Ether-linked analogue of 2-arachidonoylglycerol (noladin ether) was not detected in the brains of various mammalian species

Saori Oka, Akiko Tsuchie, Akira Tokumura, Mayumi Muramatsu, Yoshitomo Suhara, Hiroaki Takayama, Keizo Waku, Takayuki Sugiura

Research output: Contribution to journalArticle

81 Citations (Scopus)

Abstract

2-Eicosa-5′,8′,11′,14′-tetraenylglycerol (2-AG ether, HU310, noladin ether) is a metabolically stable ether-linked analogue of 2-arachidonoylglycerol (2-AG), an endogenous cannabinoid receptor ligand. 2-AG ether has been used as a valuable experimental tool by a number of investigators. Recently, several groups reported that 2-AG ether is present in mammalian brains. We examined in detail whether 2-AG ether actually exists in the brains of various mammalian species. We found that 2-AG ether is not present, at least in an appreciable amount, in the rat brain by gas chromatographymass spectrometry analysis and fluorometric high performance liquid chromatography analysis. The level of 2-AG ether in the rat brain was below 0.2 pmol/g brain, if at all present. Similar results were obtained for the mouse brain, hamster brain, guinea-pig brain and pig brain. The fact that 2-AG ether was not detected in the brains of various mammalian species is consistent with the fact that an ether bond is formed through enzymatic replacement of the fatty acyl moiety of 1-acyl dihydroxyacetone phosphate by a fatty alcohol, the resultant 1-O-alkyl dihydroxyacetone phosphate being a common intermediate of the biosynthesis of ether-linked lipids in mammalian tissues. It is rather questionable whether 2-AG ether is present in appreciable amounts in the brain and acts as an 'endogenous' cannabinoid receptor ligand.

Original languageEnglish
Pages (from-to)1374-1381
Number of pages8
JournalJournal of Neurochemistry
Volume85
Issue number6
DOIs
Publication statusPublished - 2003 Jun
Externally publishedYes

Fingerprint

Ether
Brain
Dihydroxyacetone Phosphate
Cannabinoid Receptors
Rats
2-arachidonylglycerol
noladin ether
Fatty Alcohols
Ligands
Biosynthesis
High performance liquid chromatography
Spectrometry
Ethers
Gases
Tissue
Lipids

Keywords

  • 2-arachidonoylglycerol
  • 2-eicosatetraenylglycerol
  • Brain
  • Cannabinoid
  • Ether- linked analogue
  • Noladin ether

ASJC Scopus subject areas

  • Biochemistry
  • Cellular and Molecular Neuroscience

Cite this

Ether-linked analogue of 2-arachidonoylglycerol (noladin ether) was not detected in the brains of various mammalian species. / Oka, Saori; Tsuchie, Akiko; Tokumura, Akira; Muramatsu, Mayumi; Suhara, Yoshitomo; Takayama, Hiroaki; Waku, Keizo; Sugiura, Takayuki.

In: Journal of Neurochemistry, Vol. 85, No. 6, 06.2003, p. 1374-1381.

Research output: Contribution to journalArticle

Oka, Saori ; Tsuchie, Akiko ; Tokumura, Akira ; Muramatsu, Mayumi ; Suhara, Yoshitomo ; Takayama, Hiroaki ; Waku, Keizo ; Sugiura, Takayuki. / Ether-linked analogue of 2-arachidonoylglycerol (noladin ether) was not detected in the brains of various mammalian species. In: Journal of Neurochemistry. 2003 ; Vol. 85, No. 6. pp. 1374-1381.
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AU - Muramatsu, Mayumi

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AB - 2-Eicosa-5′,8′,11′,14′-tetraenylglycerol (2-AG ether, HU310, noladin ether) is a metabolically stable ether-linked analogue of 2-arachidonoylglycerol (2-AG), an endogenous cannabinoid receptor ligand. 2-AG ether has been used as a valuable experimental tool by a number of investigators. Recently, several groups reported that 2-AG ether is present in mammalian brains. We examined in detail whether 2-AG ether actually exists in the brains of various mammalian species. We found that 2-AG ether is not present, at least in an appreciable amount, in the rat brain by gas chromatographymass spectrometry analysis and fluorometric high performance liquid chromatography analysis. The level of 2-AG ether in the rat brain was below 0.2 pmol/g brain, if at all present. Similar results were obtained for the mouse brain, hamster brain, guinea-pig brain and pig brain. The fact that 2-AG ether was not detected in the brains of various mammalian species is consistent with the fact that an ether bond is formed through enzymatic replacement of the fatty acyl moiety of 1-acyl dihydroxyacetone phosphate by a fatty alcohol, the resultant 1-O-alkyl dihydroxyacetone phosphate being a common intermediate of the biosynthesis of ether-linked lipids in mammalian tissues. It is rather questionable whether 2-AG ether is present in appreciable amounts in the brain and acts as an 'endogenous' cannabinoid receptor ligand.

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