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Dehydroalanine

Dehydroalanine
Structural formula
Structural formula
Ball-and-stick model of the zwitterion
Ball-and-stick model of the zwitterion
Names
Preferred IUPAC name
2-Aminoprop-2-enoic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
KEGG
UNII
  • InChI=1S/C3H5NO2/c1-2(4)3(5)6/h1,4H2,(H,5,6) checkY
    Key: UQBOJOOOTLPNST-UHFFFAOYSA-N checkY
  • InChI=1/C3H5NO2/c1-2(4)3(5)6/h1,4H2,(H,5,6)
    Key: UQBOJOOOTLPNST-UHFFFAOYAW
  • C=C(C(=O)O)N
  • O=C(O)C(=C)N
Properties
C3H5NO2
Molar mass 87.08 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Dehydroalanine (Cα,β-didehydroalanine, α,β-di-dehydroalanine, 2-aminoacrylate, or 2,3-didehydroalanine) is a dehydroamino acid. It does not exist in its free form, but it occurs naturally as a residue found in peptides of microbial origin.[1] As an amino acid residue, it is unusual because it has an unsaturated backbone.[2]

  1. ^ Downs, DM; Ernst, DC (April 2015). "From microbiology to cancer biology: the Rid protein family prevents cellular damage caused by endogenously generated reactive nitrogen species". Molecular Microbiology. 96 (2): 211–9. doi:10.1111/mmi.12945. PMC 4974816. PMID 25620221.
  2. ^ Siodłak, Dawid (2015). "α,β-Dehydroamino Acids in Naturally Occurring Peptides". Amino Acids. 47 (1): 1–17. doi:10.1007/s00726-014-1846-4. PMC 4282715. PMID 25323736.

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Dehydroalanin Czech Dehydroalanin German Déshydroalanine French デヒドロアラニン Japanese Dehydroalanine Dutch Dehidroalanin SH Dehydroalanín SK Dehidroalanin Serbian

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