Alafosfalin, also known as alaphosphin, is an phosphonodipeptide with antibacterial[1] and antifungal[2] properties.

Alafosfalin
Names
IUPAC name
((1R)-1-(((2S)-2-Aminopropanoyl)amino]ethyl)phosphonic acid
Other names
Alaphosphin
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.056.675 Edit this at Wikidata
UNII
  • InChI=1S/C5H13N2O4P/c1-3(6)5(8)7-4(2)12(9,10)11/h3-4H,6H2,1-2H3,(H,7,8)(H2,9,10,11)/t3-,4+/m0/s1
    Key: BHAYDBSYOBONRV-IUYQGCFVSA-N
  • InChI=1/C5H13N2O4P/c1-3(6)5(8)7-4(2)12(9,10)11/h3-4H,6H2,1-2H3,(H,7,8)(H2,9,10,11)/t3-,4+/m0/s1
    Key: BHAYDBSYOBONRV-IUYQGCFVBQ
  • C[C@@H](C(=O)N[C@@H](C)P(=O)(O)O)N
Properties
C5H13N2O4P
Molar mass 196.143 g·mol−1
Melting point 295–297 °C (563–567 °F; 568–570 K) (decomp)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ Atherton, Frank R.; Hassall, Cedric H.; Lambert, Robert W. (January 1986). "Synthesis and structure-activity relationships of antibacterial phosphonopeptides incorporating (1-aminoethyl)phosphonic acid and (aminomethyl)phosphonic acid". Journal of Medicinal Chemistry. 29 (1): 29–40. doi:10.1021/jm00151a005. PMID 3510298.
  2. ^ Khomutov, Radii M.; Osipova, Tatyana I.; Khurs, Elena N.; Dzhavakhiya, Vitalii G. (November 2008). "Synthesis of alafosfalin and its phosphinic analogue and their fungicidal activity". Mendeleev Communications. 18 (6): 295–296. doi:10.1016/j.mencom.2008.11.001.