Alfa-linoleinska kiselina
| α-Linoleinska kiselina | |||
|---|---|---|---|
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| Drugi nazivi | ALA; Linoleinska kiselina; cis,cis,cis-9,12,15-Oktadekatrienska kiselina; (9Z,12Z,15Z)-9,12,15-Oktadekatrienoiska kiselina; (9Z,12Z,15Z)-oktadeka-9,12,15-trienoiska kiselina;[1] Industren 120 | ||
| Identifikacija | |||
| CAS registarski broj | 463-40-1 
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| PubChem[2][3] | 5280934 | ||
| ChemSpider[4] | 4444437
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| UNII | 0RBV727H71
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| DrugBank | DB00132 | ||
| ChEBI | 27432 | ||
| ChEMBL[5] | CHEMBL8739
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| Jmol-3D slike | Slika 1 Slika 2 | ||
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| Svojstva | |||
| Molekulska formula | C18H30O2 | ||
| Molarna masa | 278.43 g mol−1 | ||
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Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala | |||
| Infobox references | |||
α-Linoleinska kiselina je ogransko jedinjenje nađeno u mnogim biljnim uljima. Njena struktura se naziva sve-cis-9,12,15-oktadekatrienoinska kiselina.[6] U fiziološkoj literaturi, ona je poznata kao 18:3 (n−3).
α-Linoleinska kiselina je karboksilna kiselina sa 18-ugljenika dugim lancom i tri cis dvostruke veze. Prva dvostruka veza je locirana na trećem ugljeniku sa metilnog kraja lanca masne kiseline, poznatom kao n kraj. α-linoleinska kiseline je polinezasićena n−3 (omega-3) masna kiselina. Ona je izomer gama-linoleinske kiseline, polinezasićene n−6 (omega-6) masne kiseline.
Alfa-linoleinsku kiselinu je privi izolovao Rolet.[7][8][9] Prvi put je bila veštaćki sintetisana 1995.[10]
- ↑ Loreau O, Maret A, Poullain D, Chardigny JM, Sébédio JL, Beaufrère B, Noël JP (2000). „Large-scale preparation of (9Z,12E)-1-(13)C-octadeca-9,12-dienoic acid, (9Z,12Z,15E)-1-(13)C-octadeca-9,12,15-trienoic acid and their 1-(13)C all-cis isomers”. Chemistry and physics of lipids 106 (1): 65–78. PMID 10878236.
- ↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519.
- ↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
- ↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846.
- ↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594.
- ↑ Beare-Rogers (2001). „IUPAC Lexicon of Lipid Nutrition” (pdf). Pristupljeno 22. 2. 2006.
- ↑ Rollett, A. (1909). Z. Physiol. Chem.. 62. pp. 422.
- ↑ J. W. McCutcheon (1955), „Linolenic Acid”, Organic Syntheses; Coll. Vol. 3: 351
- ↑ Green, TG; Hilditch, TP (1935). „The identification of linoleic and linolenic acids”. Biochem. J. 29 (7): 1552–63. PMC 1266662. PMID 16745822.
- ↑ Sandri, J.; Viala, J. (1995). „Direct preparation of (Z,Z)-1,4-dienic units with a new C6 homologating agent: synthesis of alpha-linolenic acid”. Synthesis 3: 271–275.
