06655
(R)-(−)-1-Aminoethylphosphonic acid
≥97.0% (NT)
Synonym(s):
L-(−)-1-Aminoethylphosphonic acid, L-Ala(P)
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About This Item
Linear Formula:
CH3CH(NH2)P(O)(OH)2
CAS Number:
Molecular Weight:
125.06
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4291032
assay
≥97.0% (NT)
optical activity
[α]20/D −4.8±0.5°, c = 5% in H2O
storage temp.
2-8°C
SMILES string
C[C@H](N)P(O)(O)=O
InChI
1S/C2H8NO3P/c1-2(3)7(4,5)6/h2H,3H2,1H3,(H2,4,5,6)/t2-/m1/s1
InChI key
UIQSKEDQPSEGAU-UWTATZPHSA-N
General description
(R)-(-)-1-Aminoethylphosphonic acid is a synthetic analog of L-alanine that shows antibacterial property.
Application
(R)-(−)-1-Aminoethylphosphonic acid can be used to prepare copper(II) heteroligand complexes, which are employed in the solution equilibrium studies.
Other Notes
Di- to tetrapeptides with this amino acid analogue at the "P-terminal" are bactericides and synergistic potentiators of penicillins and cephalophorins.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Reaction of Alanine Racemase with 1-Aminoethylphosphonic Acid Forms a Stable External Aldimine
Stamper CGF, et al.
Biochemistry, 37(29), 10438-10445 (1998)
Stabilities and coordination modes of α-alaninephosphonic acid in copper (II) heteroligand complexes with ethylenediamine, diethylenetriamine or N, N, N′, N′, N″-pentamethyldiethylene triamine in aqueous solution
Kamecka A, et al.
Journal of Solution Chemistry, 40(6), 1041-1054 (2011)
J G Allen et al.
Antimicrobial agents and chemotherapy, 16(3), 306-313 (1979-09-01)
The metabolism and pharmacokinetics of a synthetic antibacterial phosphonodipeptide, alafosfalin, have been studied in rats, baboons, and human volunteers. The compound was rapidly absorbed from the injection site after subcutaneous and intramuscular administration and gave peak plasma concentrations at 15
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 220817-5G | 04061838118615 |
| 220817-25G | 04061838118608 |