=> (S)-Limonene + Diphosphate
Equation
Comment
(-)-(4S)-limonene synthase
Reaction class
RC02771  C00341_C00521
Enzyme
Pathway
rn00902  Monoterpenoid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Orthology
K15088  (4S)-limonene synthase [EC:4.2.3.16]
K21925  (-)-camphene/tricyclene/(4S)-limonene/myrcene synthase [EC:4.2.3.117 4.2.3.105 4.2.3.16 4.2.3.15]
K21926  (+)-alpha-terpineol/(4S)-limonene synthase [EC:4.2.3.112 4.2.3.16]
Other DBs
RHEA: 12872

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