Diphthamide

Diphthamide
Diphthamide
Identifiers
CAS number 75645-22-6
PubChem 6438375
ChemSpider 4942856 YesY
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C13H23N5O3
Molar mass 297.35 g mol−1
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

It is usually found at position H715 in mammalian eEF2 (H699 in yeast). This residue is modified by the protein encoded by the OVCA1 gene (homolog of DPH1 in mice). DPH1 knockout mice are inviable while heterozygotes develop diverse types of carcinomas and sarcomas. In humans, OVCA1 is frequently found mutated in ovarian cancer. Loss of heterozygosity has taken place in 50% of benign tumours, and 90% of end-stage ovarian tumours.

It is ADP-ribosylated by diphtheria toxin, hence the name, which renders the elongation factor inactive.


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  • diphthamide — noun A modified histidine amino acid which renders the elongation factor inactive …   Wiktionary

  • NAD(+)—diphthamide ADP-ribosyltransferase — NAD+ diphthamide ADP ribosyltransferase Identifiers EC number 2.4.2.36 CAS number 52933 21 8 …   Wikipedia

  • NAD+-diphthamide ADP-ribosyltransferase — In enzymology, a NAD+ diphthamide ADP ribosyltransferase (EC number|2.4.2.36) is an enzyme that catalyzes the chemical reaction:NAD+ + peptide diphthamide ightleftharpoons nicotinamide + peptide N (ADP D ribosyl)diphthamideThus, the two… …   Wikipedia

  • Diphtheria toxin — Diphtheria toxin, C domain complex of diphtheria toxin and heparin binding epidermal growth factor Identifiers Symbol Diphtheria C Pfam …   Wikipedia

  • Diphthine—ammonia ligase — Identifiers EC number 6.3.2.22 CAS number 114514 33 9 …   Wikipedia

  • DPH5 — homolog (S. cerevisiae) Identifiers Symbols DPH5; CGI 30; HSPC143; MGC61450; NPD015 External IDs …   Wikipedia

  • Diphthine-ammonia ligase — In enzymology, a diphthine ammonia ligase (EC number|6.3.2.22) is an enzyme that catalyzes the chemical reaction:ATP + diphthine + NH3 ightleftharpoons ADP + phosphate + diphthamideThe 3 substrates of this enzyme are ATP, diphthine, and NH3,… …   Wikipedia

  • DPH1 — homolog (S. cerevisiae) Identifiers Symbols DPH1; DPH2L; DPH2L1; FLJ33211; OVCA1 External IDs …   Wikipedia

  • Diphthine synthase — Identifiers EC number 2.1.1.98 CAS number 114514 25 9 …   Wikipedia

  • Amino acid — This article is about the class of chemicals. For the structures and properties of the standard proteinogenic amino acids, see Proteinogenic amino acid. The generic structure of an alpha amino acid in its unionized form …   Wikipedia

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