Abstract
A polyenoic fatty-acid isomerase (PFI) from a red marine alga was used to convert anandamide (5Z,8Z,11Z,14Z-eicosatetraenoyl-N-ethanolamide to the 5Z,7E,9E,14Z-eicosatetraenoyl-N-ethanolamide isomer. This novel eicosanoid, termed conjugated triene anandamide (CTA), was assessed for its ability to bind to the cannabinoid receptor in rat brain membrane preparations. CTA is a high affinity cannabimimetic substance whose novel structure provides new insight into structure-activity relationships of cannabinoid receptor ligands. These experiments illustrate the utility of enzymes isolated from marine organisms in the development of pharmacological probes.
| Original language | English |
|---|---|
| Pages (from-to) | 88-92 |
| Number of pages | 5 |
| Journal | Experientia |
| Volume | 52 |
| Issue number | 1 |
| DOIs | |
| State | Published - Jan 1996 |
| Externally published | Yes |
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All Science Journal Classification (ASJC) codes
- Biochemistry, Genetics and Molecular Biology(all)
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Synthesis and cannabinoid receptor binding activity of conjugated triene anandamide, a novel eicosanoid. / Wise, M. L.; Soderstrom, K.; Murray, Thomas F.; Gerwick, W. H.
In: Experientia, Vol. 52, No. 1, 01.1996, p. 88-92.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis and cannabinoid receptor binding activity of conjugated triene anandamide, a novel eicosanoid
AU - Wise, M. L.
AU - Soderstrom, K.
AU - Murray, Thomas F.
AU - Gerwick, W. H.
PY - 1996/1
Y1 - 1996/1
N2 - A polyenoic fatty-acid isomerase (PFI) from a red marine alga was used to convert anandamide (5Z,8Z,11Z,14Z-eicosatetraenoyl-N-ethanolamide to the 5Z,7E,9E,14Z-eicosatetraenoyl-N-ethanolamide isomer. This novel eicosanoid, termed conjugated triene anandamide (CTA), was assessed for its ability to bind to the cannabinoid receptor in rat brain membrane preparations. CTA is a high affinity cannabimimetic substance whose novel structure provides new insight into structure-activity relationships of cannabinoid receptor ligands. These experiments illustrate the utility of enzymes isolated from marine organisms in the development of pharmacological probes.
AB - A polyenoic fatty-acid isomerase (PFI) from a red marine alga was used to convert anandamide (5Z,8Z,11Z,14Z-eicosatetraenoyl-N-ethanolamide to the 5Z,7E,9E,14Z-eicosatetraenoyl-N-ethanolamide isomer. This novel eicosanoid, termed conjugated triene anandamide (CTA), was assessed for its ability to bind to the cannabinoid receptor in rat brain membrane preparations. CTA is a high affinity cannabimimetic substance whose novel structure provides new insight into structure-activity relationships of cannabinoid receptor ligands. These experiments illustrate the utility of enzymes isolated from marine organisms in the development of pharmacological probes.
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U2 - 10.1007/BF01922423
DO - 10.1007/BF01922423
M3 - Article
VL - 52
SP - 88
EP - 92
JO - Cellular and Molecular Life Sciences
JF - Cellular and Molecular Life Sciences
SN - 1420-682X
IS - 1
ER -