Enduracididine

Chemical compound From Wikipedia, the free encyclopedia

Enduracididine is a non-proteinogenic α-amino acid that is a cyclic analogue of arginine.[1] It is not genetically encoded into peptide sequences, but rather is generated as a posttranslational modification.

Quick facts Names, Identifiers ...
Enduracididine
Names
IUPAC name
3-[(4R)-2-Imino-4-imidazolidinyl]-L-alanine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
UNII
  • InChI=1S/C6H12N4O2/c7-4(5(11)12)1-3-2-9-6(8)10-3/h3-4H,1-2,7H2,(H,11,12)(H3,8,9,10)/t3-,4+/m1/s1
    Key: VFXRPXBQCNHQRQ-DMTCNVIQSA-N
  • InChI=1/C6H12N4O2/c7-4(5(11)12)1-3-2-9-6(8)10-3/h3-4H,1-2,7H2,(H,11,12)(H3,8,9,10)/t3-,4+/m1/s1
    Key: VFXRPXBQCNHQRQ-DMTCNVIQBA
  • C1[C@H](NC(=N)N1)C[C@@H](C(=O)O)N
Properties
C6H12N4O2
Molar mass 172.188 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Biological roles

Enduracididine occurs rarely in nature, appearing principally in peptide antibiotics such as the antibacterial compounds enramycin and teixobactin.[2]

References

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