Diftamid

Diftamid
	2-Amino-3-[2-(3-karbamoil-3-trimetilamonio-propil)-3H-imidazol-4-il]propanoat
Identifikacija
CAS registarski broj	75645-22-6
PubChem	6438375
ChemSpider	4942856
Jmol-3D slike	Slika 1; Slika 2
SMILES
	C[N+](C)(C)C(CCC1=NC=C(N1)CC(C(=O)[O-])N)C(=O)N [O-]C(=O)C(N)Cc1cnc(n1)CCC(C(=O)N)[N+](C)(C)C
InChI
	InChI=1S/C13H23N5O3/c1-18(2,3)10(12(15)19)4-5-11-16-7-8(17-11)6-9(14)13(20)21/h7,9-10H,4-6,14H2,1-3H3,(H3-,15,16,17,19,20,21) ; Kod: FOOBQHKMWYGHCE-UHFFFAOYSA-N InChI=1/C13H23N5O3/c1-18(2,3)10(12(15)19)4-5-11-16-7-8(17-11)6-9(14)13(20)21/h7,9-10H,4-6,14H2,1-3H3,(H3-,15,16,17,19,20,21); Kod: FOOBQHKMWYGHCE-UHFFFAOYAN
Svojstva
Molekulska formula	C13H23N5O3
Molarna masa	297.35 g mol−1
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Diftamid je modifikovana histidinska aminokiselina prisutna u eukariotiskom elongacionom faktoru 2 (eEF-2).^[4]

On se obično nalazi u poziciji H715 sisarskog eEF-2 (H699 kod kvasca). Ovaj ostatak modifikuje protein kodiran OVCA1 genom (njegov homolog kod miševa je DPH1). DPH1 nokaut miševi ne mogu da opstanu, dok heterozigoti razvijaju razne tipove karcinoma i sarkoma. Kod ljudi, OVCA1 je često mutiran kod raka jajnika. Do gubitka heterozigoznosti dolazi kod 50% benignih tumora, i 90% tumora jajnika.

Diftamid se ADP-ribozilira posredstvom difteričnog toksina, po čemu je dobio ime. Ova promena inaktivira elongacioni faktor.

Reference

↑ 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. edit
↑ 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. edit
↑ Alexey G. Ryazanov, Brian B. Rudkin, Alexander S. Spirin (July 1991). „Regulation of protein synthesis at the elongation stage New insights into the control of gene expression in eukaryotes”. FEBS Letters 285: 170–175.

[1] 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. edit

[2] 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.

[3] 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. edit

[4] Alexey G. Ryazanov, Brian B. Rudkin, Alexander S. Spirin (July 1991). „Regulation of protein synthesis at the elongation stage New insights into the control of gene expression in eukaryotes”. FEBS Letters 285: 170–175.

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