PMID- 8797835
OWN - NLM
STAT- MEDLINE
DCOM- 19961104
LR  - 20190620
IS  - 0014-2956 (Print)
IS  - 0014-2956 (Linking)
VI  - 240
IP  - 1
DP  - 1996 Aug 15
TI  - Transacylase-mediated and phosphodiesterase-mediated synthesis of 
      N-arachidonoylethanolamine, an endogenous cannabinoid-receptor ligand, in rat 
      brain microsomes. Comparison with synthesis from free arachidonic acid and 
      ethanolamine.
PG  - 53-62
AB  - The levels of N-arachidonoylethanolamine (anandamide), an endogenous 
      cannabinoid-receptor ligand, and a relevant molecule, 
      N-arachidonoylphosphatidylethanolamine (N-arachidonoylPtdEtn), in rat brain were 
      investigated using a newly developed sensitive analytical method. We found that 
      rat brain contains small but significant amounts of these two types of 
      N-arachidonoyl lipids (4.3 pmol/g tissue and 50.2 pmol/g tissue, respectively). 
      Then, we investigated how N-arachidonoylethanolamine (anandamide) is produced in 
      the brain. We found that anandamide can be formed enzymatically via two separate 
      synthetic pathways in the brain: enzymatic condensation of free arachidonic acid 
      and ethanolamine; and formation of N-arachidonoylPtdEtn from PtdEtn and 
      arachidonic acid esterified at the 1-position of phosphatidyl-choline (PtdCho), 
      and subsequent release of anandamide from N-arachidonoylPtdEtn through the action 
      of a phosphodiesterase. We confirmed that rat brain contains both the enzyme 
      activities and lipid substrates involved in these reactions. Several lines of 
      evidence strongly suggest that the second pathway, rather than the first one, 
      meets the requirements and conditions for the synthesis of various species of 
      N-acylethanolamine including anandamide in the brain.
FAU - Sugiura, T
AU  - Sugiura T
AD  - Faculty of Pharmaceutical Sciences, Teikyo University, Kanagawa, Japan.
FAU - Kondo, S
AU  - Kondo S
FAU - Sukagawa, A
AU  - Sukagawa A
FAU - Tonegawa, T
AU  - Tonegawa T
FAU - Nakane, S
AU  - Nakane S
FAU - Yamashita, A
AU  - Yamashita A
FAU - Ishima, Y
AU  - Ishima Y
FAU - Waku, K
AU  - Waku K
LA  - eng
PT  - Comparative Study
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PL  - England
TA  - Eur J Biochem
JT  - European journal of biochemistry
JID - 0107600
RN  - 0 (Arachidonic Acids)
RN  - 0 (Endocannabinoids)
RN  - 0 (Ethanolamines)
RN  - 0 (Fatty Acids, Nonesterified)
RN  - 0 (Phosphatidylcholines)
RN  - 0 (Phosphatidylethanolamines)
RN  - 0 (Polyunsaturated Alkamides)
RN  - 27YG812J1I (Arachidonic Acid)
RN  - 5KV86114PT (Ethanolamine)
RN  - EC 2.3.- (Acyltransferases)
RN  - EC 3.1.4.- (Phosphoric Diester Hydrolases)
RN  - UR5G69TJKH (anandamide)
SB  - IM
MH  - Acyltransferases/*metabolism
MH  - Animals
MH  - Arachidonic Acid/*metabolism
MH  - Arachidonic Acids/*biosynthesis
MH  - Brain/*metabolism
MH  - Chromatography, High Pressure Liquid
MH  - Endocannabinoids
MH  - Ethanolamine
MH  - Ethanolamines/isolation & purification/*metabolism
MH  - Fatty Acids, Nonesterified/analysis
MH  - Kinetics
MH  - Microsomes/*enzymology
MH  - Phosphatidylcholines/chemistry/metabolism
MH  - Phosphatidylethanolamines/chemistry/metabolism
MH  - Phosphoric Diester Hydrolases/*metabolism
MH  - Polyunsaturated Alkamides
MH  - Rats
EDAT- 1996/08/15 00:00
MHDA- 1996/08/15 00:01
CRDT- 1996/08/15 00:00
PHST- 1996/08/15 00:00 [pubmed]
PHST- 1996/08/15 00:01 [medline]
PHST- 1996/08/15 00:00 [entrez]
AID - 10.1111/j.1432-1033.1996.0053h.x [doi]
PST - ppublish
SO  - Eur J Biochem. 1996 Aug 15;240(1):53-62. doi: 10.1111/j.1432-1033.1996.0053h.x.