Diphthamide

Diphthamide
Names
	IUPAC name 2-Amino-3-[2-(3-carbamoyl-3-trimethylammonio-propyl)-3H-imidazol-4-yl]propanoate
Identifiers
CAS Number	75645-22-6 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	4942856 ;
PubChem CID	6438375;
UNII	86L3ZZ4408 ;
CompTox Dashboard (EPA)	DTXSID60904010 ;
	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) Key: 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) Key: FOOBQHKMWYGHCE-UHFFFAOYAN;
	SMILES C[N+](C)(C)C(CCC1=NC=C(N1)CC(C(=O)[O-])N)C(=O)N; [O-]C(=O)C(N)Cc1cnc([nH]1)CCC(C(=O)N)[N+](C)(C)C;
Properties
Chemical formula	C13H23N5O3
Molar mass	297.354 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Diphthamide is a post-translationally modified histidine amino acid found in archaeal and eukaryotic elongation factor 2 (eEF-2).

Dipthamide is named after the toxin produced by the bacterium Corynebacterium diphtheriae, which targets diphthamide.^[1] Besides this toxin, it is also targeted by exotoxin A from Pseudomonas aeruginosa.^[1]^[2] It is the only target of these toxins.^[2]

^ ^a ^b Cite error: The named reference pmc4280834 was invoked but never defined (see the help page).
^ ^a ^b Liu S, Wiggins JF, Sreenath T, Kulkarni AB, Ward JM, Leppla SH (May 2006). "Dph3, a small protein required for diphthamide biosynthesis, is essential in mouse development". Molecular and Cellular Biology. 26 (10): 3835–3841. doi:10.1128/MCB.26.10.3835-3841.2006. PMC 1488998. PMID 16648478.