Stemodene

Stemodene is a labdane-related diterpene whose corresponding terpene synthase has been discovered in rice and subsequently cloned and functionally characterized. The gene responsible for stemodene production has not been found in the completed rice genome, thus suggesting that perhaps other genes are as yet undiscovered in the "completed" genome. Stemarene synthase demonstrates high sequence homology with stemodene synthase, thus accounting for the latter's discovery by Dana Morrone in 2005.[1] Additionally, the corresponding olefin produced by each cyclase shows structural similarities and is derived from the common precursor of syn-copalyl diphosphate.

Stemodene
Stemodene.svg
Names
Preferred IUPAC name
(4aS,6aS,8S,11aR,11bS)-4,4,11b-Trimethyl-9-methylidenetetradecahydro-8,11a-methanocyclohepta[a]naphthalene
Identifiers
3D model (JSmol)
10812290
ChEBI
ChemSpider
KEGG
  • InChI=1S/C20H32/c1-14-8-11-20-13-15(14)12-16(20)6-7-17-18(2,3)9-5-10-19(17,20)4/h15-17H,1,5-13H2,2-4H3/t15-,16-,17-,19-,20+/m0/s1
    Key: GNNRCBBKCVNPSC-VDWQKOAOSA-N
  • [H][C@@]12CC[C@@]3([H])C(C)(C)CCC[C@]3(C)[C@]1(CCC4=C)C[C@@H]4C2
Properties
C20H32
Molar mass 272.476 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

ReferencesEdit

  1. ^ Morrone, Dana; Yinghua Jin; Meimei Xu; Suh-Yeon Choi; Robert M. Coates; Reuben J. Peters (April 15, 2006). "An unexpected diterpene cyclase from rice: functional identification of a stemodene synthase" (PDF). Archives of Biochemistry and Biophysics. 448 (1–2): 133–140. doi:10.1016/j.abb.2005.09.001. PMID 16256063. Archived from the original (PDF) on 2007-09-28. Retrieved 2006-11-07.