title: Fatty acid amide signaling molecules.
abstract: Key studies leading to the discovery and definition of the role of endogenous fatty acid amide signaling molecules are summarized.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, La Jolla, CA 92037, USA.
authors.forename: Cyrine
authors.initials: C
authors.lastname: Ezzili
authors.forename: Katerina
authors.initials: K
authors.lastname: Otrubova
authors.forename: Dale L
authors.initials: DL
authors.lastname: Boger
mesh_terms: D000577:Amides / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism*; D000818:Animals; D005227:Fatty Acids / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D006801:Humans; D015398:Signal Transduction
chemical_list: D000577:Amides; D005227:Fatty Acids
references.citation: J Med Chem. 2010 Jan 14;53(1):230-40
references.pmid: 19924997
references.citation: BMC Neurosci. 2010 Mar 26;11:44
references.pmid: 20346144
references.citation: J Med Chem. 2007 Mar 8;50(5):1058-68
references.pmid: 17279740
references.citation: Invest Ophthalmol Vis Sci. 2002 Oct;43(10):3216-22
references.pmid: 12356827
references.citation: J Biol Chem. 2006 Sep 8;281(36):26465-72
references.pmid: 16818490
references.citation: Trends Mol Med. 2003 Nov;9(11):474-8
references.pmid: 14604824
references.citation: Proc Natl Acad Sci U S A. 2004 Jul 20;101(29):10821-6
references.pmid: 15247426
references.citation: Endocrinology. 2007 Jun;148(6):2601-9
references.pmid: 17289847
references.citation: J Med Chem. 2003 Oct 9;46(21):4373-6
references.pmid: 14521402
references.citation: Biochem Biophys Res Commun. 2002 Aug 23;296(3):612-7
references.pmid: 12176025
references.citation: Proc Natl Acad Sci U S A. 2001 Mar 27;98(7):3662-5
references.pmid: 11259648
references.citation: J Med Chem. 2007 Jan 25;50(2):389-93
references.pmid: 17228882
references.citation: J Pharmacol Exp Ther. 2002 Jun;301(3):1020-4
references.pmid: 12023533
references.citation: Br J Pharmacol. 2000 Jan;129(2):283-90
references.pmid: 10694234
references.citation: J Med Chem. 1993 Oct 1;36(20):3032-4
references.pmid: 8411021
references.citation: Biochem Biophys Res Commun. 1990 Apr 30;168(2):423-9
references.pmid: 2334413
references.citation: Br J Pharmacol. 2002 Oct;137(4):413-20
references.pmid: 12359622
references.citation: J Biol Chem. 1983 Aug 10;258(15):9302-6
references.pmid: 6308001
references.citation: Nature. 1999 Jul 29;400(6743):452-7
references.pmid: 10440374
references.citation: J Med Chem. 2008 Aug 14;51(15):4392-403
references.pmid: 18630870
references.citation: J Biol Chem. 2007 Aug 3;282(31):22364-9
references.pmid: 17537719
references.citation: Nature. 2003 Sep 4;425(6953):90-3
references.pmid: 12955147
references.citation: Life Sci. 2005 Aug 19;77(14):1759-66
references.pmid: 15964030
references.citation: J Biol Chem. 2008 Apr 4;283(14):9341-9
references.pmid: 18227059
references.citation: Biochemistry. 1999 Mar 16;38(11):3235-45
references.pmid: 10079066
references.citation: Bioorg Med Chem Lett. 2008 Nov 15;18(22):5842-6
references.pmid: 18639454
references.citation: J Pharmacol Exp Ther. 2006 Dec;319(3):1051-61
references.pmid: 16997973
references.citation: Invest Ophthalmol Vis Sci. 2007 Jan;48(1):34-9
references.pmid: 17197513
references.citation: Bioorg Med Chem Lett. 1999 Apr 19;9(8):1151-4
references.pmid: 10328303
references.citation: Bioorg Med Chem Lett. 2007 Nov 1;17(21):5959-63
references.pmid: 17826996
references.citation: Biochem Mol Biol Int. 1996 Nov;40(5):931-8
references.pmid: 8955882
references.citation: Sleep. 2004 Aug 1;27(5):857-65
