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Chemical compound used in neuroscience research
APICA
ATC code
1-Amino-5-phosphonoindan-1-carboxylic acid
ChemSpider
ChEMBL
Formula C 10 H 12 N O 5 P
Molar mass 257.182 g·mol−1 3D model (
JSmol )
O=P(O)(O)c(c2)ccc1c2CCC1(N)C(O)=O
InChI=1S/C10H12NO5P/c11-10(9(12)13)4-3-6-5-7(17(14,15)16)1-2-8(6)10/h1-2,5H,3-4,11H2,(H,12,13)(H2,14,15,16)
Y Key:ZNQZXIHSJUDIKL-UHFFFAOYSA-N
Y
(verify)
1-Amino-5-phosphonoindan-1-carboxylic acid (APICA ) is a
drug that is used in
neuroscience
research . It is a selective
antagonist for the
group II metabotropic glutamate receptors (
mGluR2/3 ), and has been useful in the study of this
receptor
subfamily .
[1]
[2]
[3]
[4]
[5]
References
^ Ma D, Tian H, Sun H, Kozikowski AP, Pshenichkin S, Wroblewski JT (May 1997).
"Synthesis and biological activity of cyclic analogues of MPPG and MCPG as metabotropic glutamate receptor antagonists" . Bioorganic & Medicinal Chemistry Letters . 7 (9): 1195–1198.
doi :
10.1016/S0960-894X(97)00177-7 .
^ Ma D, Tian H, Zou G (January 1999). "Asymmetric Strecker-Type Reaction of alpha-Aryl Ketones. Synthesis of (S)-alphaM4CPG, (S)-MPPG, (S)-AIDA, and (S)-APICA, the Antagonists of Metabotropic Glutamate Receptors". The Journal of Organic Chemistry . 64 (1): 120–125.
doi :
10.1021/jo981297a .
PMID
11674092 .
^ Xi ZX, Baker DA, Shen H, Carson DS, Kalivas PW (January 2002). "Group II metabotropic glutamate receptors modulate extracellular glutamate in the nucleus accumbens". The Journal of Pharmacology and Experimental Therapeutics . 300 (1): 162–71.
doi :
10.1124/jpet.300.1.162 .
PMID
11752112 .
^ Baker DA, Xi ZX, Shen H, Swanson CJ, Kalivas PW (October 2002).
"The origin and neuronal function of in vivo nonsynaptic glutamate" . The Journal of Neuroscience . 22 (20): 9134–41.
doi :
10.1523/JNEUROSCI.22-20-09134.2002 .
PMC
6757683 .
PMID
12388621 .
^ Zhou F, Yao HH, Wu JY, Yang YJ, Ding JH, Zhang J, Hu G (August 2006). "Activation of Group II/III metabotropic glutamate receptors attenuates LPS-induced astroglial neurotoxicity via promoting glutamate uptake". Journal of Neuroscience Research . 84 (2): 268–77.
doi :
10.1002/jnr.20897 .
PMID
16752416 .
S2CID
44863411 .
Group I
mGluR1 Tooltip Metabotropic glutamate receptor 1
mGluR5 Tooltip Metabotropic glutamate receptor 5
Group II
mGluR2 Tooltip Metabotropic glutamate receptor 2
mGluR3 Tooltip Metabotropic glutamate receptor 3
Group III
mGluR4 Tooltip Metabotropic glutamate receptor 4
mGluR6 Tooltip Metabotropic glutamate receptor 6
mGluR7 Tooltip Metabotropic glutamate receptor 7
mGluR8 Tooltip Metabotropic glutamate receptor 8