Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

367559

Sigma-Aldrich

(S)-(+)-1-Aminoethylphosphonic acid

99%

Synonym(s):

D-(+)-1-Aminoethylphosphonic acid, D-Ala(P)

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3CH(NH2)P(O)(OH)2
CAS Number:
66068-76-6
Molecular Weight:
125.06
Beilstein/REAXYS Number:
4291033
MDL number:
MFCD00066503
UNSPSC Code:
12352116
PubChem Substance ID:
24862769
NACRES:
NA.22

Quality Level

100

assay

99%

form

solid

optical activity

[α]20/D +4.8°, c = 5 in H2O

mp

290 °C (dec.) (lit.)

functional group

amine

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-/m0/s1

InChI key

UIQSKEDQPSEGAU-REOHCLBHSA-N

Looking for similar products? Visit Product Comparison Guide

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBC7827
14508MX

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service