references.pmid: 15453543
references.citation: J Med Chem. 2003 Nov 6;46(23):5083-6
references.pmid: 14584958
references.citation: Anesth Analg. 1998 Jun;86(6):1294-300
references.pmid: 9620523
references.citation: J Physiol. 2005 Apr 15;564(Pt 2):541-7
references.pmid: 15695242
references.citation: Epilepsia. 2001 Mar;42(3):321-7
references.pmid: 11442148
references.citation: Life Sci. 2001 Jan 19;68(9):997-1004
references.pmid: 11212875
references.citation: Vitam Horm. 2009;81:111-37
references.pmid: 19647110
references.citation: J Med Chem. 1998 Dec 31;41(27):5353-61
references.pmid: 9876105
references.citation: Biol Pharm Bull. 1999 Apr;22(4):366-70
references.pmid: 10328555
references.citation: Biochemistry. 2004 Oct 5;43(39):12667-74
references.pmid: 15449956
references.citation: J Cell Biol. 1997 Dec 29;139(7):1785-92
references.pmid: 9412472
references.citation: Chem Biol. 2007 Dec;14(12):1347-56
references.pmid: 18096503
references.citation: Br J Pharmacol. 2004 Jan;141(2):253-62
references.pmid: 14707029
references.citation: Biochemistry. 1999 Oct 26;38(43):14125-30
references.pmid: 10571985
references.citation: Nature. 1996 Nov 7;384(6604):83-7
references.pmid: 8900284
references.citation: Mol Pharmacol. 1988 Nov;34(5):605-13
references.pmid: 2848184
references.citation: Bioorg Med Chem. 2007 May 15;15(10):3345-55
references.pmid: 17383881
references.citation: Obesity (Silver Spring). 2009 Mar;17(3):431-8
references.pmid: 19131941
references.citation: FEBS Lett. 2002 Feb 27;513(2-3):294-8
references.pmid: 11904167
references.citation: Biochem Pharmacol. 2009 Sep 15;78(6):553-60
references.pmid: 19413995
references.citation: J Biol Chem. 1999 Jan 29;274(5):2794-801
references.pmid: 9915812
references.citation: Cell Metab. 2006 Mar;3(3):167-75
references.pmid: 16517404
references.citation: J Lipid Res. 1997 Jun;38(6):1139-48
references.pmid: 9215542
references.citation: FEBS Lett. 1998 Jun 12;429(2):152-6
references.pmid: 9650580
references.citation: J Pharmacol Exp Ther. 2001 Oct;299(1):332-42
references.pmid: 11561096
references.citation: Neuropharmacology. 2008 Jan;54(1):189-93
references.pmid: 17588618
references.citation: Nature. 2001 Nov 8;414(6860):209-12
references.pmid: 11700558
references.citation: Biochem Pharmacol. 2001 Sep 1;62(5):517-26
references.pmid: 11585048
references.citation: Biochem J. 2000 Nov 1;351 Pt 3:817-24
references.pmid: 11042139
references.citation: Br J Pharmacol. 2000 Jan;129(2):227-30
references.pmid: 10694225
references.citation: J Clin Invest. 2004 Apr;113(8):1202-9
references.pmid: 15085199
references.citation: Curr Med Chem. 1999 Aug;6(8):635-64
references.pmid: 10469884
references.citation: J Pharmacol Exp Ther. 2007 May;321(2):590-7
references.pmid: 17272674
references.citation: J Neurochem. 2006 Nov;99(3):781-6
references.pmid: 16899062
references.citation: Curr Med Chem. 1999 Aug;6(8):721-44
references.pmid: 10469888
references.citation: Nature. 1997 Aug 21;388(6644):773-8
references.pmid: 9285589
references.citation: Curr Med Chem. 1999 Aug;6(8):757-73
references.pmid: 10469890
references.citation: Br J Pharmacol. 2004 Sep;143(2):251-6
references.pmid: 15289293
references.citation: Proc Natl Acad Sci U S A. 2000 May 9;97(10):5044-9
references.pmid: 10805767
references.citation: Br J Pharmacol. 2008 Dec;155(7):1034-42
references.pmid: 18806815
references.citation: J Med Chem. 2008 Feb 28;51(4):937-47
references.pmid: 18247553
references.citation: Proc Natl Acad Sci U S A. 2002 Jun 11;99(12):8400-5
references.pmid: 12060783
references.citation: Lipids. 1999;34 Suppl:S319-25
