05260
L-Alanyl-L-1-aminoethylphosphonic acid
≥95% (HPLC)
Synonym(s):
(S)-Alanyl-(R)-1-aminoethylphosphonic acid, Alafosfalin, Alaphosphin
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About This Item
Empirical Formula (Hill Notation):
C5H13N2O4P
CAS Number:
Molecular Weight:
196.14
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
262-362-8
Beilstein/REAXYS Number:
4801790
MDL number:
assay
≥95% (HPLC)
form
powder
optical activity
[α]20/D −45±2°, c = 1% in H2O
color
white
antibiotic activity spectrum
Gram-negative bacteria, Gram-positive bacteria
mode of action
cell wall synthesis | interferes, enzyme | inhibits
storage temp.
2-8°C
SMILES string
C[C@H](N)C(=O)N[C@@H](C)P(O)(O)=O
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
General description
Chemical structure: amino acid derivatives
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.
Packaging
250MG
Other Notes
Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Moisture sensitive. Keep in a dry place.
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Effect of food on the bioavailability of alafosfalin, a new antibacterial agent.
P G Welling et al.
The Journal of antimicrobial chemotherapy, 6(3), 373-379 (1980-05-01)
M Arisawa et al.
Antimicrobial agents and chemotherapy, 21(5), 706-710 (1982-05-01)
Potentiating activity of alafosfalin was examined in detail with 8 cephalosporins and mecillinam against 164 urinary bacteria representing 8 genera. Alafosfalin was generally comparable in activity to cefamandole and mecillinam but superior to other cephalosporins tested. When the minimal fractional
G T De Sanctis et al.
The European respiratory journal, 7(9), 1616-1621 (1994-09-01)
Therapy with exogenous surfactants is currently used for the treatment of respiratory distress syndrome of the newborn (RDS) and is under investigation for treatments related to adult RDS. However, the possible use of exogenous surfactant as a means of enhancing
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 05670-100G | 04061838642370 |
| 93791-50MG | 04061833283233 |
| 05670-25G | 04061838642387 |
| 1012939-200MG | 04061838667694 |
| A0349000 | 04061833791264 |
| PHR1364-500MG | 04061834416111 |
| 05260-250MG | 04061832985176 |