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Chemical Compound Review

Pichtosin     (1,7,7-trimethyl-6- bicyclo[2.2.1]heptyl)...

Synonyms: SureCN117760, BORNYL ACETATE, AG-H-05296, LS-2587, KST-1B9523, ...
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High impact information on Bornyl

  • Structures of complexes with aza analogues of substrate and carbocation intermediates, as well as complexes with pyrophosphate and bornyl diphosphate, provide "snapshots" of the terpene cyclization cascade [1].
  • Deduced sequence analysis and size exclusion chromatography indicate that the recombinant bornyl diphosphate synthase is a homodimer, whereas the other two recombinant enzymes are monomeric, consistent with the size and subunit architecture of their native enzyme counterparts [2].
  • A recent study has revealed that cinnamic acid and bornyl ester derivatives bind to HNE, but DeltaG0 values from ligand docking results exhibited no correlation with those calculated from the IC50 values [3].
  • Results with chimeric recombinant enzymes, constructed by reciprocally substituting regions of sabinene synthase with the corresponding sequences from bornyl diphosphate synthase or 1,8-cineole synthase, demonstrated that exchange of the C-terminal catalytic domain is sufficient to completely switch the resulting product profile [4].
  • The incorporation of 13C-labeled glucose into borneol, bornyl acetate, the sesquiterpenes cubebanol and ricciocarpin A, phytol, and stigmasterol has been studied in axenic cultures of the liverworts Ricciocarpos natans and Conocephalum conicum [5].

Biological context of Bornyl


Anatomical context of Bornyl

  • One MEP compartment is presumably the plastid where phytol is formed; the second, involved in the build-up of the isoprene part of bornyl acetate, might be located in the oil cells [7].

Associations of Bornyl with other chemical compounds


Analytical, diagnostic and therapeutic context of Bornyl

  • A peroxidase was purified from the culture medium of a suspension culture of Marchantia polymorpha (liverwort) after treatment with bornyl acetate, which acts as a chemical stress agent to the cells [12].


  1. Bornyl diphosphate synthase: structure and strategy for carbocation manipulation by a terpenoid cyclase. Whittington, D.A., Wise, M.L., Urbansky, M., Coates, R.M., Croteau, R.B., Christianson, D.W. Proc. Natl. Acad. Sci. U.S.A. (2002) [Pubmed]
  2. Monoterpene synthases from common sage (Salvia officinalis). cDNA isolation, characterization, and functional expression of (+)-sabinene synthase, 1,8-cineole synthase, and (+)-bornyl diphosphate synthase. Wise, M.L., Savage, T.J., Katahira, E., Croteau, R. J. Biol. Chem. (1998) [Pubmed]
  3. A multistep approach to structure-based drug design: studying ligand binding at the human neutrophil elastase. Steinbrecher, T., Case, D.A., Labahn, A. J. Med. Chem. (2006) [Pubmed]
  4. Alternative termination chemistries utilized by monoterpene cyclases: chimeric analysis of bornyl diphosphate, 1,8-cineole, and sabinene synthases. Peters, R.J., Croteau, R.B. Arch. Biochem. Biophys. (2003) [Pubmed]
  5. Involvement of the mevalonic acid pathway and the glyceraldehyde-pyruvate pathway in terpenoid biosynthesis of the liverworts Ricciocarpos natans and Conocephalum conicum. Adam, K.P., Thiel, R., Zapp, J., Becker, H. Arch. Biochem. Biophys. (1998) [Pubmed]
  6. Study of lipase-catalyzed hydrolysis of some monoterpene esters. Chatterjee, T., Chatterjee, B.K., Bhattacharyya, D.K. Can. J. Microbiol. (2001) [Pubmed]
  7. Incorporation of [1-(13)C]1-deoxy-D-xylulose into isoprenoids of the liverwort Conocephalum conicum. Thiel, R., Adam, K.P. Phytochemistry (2002) [Pubmed]
  8. Biosynthesis of monoterpenes: preliminary characterization of bornyl pyrophosphate synthetase from sage (Salvia officinalis) and demonstration that Geranyl pyrophosphate is the preferred substrate for cyclization. Croteau, R., Karp, F. Arch. Biochem. Biophys. (1979) [Pubmed]
  9. Linalyl and bornyl disaccharide glycosides from Gardenia jasminoides flowers. Watanabe, N., Nakajima, R., Watanabe, S., Moon, J.H., Inagaki, J., Sakata, K., Yagi, A., Ina, K. Phytochemistry (1994) [Pubmed]
  10. Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries. Orav, A., Arak, E., Raal, A. Nat. Prod. Res. (2006) [Pubmed]
  11. Chemical composition and antimicrobial activity of Chamaecyparis obtusa leaf essential oil. Yang, J.K., Choi, M.S., Seo, W.T., Rinker, D.L., Han, S.W., Cheong, G.W. Fitoterapia (2007) [Pubmed]
  12. A 37-kDa peroxidase secreted from liverworts in response to chemical stress. Hirata, T., Ashida, Y., Mori, H., Yoshinaga, D., Goad, L.J. Phytochemistry (2000) [Pubmed]
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