DL-AP4

Names

[ Name ]:
DL-AP4

[Synonym ]:
[3H]-(+/-)-AP 4
DL-2-amino-4-phosphonobutyric acid
DL-2-AMINO-4-(DIHYDROXYPHOSPHINYL)BUTANOIC ACID
2-amino-4-phosphonobutyric acid
DL-AP4

Biological Activity

[Description]:

DL-AP4 (2-Amino-4-phosphonobutyric acid) is a glutamate antagonist. DL-AP4 behaves as a competitive inhibitor of glutamate binding with an apparent Kd of 66 μM. DL-AP4 can be used for the research of central nervous system and visual system[1][2][3].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

Research Areas >> Neurological Disease

[Target]

Glutamate[1]

[In Vitro]

DL-AP4 (500 μM) reduces the tonic inward current by closing ion channels at holding potentials of -33 mV in isolated rod bipolar cells[1]. DL-AP4 (0.1 M; 1h) antagonizes the excitatory action of glutamate applied iontophoretically to receptors present in the locust muscle membrane[2]. DL-AP4 (compound 2) antagonizes excitatory synapses in the lateral perforant path of the rat hippocampal slice with an apparent Kd of 2.5 μM[3].

[References]

[1]. Cull-Candy SG, et al. 2-Amino-4-phosphonobutyric acid as a glutamate antagonist on locust muscle. Nature. 1976 Jul 29;262(5567):408-9.

[2]. Yamashita M, et al. Responses of rod bipolar cells isolated from the rat retina to the glutamate agonist 2-amino-4-phosphonobutyric acid (APB). J Neurosci. 1991 Aug;11(8):2372-82.

[3]. Crooks SL, et al. Cyclic analogues of 2-amino-4-phosphonobutanoic acid (APB) and their inhibition of hippocampal excitatory transmission and displacement of [3H]APB binding. J Med Chem. 1986 Oct;29(10):1988-95.

Chemical & Physical Properties

[ Molecular Formula ]:
C₄H₁₀NO₅P

[ Molecular Weight ]:
183.10000

[ Exact Mass ]:
183.03000

[ PSA ]:
130.66000

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: ES7191700

CHEMICAL NAME :: Butyric acid, 2-amino-4-phosphono-

CAS REGISTRY NUMBER :: 6323-99-5

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C4-H10-N-O5-P

MOLECULAR WEIGHT :: 183.12

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 880 mg/kg

TOXIC EFFECTS :: Behavioral - changes in motor activity (specific assay) Nutritional and Gross Metabolic - body temperature decrease

REFERENCE :: PJPPAA Polish Journal of Pharmacology and Pharmacy. (ARS Polona, POB 1001, 00-068 Warsaw 1, Poland) V.25- 1973- Volume(issue)/page/year: 37,575,1985

Safety Information

[ HS Code ]:
2931900090

Precursor & DownStream

Precursor

DownStream

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%