12-O-Tetradekanoilforbol-13-acetat

12-O-tetradekanoilforbol-13-acetat (TPA) (tetradekanoilforbol acetat, tetradekanoil forbol acetat, forbol 12-miristat 13-acetat, PMA) je diestar forbola i potentan promoter tumora koji se često koristi u biomedicinskim istraživanjima za aktiviranje prenosa signala enzima proteinska kinaza C (PKC).[4][5][6] TPA deluje na PKC usled njegove sličnosti sa prirodnim aktivatorom klasičnih PKC izoformi, diacilglicerolom.

12-O-Tetradekanoilforbol-13-acetat
TPA
Nazivi
IUPAC naziv
(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(acetiloksi)-4a,7b-dihidroksi-3-(hidroksimetil)-1,1,6,8-tetrametil-5-okso-1a,1b,4,4a,5,7a,7b,8,9,9a-dekahidro-H-ciklopropa[3,4]benzo[1,2-e]azulen-9-il miristat
Drugi nazivi
TPA, PMA, Forbol miristat acetat,
Tetradekanoilforbol acetat.
Identifikacija
3D model (Jmol)
ChemSpider
ECHA InfoCard 100.109.485
KEGG[1]
  • CCCCCCCCCCCCCC(=O)O[C@@H]2C(C)[C@]1(O)C4/C=C(/C)C(=O)[C@@]4(O)CC(\CO)=C/[C@H]1[C@H]3[C@]2(OC(C)=O)C3(C)C
Svojstva
C36H56O8
Molarna masa 616,83 g/mol
Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
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Reference infokutije

TPA se istražuje kao potencijalni lek za tretman hematološkog kancera.

Reference уреди

  1. ^ Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H. 
  2. ^ 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. PMID 20970519. doi:10.1016/j.drudis.2010.10.003.  уреди
  3. ^ 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. 
  4. ^ Castagna; et al. (1982). „Direct activation of calcium-activated, phospholipid-dependent protein kinase by tumor-promoting phorbol esters”. Journal of Biological Chemistry. 257 (13): 7847—7851. PMID 7085651. doi:10.1016/S0021-9258(18)34459-4 . 
  5. ^ Blumberg (1988). „Protein kinase C as the receptor for the phorbol ester tumor promoters: Sixth Rhoads memorial award lecture”. Cancer Research. 48 (1): 1—8. PMID 3275491. 
  6. ^ Niedel; et al. (1983). „Phorbol Diester Receptor Copurifies with Protein Kinase C”. Proceedings of the National Academy of Sciences. 80 (1): 36—40. Bibcode:1983PNAS...80...36N. PMC 393304 . PMID 6296873. doi:10.1073/pnas.80.1.36 . 

Spoljašnje veze уреди