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A6801

(R)-(−)-1-Aminoethylphosphonic acid

Name: (<I>R</I>)-(−)-1-Aminoethylphosphonic acid
Brand: SIGMA

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:

60687-36-7

Molecular Weight:

125.06

PubChem Substance ID:

24891139

UNSPSC Code:

12352000

Beilstein/REAXYS Number:

4291032

MDL number:

MFCD00066502

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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

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P305 + P351 + P338

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

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Certificates of Analysis (COA)

Lot/Batch Number

080H2615

063K3414

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Slow-binding and competitive inhibition of 8-amino-7-oxopelargonate synthase, a pyridoxal-5'-phosphate-dependent enzyme involved in biotin biosynthesis, by substrate and intermediate analogs. Kinetic and binding studies.

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

[Kinetic characteristics and enantioselective action of penicillinase in the hydrolysis reaction of N-phenylacetyl derivatives of 1-aminoethylphosphonic acid and its esters].

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

Inhibition of alanine racemase by alanine phosphonate: detection of an imine linkage to pyridoxal 5'-phosphate in the enzyme-inhibitor complex by solid-state 15N nuclear magnetic resonance.

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

Synthesis and structure-activity relationships of antibacterial phosphonopeptides incorporating (1-aminoethyl)phosphonic acid and (aminomethyl)phosphonic acid.

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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