references.pmid: 10419192
references.citation: Biochem Biophys Res Commun. 2005 Jan 28;326(4):744-51
references.pmid: 15607732
references.citation: J Biol Chem. 2001 Nov 16;276(46):42639-44
references.pmid: 11518719
references.citation: Biochem Biophys Res Commun. 1997 Oct 20;239(2):473-9
references.pmid: 9344854
references.citation: Trends Pharmacol Sci. 2000 Apr;21(4):134
references.pmid: 10740287
references.citation: J Neurochem. 1999 Jun;72(6):2370-8
references.pmid: 10349846
references.citation: J Med Chem. 2007 Jul 12;50(14):3359-68
references.pmid: 17559203
references.citation: Proc Natl Acad Sci U S A. 1996 Jul 23;93(15):8078-82
references.pmid: 8755606
references.citation: Neuropharmacology. 1999 Apr;38(4):533-41
references.pmid: 10221757
references.citation: Nature. 1993 Sep 2;365(6441):61-5
references.pmid: 7689702
references.citation: Neurochem Int. 2008 Jan;52(1-2):307-13
references.pmid: 17664017
references.citation: J Biol Chem. 2004 Feb 13;279(7):5298-305
references.pmid: 14634025
references.citation: Eur J Pharmacol. 1994 Jul 1;259(2):115-20
references.pmid: 7957604
references.citation: J Med Chem. 1997 Feb 28;40(5):659-67
references.pmid: 9057852
references.citation: J Biol Chem. 2003 Apr 18;278(16):13633-9
references.pmid: 12569099
references.citation: Br J Pharmacol. 2008 Nov;155(6):837-46
references.pmid: 18695637
references.citation: Br J Pharmacol. 2007 Nov;152(5):734-43
references.pmid: 17906680
references.citation: Endocrinology. 2008 May;149(5):2038-47
references.pmid: 18202141
references.citation: Biochem Pharmacol. 1995 Jun 29;50(1):83-90
references.pmid: 7605349
references.citation: Biochemistry. 2004 Nov 16;43(45):14332-9
references.pmid: 15533037
references.citation: Proc Natl Acad Sci U S A. 1997 Dec 9;94(25):14115-9
references.pmid: 9391162
references.citation: Br J Pharmacol. 2002 Apr;135(8):1977-87
references.pmid: 11959801
references.citation: Bioorg Med Chem Lett. 1999 Jan 18;9(2):265-70
references.pmid: 10021942
references.citation: Mol Pharmacol. 2005 Jan;67(1):15-9
references.pmid: 15465922
references.citation: Biochim Biophys Acta. 1982 Aug 18;712(2):342-55
references.pmid: 7126608
references.citation: J Biol Chem. 2001 Aug 17;276(33):31163-70
references.pmid: 11333266
references.citation: Science. 1992 Dec 18;258(5090):1946-9
references.pmid: 1470919
references.citation: Chem Biodivers. 2007 Aug;4(8):1842-57
references.pmid: 17712822
references.citation: Biochem Biophys Res Commun. 2000 Jan 19;267(2):521-6
references.pmid: 10631094
references.citation: Neurochem Res. 1998 May;23(5):575-81
references.pmid: 9566594
references.citation: Proc Natl Acad Sci U S A. 1997 Mar 18;94(6):2238-42
references.pmid: 9122178
references.citation: Proc Natl Acad Sci U S A. 2006 Sep 5;103(36):13345-50
references.pmid: 16938887
references.citation: Biochem Biophys Res Commun. 2006 Sep 1;347(3):827-32
references.pmid: 16844083
references.citation: Proc Natl Acad Sci U S A. 1998 Apr 14;95(8):4102-7
references.pmid: 9539697
references.citation: Bioorg Med Chem Lett. 2001 Jun 18;11(12):1517-20
references.pmid: 11412972
references.citation: Neuroreport. 1999 Apr 6;10(5):947-51
references.pmid: 10321465
references.citation: Proc Natl Acad Sci U S A. 1994 Sep 27;91(20):9505-8
references.pmid: 7937797
references.citation: J Pharmacol Exp Ther. 1995 Jun;273(3):1172-81
references.pmid: 7791088
references.citation: Curr Med Chem. 2002 Mar;9(6):663-74
references.pmid: 11945130
references.citation: Biochem J. 2001 Nov 15;360(Pt 1):67-75
references.pmid: 11695993
