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05260 Sigma

L-Alanyl-L-1-aminoethylphosphonic acid

≥98.0% (T)

Synonym: (S)-Alanyl-(R)-1-aminoethylphosphonic acid, Alafosfalin, Alaphosphin

  • CAS Number 60668-24-8

  • Empirical Formula (Hill Notation) C5H13N2O4P

  • Molecular Weight 196.14

  •  Beilstein Registry Number 4801790

  •  EC Number 262-362-8

  •  MDL number MFCD01569244

  •  PubChem Substance ID 329747669

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Properties

Related Categories A - K, Amino Acid Derivatives, Antibacterial, Antibiotics, Antibiotics A to Z,
InChI Key   BHAYDBSYOBONRV-IUYQGCFVSA-N
assay   ≥98.0% (T)
optical activity   [α]20/D −45±2°, c = 1% in H2O
Mode of action   cell wall synthesis | interferes
  enzyme | inhibits
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
storage temp.   2-8°C

Description

Application

Alaphosphin is used as a selection agent for isolation of Salmonella and as a dipeptide mimetic antibacterial agent.

Biochem/physiol Actions

Alaphosphin is an antibacterial phosphonopeptide which mimics the terminal dipeptide moiety (D-Ala-D-Ala) of bacterial cell wall peptidoglycan . It metabolizes aminophosphonic acid which inhibits alanine racemase and uridine 5-diphosphate-N-acetylmuramoylalanine synthetase.

Alaphosphin is used as a selection agent for isolation of Salmonella and as a dipeptide mimetic antibacterial agent. It metabolizes aminophosphonic acid which inhibits alanine racemase and uridine 5-diphosphate-N-acetylmuramoylalanine synthetase.

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Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

Protocols & Articles
Peer-Reviewed Papers
15

References

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