2,3-Diaminopropionic acid

L-2,3-Diaminopropanoic acid

Names
IUPAC name (2S)-2,3-Diaminopropanoic acid
Identifiers
CAS Number	4033-39-0
ChEBI	CHEBI:16303
Jmol interactive 3D	Image
PubChem	97328
InChI InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1 Key: PECYZEOJVXMISF-REOHCLBHSA-N
SMILES C([C@@H](C(=O)O)N)N
Properties
Chemical formula	C3H8N2O2
Molar mass	104.11 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2,3-Diaminopropionic acid (2,3-diaminopropionate) is a non-proteinogenic amino acid found in certain secondary metabolites, including zwittermicin A^[1] and tuberactinomycin.^[2]

Biosynthesis

2,3-Diaminopropionate is formed by the PLP mediated amination of serine.

Biosynthesis of L-2,3 Diaminopropionate

References

1. Rogers EW, Molinski TF (February 2007). "Asymmetric synthesis of diastereomeric diaminoheptanetetraols. A proposal for the configuration of (+)-zwittermicin a". Org. Lett. 9 (3): 437–40. doi:10.1021/ol062804a. PMC 2729442. PMID 17249781.
2. Michael G. Thomas (2003). "ADeciphering Tuberactinomycin Biosynthesis: Isolation, Sequencing, and Annotation of the Viomycin Biosynthetic Gene Cluster". Antimicrob Agents Chemother. 47 (9): 2823–2830. doi:10.1128/AAC.47.9.2823-2830.2003. PMC 182626. PMID 12936980.