references.citation: Chem Phys Lipids. 2002 Dec 31;121(1-2):211-27
references.pmid: 12505702
references.citation: J Lipid Res. 2000 Apr;41(4):657-62
references.pmid: 10744787
references.citation: J Biol Chem. 2003 Sep 5;278(36):34237-44
references.pmid: 12810727
references.citation: Proc Natl Acad Sci U S A. 1998 Apr 28;95(9):4810-5
references.pmid: 9560184
references.citation: FEBS Lett. 1995 Nov 13;375(1-2):117-20
references.pmid: 7498458
references.citation: Nature. 1994 Dec 15;372(6507):686-91
references.pmid: 7990962
references.citation: Neuroreport. 2001 Dec 21;12(18):4143-7
references.pmid: 11742254
references.citation: Pain. 1998 May;76(1-2):189-99
references.pmid: 9696473
references.citation: J Pharmacol Exp Ther. 2005 Aug;314(2):868-75
references.pmid: 15901805
references.citation: Br J Pharmacol. 2004 Jun;142(3):509-18
references.pmid: 15148262
references.citation: Eur J Pharmacol. 2009 May 21;610(1-3):75-80
references.pmid: 19289116
references.citation: Bioorg Med Chem Lett. 2003 Jan 6;13(1):43-6
references.pmid: 12467613
references.citation: Neurochem Res. 2003 Feb;28(2):177-85
references.pmid: 12608692
references.citation: Br J Pharmacol. 1998 Jul;124(5):873-82
references.pmid: 9692771
references.citation: Life Sci. 1999;65(6-7):573-95
references.pmid: 10462059
references.citation: Mol Pharmacol. 2008 Jul;74(1):213-24
references.pmid: 18424551
references.citation: Mol Pharmacol. 2001 Jun;59(6):1369-75
references.pmid: 11353795
references.citation: Proc Natl Acad Sci U S A. 1998 Jul 7;95(14):8375-80
references.pmid: 9653194
references.citation: Acta Physiol Acad Sci Hung. 1971;39(4):395-400
references.pmid: 5119194
references.citation: J Biol Chem. 2006 Apr 7;281(14):9066-75
references.pmid: 16461355
references.citation: J Neurochem. 2003 Jun;85(6):1374-81
references.pmid: 12787057
references.citation: Hepatology. 1990 Sep;12(3 Pt 2):6S-14S; discussion 14S-16S
references.pmid: 2210659
references.citation: Pain. 2007 Dec 15;133(1-3):99-110
references.pmid: 17449181
references.citation: J Biol Chem. 2008 Jul 25;283(30):21054-64
references.pmid: 18499677
references.citation: Biochem Pharmacol. 1999 Dec 1;58(11):1807-13
references.pmid: 10571256
references.citation: J Biol Chem. 2001 Sep 21;276(38):35552-7
references.pmid: 11463796
references.citation: Biochem J. 1996 Jun 15;316 ( Pt 3):977-84
references.pmid: 8670178
references.citation: Eur J Pharmacol. 1996 Apr 11;300(3):227-36
references.pmid: 8739213
references.citation: Biochim Biophys Acta. 1999 Sep 22;1440(2-3):266-74
references.pmid: 10521710
references.citation: Biochim Biophys Acta. 1997 Apr 21;1345(3):338-48
references.pmid: 9150253
references.citation: J Neurochem. 1984 Jun;42(6):1613-9
references.pmid: 6726229
references.citation: Anesthesiology. 2003 Dec;99(6):1391-401
references.pmid: 14639155
references.citation: Exp Neurol. 2001 Nov;172(1):235-43
references.pmid: 11681856
references.citation: J Neurosci. 1997 Feb 15;17(4):1226-42
references.pmid: 9006968
references.citation: Bioorg Med Chem Lett. 2005 Mar 1;15(5):1423-8
references.pmid: 15713400
references.citation: Science. 1995 Jun 9;268(5216):1506-9
references.pmid: 7770779
references.citation: Prog Neuropsychopharmacol Biol Psychiatry. 2008 Aug 1;32(6):1420-7
references.pmid: 18514375
references.citation: J Am Chem Soc. 2006 Nov 1;128(43):14004-5
references.pmid: 17061864
references.citation: Nature. 1998 Jul 16;394(6690):277-81
references.pmid: 9685157
references.citation: J Pharmacol Exp Ther. 2002 Jul;302(1):73-9
references.pmid: 12065702
references.citation: J Med Chem. 2008 Dec 11;51(23):7327-43
