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2,3-Diaminopropionic acid

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l-2,3-Diaminopropanoic acid
Names
IUPAC name
(2S)-2,3-Diaminopropanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C3H8N2O2/c4-1-2(5)3(6)7/h2H,1,4-5H2,(H,6,7)/t2-/m0/s1
    Key: PECYZEOJVXMISF-REOHCLBHSA-N
  • C([C@@H](C(=O)O)N)N
Properties
C3H8N2O2
Molar mass 104.109 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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 pyridoxal phosphate (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.
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