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Dehydroalanine



Dehydroalanine

Systematic (IUPAC) name
2-aminoprop-2-enoic acid
Identifiers
PubChem         123991
Chemical data
Formula C3H5NO2 
Molar mass 87.077
SMILES C=C(C(=O)O)N
Complete data

Dehydroalanine (or (alpha)-(beta)-di-dehydroalanine) is an uncommon amino acid found in peptides of microbial origin (an unsaturated amino acid).

Additional recommended knowledge

Dehydroalanine (DHA) is also found in food protein, e.g., casein, that have been heated and/or treated with alkali (e;g., NaOH). These treatments can dehydrate serine in the protein chain. In food DHA frequently alkylates lysine to yield the crosslinking aminoacid lysinoalanine (LAL). LAL itself can be toxic, particularly to the kidney of rats.

Many dehydroalanine-containing peptides are toxic or antibiotic. They are a part of lantibiotics or microcystins.

References

  1. a  PubChem 123991

See also

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Dehydroalanine". A list of authors is available in Wikipedia.
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