references.pmid: 18983142
references.citation: Nature. 2002 Aug 1;418(6897):530-4
references.pmid: 12152079
references.citation: Biochem Pharmacol. 2002 Oct 1;64(7):1147-50
references.pmid: 12234618
references.citation: J Biol Chem. 1965 Mar;240:1019-24
references.pmid: 14284696
references.citation: Biochem Biophys Res Commun. 1995 Oct 4;215(1):89-97
references.pmid: 7575630
references.citation: Neuropharmacology. 2008 Jan;54(1):1-7
references.pmid: 17631919
references.citation: Agents Actions. 1993;39 Spec No:C145-7
references.pmid: 7505999
references.citation: J Med Chem. 2005 Mar 24;48(6):1849-56
references.pmid: 15771430
references.citation: Eur J Pharmacol. 1998 Oct 16;359(1):1-18
references.pmid: 9831287
references.citation: J Biol Chem. 1997 Feb 7;272(6):3315-23
references.pmid: 9013571
references.citation: Prostaglandins Leukot Essent Fatty Acids. 2002 Feb-Mar;66(2-3):269-85
references.pmid: 12052042
references.citation: J Am Chem Soc. 2009 Aug 5;131(30):10497-506
references.pmid: 19722626
references.citation: Anal Biochem. 2007 Jan 15;360(2):216-26
references.pmid: 17141174
references.citation: Life Sci. 1998;63(8):PL125-9
references.pmid: 9718090
references.citation: Biochemistry. 2006 Apr 18;45(15):4720-6
references.pmid: 16605240
references.citation: Life Sci. 1989;45(18):1679-87
references.pmid: 2586225
references.citation: Chem Rev. 2008 May;108(5):1687-707
references.pmid: 18429637
references.citation: Exp Neurol. 2005 Jul;194(1):284-7
references.pmid: 15899265
references.citation: Nature. 1997 Sep 4;389(6646):25-6
references.pmid: 9288961
references.citation: BMC Biochem. 2009 May 21;10:14
references.pmid: 19460156
references.citation: J Neuroendocrinol. 2008 May;20 Suppl 1:26-34
references.pmid: 18426496
references.citation: Proc Natl Acad Sci U S A. 1999 Oct 12;96(21):12198-203
references.pmid: 10518599
references.citation: J Biol Chem. 2003 Aug 15;278(33):30429-34
references.pmid: 12761211
references.citation: Prostaglandins Other Lipid Mediat. 2000 Apr;61(1-2):29-41
references.pmid: 10785540
references.citation: Vitam Horm. 2009;81:191-205
references.pmid: 19647113
references.citation: Eur J Pharmacol. 2000 Aug 4;401(2):121-30
references.pmid: 10924916
references.citation: Mol Pain. 2007 Aug 30;3:24
references.pmid: 17727733
references.citation: J Neurosci. 1996 Jun 15;16(12):3934-42
references.pmid: 8656287
references.citation: J Hyg Epidemiol Microbiol Immunol. 1979;23(1):11-24
references.pmid: 392005
references.citation: Prostaglandins Other Lipid Mediat. 2006 Dec;81(3-4):136-49
references.pmid: 17085322
references.citation: Curr Pharm Des. 1998 Aug;4(4):303-14
references.pmid: 10197045
references.citation: Mol Pharmacol. 1999 Jun;55(6):1067-76
references.pmid: 10347250
references.citation: Biochemistry. 2006 Aug 1;45(30):9007-15
references.pmid: 16866345
references.citation: Bioorg Med Chem Lett. 2000 Dec 4;10(23):2613-6
references.pmid: 11128635
references.citation: Br J Pharmacol. 2001 Oct;134(3):664-72
references.pmid: 11588122
references.citation: J Pharmacol Exp Ther. 1996 Sep;278(3):989-99
references.pmid: 8819477
references.citation: Nature. 1990 Aug 9;346(6284):561-4
references.pmid: 2165569
references.citation: Biochemistry. 2006 Aug 1;45(30):9016-22
references.pmid: 16866346
references.citation: Bioorg Med Chem. 2006 Apr 15;14(8):2850-8
references.pmid: 16403642
references.citation: Br J Pharmacol. 2007 Dec;152(7):984-6
references.pmid: 17876300
references.citation: Biochim Biophys Acta. 1998 Jun 15;1392(2-3):153-75
references.pmid: 9630590