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diphthamide

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Also known as (2S)-2-amino-3-[2-[(3S)-4-amino-4-oxo-3-(trimethylazaniumyl)butyl]-1H-imidazol-5-yl]propanoate

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

Wikidata facts

Mass
298.18736604809
Show 3 more facts
canonical SMILES
C[N+](C)(C)C(CCC1=NC=C(N1)CC(C(=O)O)N)C(=O)N
isomeric SMILES
C[N+](C)(C)[C@@H](CCC1=NC=C(N1)C[C@@H](C(=O)O)N)C(=O)N
chemical formula
C₁₃H₂₄N₅O₃⁺
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Article

3 sections
Contents
  • Structure and biosynthesis
  • Biological function
  • 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. Besides this toxin, it is also targeted by exotoxin A from Pseudomonas aeruginosa. It is the only target of these toxins.

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