L-AP3

Names

[ Name ]:
L-AP3

[Synonym ]:
(2S)-2-amino-3-phosphonopropionic acid
L(+)-2-Amino-3-phosphonopropionic acid
L(+)-2-Amino-3-phosphonopropionic acidL-AP3
(R)-2-Amino-3-phosphonopropanoic acid
(R)-(+)-2-AMINO-3-PHOSPHONOPROPIONIC ACID
L-AP3
(S)-(+)-2-amino-3-phosphonopropanoic acid
3-PHOSPHONO-L-ALANINE
MFCD00083169
Phosphonoalanine
(2R)-2-Amino-3-phosphonopropionic acid
L(+)-2-AMINO-3-PHOSPHONOPROPANOIC ACID
phosphoserine

Biological Activity

[Description]:

L-AP3, metabotropic glutamate receptor (mGluR) antagonist, inhibits D-phosphoserine and L-phosphoserine with IC50s of 368 μM and 2087 μM, respectively[1].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> mGluR

Research Areas >> Neurological Disease

[In Vitro]

L-AP3 inhibits D-phosphoserine and L-phosphoserine with Kis of 151 μM and 845 μM, respectively[1]. L-AP3 has agonistic activity in enhancing phospholipase D activity and decreasing CAMP formation in rat hippocampus[1]. L-AP3 may have selectivity for Group II subtypes since it inhibits [3H]glutamate binding to mGlu3, receptors (Ki 125 μM)[1]. L-AP3 is a potent inhibitor of sodium-dependent L-[3H]glutamate uptake in cerebellar and cortical synaptosomes (39 and 110 μM, respectively)[1].

[In Vivo]

L-AP3 has anticonvulsant activity in animals. L-AP3 blocks audiogenic seizures in DBA/2 mice[1].

[References]

[1]. J E Hawkinson, et al. The metabotropic glutamate receptor antagonist L-2-amino-3-phosphonopropionic acid inhibits phosphoserine phosphatase. Eur J Pharmacol. 1996 Jun 27;307(2):219-25.

Chemical & Physical Properties

[ Density]:
1.763 g/cm3

[ Boiling Point ]:
481.6ºC at 760 mmHg

[ Melting Point ]:
227-229ºC

[ Molecular Formula ]:
C₃H₈NO₅P

[ Molecular Weight ]:
169.07

[ Flash Point ]:
245.1ºC

[ Exact Mass ]:
169.01400

[ PSA ]:
130.66000

[ Vapour Pressure ]:
1.34E-10mmHg at 25°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2931900090

Preparation

Customs

[ HS Code ]: 2931900090

[ Summary ]:
2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%