Chemistry:Enduracididine

Enduracididine

Names
IUPAC name 3-[(4R)-2-Imino-4-imidazolidinyl]-L-alanine
Identifiers
CAS Number	21209-39-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:73969
ChemSpider	24775830
KEGG	C20602
PubChem CID	15284838
UNII	V9U5NAX243 Y
InChI 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
SMILES C1[C@H](NC(=N)N1)C[C@@H](C(=O)O)N
Properties
Chemical formula	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).
Infobox references

Tracking categories (test):

• SizeSet

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

Biological roles

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