A6801
(R)-(−)-1-Aminoethylphosphonic acid
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
PubChem Substance ID:
UNSPSC Code:
12352000
Beilstein/REAXYS Number:
4291032
MDL number:
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
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
13 - Non 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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D A Mironenko et al.
Biokhimiia (Moscow, Russia), 55(6), 1124-1131 (1990-06-01)
Penicillin acylase from E. coli (EC 3.5.1.11) was found to hydrolyze N-phenylacetylated 1-aminoethylphosphonic acid and its esters. The enzyme preferentially converts the R-form of the substrates: the ratios of the bimolecular rate constants of penicillin acylasecatalyzed hydrolysis of R- and
V Copié et al.
Biochemistry, 27(14), 4966-4970 (1988-07-12)
Inhibition of alanine racemase from the Gram-positive bacterium Bacillus stearothermophilus by (1-aminoethyl) phosphonic acid (Ala-P) proceeds via a two-step reaction pathway in which reactivation occurs very slowly. In order to determine the mechanism of inhibition, we have recorded low-temperature, solid-state
O Ploux et al.
European journal of biochemistry, 259(1-2), 63-70 (1999-01-23)
8-Amino-7-oxopelargonate synthase catalyzes the first committed step of biotin biosynthesis in micro-organisms and plants. Because inhibitors of this pathway might lead to antibacterials or herbicides, we have undertaken an inhibition study on 8-amino-7-oxopelargonate synthase using six different compounds. d-Alanine, the
F R Atherton et al.
Journal of medicinal chemistry, 29(1), 29-40 (1986-01-01)
Phosphonodipeptides and phosphonooligopeptides based on L- and D-(1-aminoethyl)phosphonic acids L-Ala(P) and D-Ala(P) and (aminomethyl)phosphonic acid Gly(P) at the acid terminus have been synthesized and investigated as antibacterial agents, which owe their activity to the inhibition of bacterial cell-wall biosynthesis. A
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