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Entry
EC 2.5.1.67                 Enzyme                                 

Name
chrysanthemyl diphosphate synthase;
CPPase
Class
Transferases;
Transferring alkyl or aryl groups, other than methyl groups;
Transferring alkyl or aryl groups, other than methyl groups (only sub-subclass identified to date)
BRITE hierarchy
Sysname
dimethylallyl-diphosphate:dimethylallyl-diphosphate dimethylallyltransferase (chrysanthemyl-diphosphate-forming)
Reaction(IUBMB)
2 dimethylallyl diphosphate = diphosphate + chrysanthemyl diphosphate [RN:R08948]
Reaction(KEGG)
Substrate
dimethylallyl diphosphate [CPD:C00235]
Product
diphosphate [CPD:C00013];
chrysanthemyl diphosphate [CPD:C18051]
Comment
Requires a divalent metal ion for activity, with Mg2+ being better than Mn2+ [1]. Chrysanthemyl diphosphate is a monoterpene with a non-head-to-tail linkage. It is unlike most monoterpenoids, which are derived from geranyl diphosphate and have isoprene units that are linked head-to-tail. The mechanism of its formation is similar to that of the early steps of {terp/squalphyto::squalene and phytoene biosynthesis}. Chrysanthemyl diphosphate is the precursor of chrysanthemic acid, the acid half of the pyrethroid insecticides found in chrysanthemums.
History
EC 2.5.1.67 created 2007
Reference
1  [PMID:11287653]
  Authors
Rivera SB, Swedlund BD, King GJ, Bell RN, Hussey CE Jr, Shattuck-Eidens DM, Wrobel WM, Peiser GD, Poulter CD.
  Title
Chrysanthemyl diphosphate synthase: isolation of the gene and characterization of the recombinant non-head-to-tail monoterpene synthase from Chrysanthemum cinerariaefolium.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 98 (2001) 4373-8.
  Sequence
[up:P0C565]
Reference
2  [PMID:12783539]
  Authors
Erickson HK, Poulter CD.
  Title
Chrysanthemyl diphosphate synthase. The relationship among chain elongation, branching, and cyclopropanation reactions in the isoprenoid biosynthetic pathway.
  Journal
J. Am. Chem. Soc. 125 (2003) 6886-8.
  Sequence
[up:Q7XYS8]
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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