2,3-Diaminopropionic acid explained

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

Biosynthesis

2,3-Diaminopropionate is formed by the pyridoxal phosphate (PLP) mediated amination of serine.

Notes and References

1. Frenkel-Pinter M, Haynes JW, C M, Petrov AS, Burcar BT, Krishnamurthy R, Hud NV, Leman LJ, Williams LD . 6 . Selective incorporation of proteinaceous over nonproteinaceous cationic amino acids in model prebiotic oligomerization reactions . Proceedings of the National Academy of Sciences of the United States of America . 116 . 33 . 16338–16346 . August 2019 . 31358633 . 6697887 . 10.1073/pnas.1904849116 . free .
2. Rogers EW, Molinski TF . Asymmetric synthesis of diastereomeric diaminoheptanetetraols. A proposal for the configuration of (+)-zwittermicin a . Organic Letters . 9 . 3 . 437–40 . February 2007 . 17249781 . 2729442 . 10.1021/ol062804a .
3. Thomas MG, Chan YA, Ozanick SG . Deciphering tuberactinomycin biosynthesis: isolation, sequencing, and annotation of the viomycin biosynthetic gene cluster . Antimicrobial Agents and Chemotherapy . 47 . 9 . 2823–30 . September 2003 . 12936980 . 182626 . 10.1128/AAC.47.9.2823-2830.2003 .