Abstract:
:As yet, the physiological significance of hydroxylation of anandamide and linoleoyl amides is unknown. Therefore, we investigated whether hydroxylation of ODNHEtOH and ODNH2 influences their binding abilities to the CB-1 receptor and whether it alters their reactivity towards a fatty acid amide hydrolase (FAAH) from rat brain. Neither the fatty acid amides nor their hydroxylated derivatives were able to displace the potent cannabinoid [3H]CP 55.940 from the CB-1 receptor (Ki > 1 microM). Hydroxylation of ODNHEtOH resulted in a strong reduction of the maximum rate of hydrolysis by a FAAH, but the affinity of FAAH for the substrate remained of the same order of magnitude. Hydroxylation of ODNH2 led to a decrease in the affinity of FAAH for the substrate, but its maximum rate of conversion was unaffected. Furthermore, hydroxylation of ODNHEtOH enhanced its capacity to inhibit competitively the hydrolysis of anandamide. The resulting prolonged lifetime of anandamide and other fatty acid amide derivatives may have a considerable impact on cellular signal transduction.
journal_name
FEBS Lettjournal_title
FEBS lettersauthors
van der Stelt M,Paoletti AM,Maccarrone M,Nieuwenhuizen WF,Bagetta G,Veldink GA,Finazzi Agrò A,Vliegenthart JFdoi
10.1016/s0014-5793(97)01148-4subject
Has Abstractpub_date
1997-10-06 00:00:00pages
313-6issue
3eissn
0014-5793issn
1873-3468pii
S0014-5793(97)01148-4journal_volume
415pub_type
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