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L-Alanyl-L-1-aminoethylphosphonic acid

SIGMA/05260 - ≥95% (HPLC)

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

CAS Number: 60668-24-8
Empirical Formula (Hill Notation): C5H13N2O4P
Molecular Weight: 196.14
EC Number: 262-362-8
MDL Number: MFCD01569244
Linear Formula: C5H13N2O4P
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-05260-250MG 250 mg
$320.00
1/EA
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antibiotic activity spectrum Gram-negative bacteria
  Gram-positive bacteria
assay ≥95% (HPLC)
color white
form powder
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
InChI key BHAYDBSYOBONRV-IUYQGCFVSA-N
mode of action cell wall synthesis | interferes
  enzyme | inhibits
optical activity [α]20/D −45±2°, c = 1% in H2O
Quality Level 200 
SMILES string C[C@H](N)C(=O)N[C@@H](C)P(O)(O)=O
storage temp. 2-8°C
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.
Biochem/physiol Actions: 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.
General description: Chemical structure: amino acid derivatives
Other Notes: Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Moisture sensitive. Keep in a dry place.
Packaging: 250MG
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H302
Hazard Codes Xn
Risk Statements 22
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95% (HPLC)
Storage Temp. 2-8°C
UNSPSC 51101500

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