PMID- 4468823
OWN - NLM
STAT- MEDLINE
DCOM- 19760110
LR  - 20190501
IS  - 0264-6021 (Print)
IS  - 1470-8728 (Electronic)
IS  - 0264-6021 (Linking)
VI  - 144
IP  - 3
DP  - 1974 Dec
TI  - Biosynthesis of trans, trans- and cis, trans-farnesols by soluble enzymes from 
      tissue cultures of Andrographis paniculata.
PG  - 585-92
AB  - A cell-free system obtained from tissue cultures of Andrographis paniculata 
      produces 2-trans,6-trans-farnesol (trans,trans-farnesol) and 
      2-cis,6-trans-farnesol (cis,trans-farnesol) (5:1), incorporating 10% of the 
      radioactivity from 3R-[2-(14)C]mevalonate. There is total loss of (3)H from 
      3RS-[2-(14)C,(4S)-4-(3)H(1)]mevalonate and total retention from the (4R) isomer 
      in both the trans,trans-farnesol and cis,trans-farnesol formed. When 
      3RS-[2-(14)C,5-(3)H(2)]mevalonate is used as substrate, there is total retention 
      of (3)H in the trans,trans-farnesol, but loss of one-sixth of the (3)H in the 
      cis,trans-farnesol. With (1R)- and (1S)-[4,8,12-(14)C(3),1-(3)H(1)]-trans,trans 
      -farnesol and (1R)- and (1S)-[4,8,12-(14)C(3),1-(3)H(1)]-cis, trans-farnesol as 
      substrates, the label is lost from the (1R)-cis,trans and (1S)-trans,trans 
      isomers but retained in the (1R)-trans,trans and (1S)-cis,trans isomers; this 
      shows that the pro-1S hydrogen is exchanged in the conversion of 
      trans,trans-farnesol into cis,trans-farnesol and the pro-1R hydrogen in the 
      conversion of cis,trans-farnesol into trans,trans-farnesol. 
      (1R)-[1-(3)H(1)]-trans,trans-Farnesol and (1R)-[1-(3)H(1)]-cis,trans-farnesol 
      have been synthesized by asymmetric chemical synthesis and exchanged with liver 
      alcohol dehydrogenase. Both the trans- and the cis-alcohol exchange the pro-1R 
      hydrogen atom.
FAU - Overton, K H
AU  - Overton KH
FAU - Roberts, F M
AU  - Roberts FM
LA  - eng
PT  - Journal Article
PL  - England
TA  - Biochem J
JT  - The Biochemical journal
JID - 2984726R
RN  - 4602-84-0 (Farnesol)
RN  - S5UOB36OCZ (Mevalonic Acid)
SB  - IM
MH  - Chemical Phenomena
MH  - Chemistry
MH  - Culture Techniques
MH  - Farnesol/*biosynthesis
MH  - Mevalonic Acid/metabolism
MH  - Plants/*enzymology
PMC - PMC1168537
EDAT- 1974/12/01 00:00
MHDA- 1974/12/01 00:01
PMCR- 1975/06/01
CRDT- 1974/12/01 00:00
PHST- 1974/12/01 00:00 [pubmed]
PHST- 1974/12/01 00:01 [medline]
PHST- 1974/12/01 00:00 [entrez]
PHST- 1975/06/01 00:00 [pmc-release]
AID - 10.1042/bj1440585 [doi]
PST - ppublish
SO  - Biochem J. 1974 Dec;144(3):585-92. doi: 10.1042/bj1440585.