Dehydroalanine

Dehydroalanine
Names
	Preferred IUPAC name 2-Aminoprop-2-enoic acid
Identifiers
CAS Number	1948-56-7 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:17123 ;
ChemSpider	110510 ;
DrugBank	DB02688 ;
KEGG	C02218 ;
PubChem CID	123991;
UNII	98RA387EKY ;
CompTox Dashboard (EPA)	DTXSID90173131 ;
	InChI InChI=1S/C3H5NO2/c1-2(4)3(5)6/h1,4H2,(H,5,6) Key: UQBOJOOOTLPNST-UHFFFAOYSA-N ; InChI=1/C3H5NO2/c1-2(4)3(5)6/h1,4H2,(H,5,6) Key: UQBOJOOOTLPNST-UHFFFAOYAW;
	SMILES C=C(C(=O)O)N; O=C(O)C(=C)N;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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]

^ 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.
^ 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.

[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.

[DS-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.

[1]

[2]