词条 | Felinine |
释义 |
| verifiedrevid = 443752663 | ImageFile=Felinine chemical structure.svg | ImageSize=200px | IUPACName=(2R)-2-Amino-3-[(3-hydroxy-1,1-dimethylpropyl)thio]propanoic acid | OtherNames= |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 144304 | InChI = 1/C8H17NO3S/c1-8(2,3-4-10)13-5-6(9)7(11)12/h6,10H,3-5,9H2,1-2H3,(H,11,12)/t6-/m0/s1 | InChIKey = IFERABFGYYJODC-LURJTMIEBQ | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C8H17NO3S/c1-8(2,3-4-10)13-5-6(9)7(11)12/h6,10H,3-5,9H2,1-2H3,(H,11,12)/t6-/m0/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = IFERABFGYYJODC-LURJTMIESA-N | CASNo_Ref = {{cascite|correct|??}} | CASNo=471-09-0 | PubChem=164607 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 39390 | SMILES = O=C(O)[C@@H](N)CSC(CCO)(C)C }} |Section2={{Chembox Properties | Formula=C8H17NO3S | MolarMass=207.29 g/mol | Appearance= | Density= | MeltingPt= | BoilingPt= | Solubility= |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }}Felinine, also known as (R)-2-amino-3-(4-hydroxy-2-methylbutan-2-ylthio)propanoic acid, is a chemical compound and amino acid found in cat urine and a precursor via microbial lyase of the putative cat pheromone and thiol called 3-mercapto-3-methylbutan-1-ol (MMB).[1][2][3] Felinine is excreted by selected Felidae species including bobcats, Chinese desert cats, the kodkod, and domestic cats. Felinine synthesis occurs in the liver through a condensation reaction of glutathione and isopentenyl pyrophosphate to form 3-mercaptobutanolglutathionine (3-MBG).[4] In the kidney 3-MBG is hydrolysed and felinine partly acetylated. Cauxin assists in the hydrolysis of the dipeptide (felinylglycine) to increase the concentration of urinary felinine.[5] Urine of domestic cats may contain a series of felinine-containing compounds including free felinine, acetylfelinine, felinylglycine and 3-MBG.[6] See also
References1. ^Discovery of felinine: Westall, R. G. "Amino acids and other ampholytes of urine. II. Isolation of a new sulfur-containing amino acid from cat urine" Biochemical Journal (1953), 55, 244-8. {{biochem-stub}}2. ^{{cite journal|author1=W.H. Hendriks |author2=P.J. Moughan |author3=M.F. Tarttelin |author4=A.D. Woolhouse | year = 1995| title = Felinine: a urinary amino acid of Felidae| journal = Comp. Biochem. Physiol. | volume = 112B| issue = 4| pages = 581–588}} 3. ^{{cite book|author=P. David Josephy|title=Molecular Toxicology|url=https://books.google.com/books?id=mKQNHM9sg_EC&pg=PA376|accessdate=29 July 2013|date=28 January 2006|publisher=Oxford University|isbn=978-0-19-977145-5|page=376}} 4. ^{{cite journal |author1=K.J. Rutherfurd |author2=S.M. Rutherfurd |author3=P.J. Moughan |author4=W.H. Hendriks | date=January 2002| title = Isolation and Characterization of a Felinine-containing Peptide from the Blood of the Domestic Cat (Felis catus)| journal = J. Biol. Chem.| volume = 277| issue = 1| pages = 114–119 | doi = 10.1074/jbc.M107728200 | pmid = 11698402}} 5. ^{{cite journal|author1=M. Miyazaki |author2=T. Yamashita |author3=Y. Suzuki |author4=Y. Saito |author5=S. Soeta |author6=H. Taira |author7=A. Suzuki | date=October 2006| title = A major urinary protein of the domestic cat regulates the production of felinine, a putative pheromone precursor| journal = Chem. Biol.| volume = 13| issue = 10| pages = 1071–1079| pmid = 17052611| doi = 10.1016/j.chembiol.2006.08.013| format = pdf}} 6. ^{{cite journal|author1=W.H. Hendriks |author2=D.R.K. Harding |author3=K.J. Rutherfurd-Markwick | year = 2004| title = Isolation and characterisation of renal metabolites of g-glutamylfelinylglycine in the urine of the domestic cat (Felis catus)| journal = Comp. Biochem. Phys.| volume = 139 | pages = 245–251| doi = 10.1016/j.cbpc.2004.07.007| pmid = 15465671| issue = 2}} 1 : Sulfur amino acids |
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