Structure via PubChem · Public domain (PubChem)
diphthamide
Sign in to saveAlso 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).
In the Vinony graph
Vinony's link graph records 54 inbound references to diphthamide, and connects out to amino acid, digital object identifier and chemical formula.
Vinony files it under Amino acids, Chembox image size set and Chemical articles with multiple compound IDs.
Vinony links it to 11 Wikipedia language editions.
Chemical data
- Formula
- C13H24N5O3+
- Molecular weight
- 298.36 g/mol
- IUPAC name
- [(2S)-1-amino-4-[5-[(2S)-2-amino-2-carboxyethyl]-1H-imidazol-2-yl]-1-oxobutan-2-yl]-trimethylazanium
- SMILES
- C[N+](C)(C)[C@@H](CCC1=NC=C(N1)C[C@@H](C(=O)O)N)C(=O)N
- InChIKey
- FOOBQHKMWYGHCE-UWVGGRQHSA-O
- XLogP
- -3.5
- Polar surface area
- 135 Ų
- H-bond donors
- 4
- H-bond acceptors
- 5
- Formal charge
- 1
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- 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⁺
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- 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.
Excerpted from Wikipedia’s “diphthamide” article, available under the CC BY-SA 4.0 licence.