Biosynthesis of irregular monoterpenes in extracts from higher plants
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Artemisia ketone is formed by a non-standard head-to-middle condensation of DMAPP, which is thought to proceed via chrysanthemyl pyrophosphate, an intermediate containing a three-membered ring.
“Artemisia ketone (276) is formed by a non-standard “head-to-middle” condensation of DMAPP [104,122,123,124,125,126], which is thought to proceed as shown in Scheme 2 via chrysanthemyl pyrophosphate, an intermediate containing a three-membered ring.”
From The Biosynthesis of Artemisinin (Qinghaosu) and the Phytochemistry of Artemisia annua L. (Qinghao) (2010) · cites this paper as [126]
The formation of the artemisyl, lavandulyl and santolinyl skeletons has been explained in terms of different cleavage reactions occurring at each of the three carbon-carbon bonds in the cyclopropyl ring of chrysanthemyl pyrophosphate.
“The formation of all three skeletons has been explained in terms of different cleavage reactions occurring at each of the three carbon-carbon bonds in the cyclopropyl ring of the common precursor, chysanthemyl pyrophosphate (Scheme 2) [126].”
From The Biosynthesis of Artemisinin (Qinghaosu) and the Phytochemistry of Artemisia annua L. (Qinghao) (2010) · cites this paper as [126]
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The Biosynthesis of Artemisinin (Qinghaosu) and the Phytochemistry of Artemisia annua L. (Qinghao)
Brown, G. D. (2010) · Molecules · doi:10.3390/molecules15117603 · Cited by 363 · see citing works
Sy, L.-K., & Brown, G. D. (2001) · Phytochemistry · doi:10.1016/s0031-9422(01)00358-2 · Cited by 36 · see citing works
Metabolism of linaloyl, neryl and geranyl pyrophosphates in Artemisia annua
Banthorpe, D. V., Christou, P. N., Pink, C. R., & Watson, D. G. (1983) · Phytochemistry · doi:10.1016/0031-9422(83)80141-1 · Cited by 17 · see citing works
Self-citationRole of geraniol and nerol in the biosynthesis of Artemisia ketone
Banthorpe, D. V., Charlwood, B. V., Greaves, G. M., & Voller, C. M. (1977) · Phytochemistry · doi:10.1016/s0031-9422(00)88788-9 · Cited by 11 · see citing works
Self-citation
- Authors
- Banthorpe, D. V., Doonan, S., & Gutowski, J. A.
- Affiliations
- University College London (GB)
- Venue
- Phytochemistry
- Publisher
- Elsevier BV
- Published
- 1977
- Volume
- 16
- Issue
- 1
- Pages
- 85-92
- ISSN
- 0031-9422 (ISSN-L)
- OpenAlex
- W2078024616
- Cited by
- 31
- References
- 47
- FWCI
- 1.77
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Phytochemistry (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant biochemistry and biosynthesis
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Plant tissue culture and regeneration
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Biochemical and biochemical processes
- Keywords
- monoterpene biosynthesis, Artemisia annua, Santolina chamaecyparissus, artemisia ketone, lavandulol, isopentenyl pyrophosphate, NAD+, NADPH, biogenetic pathway
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