Activity of the conformationally rigid 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS)-1-amino-3-(phosphonomethylene)cyclobutane-1-carboxyclic acid (cyclobutylene AP5) on evoked responses in the perforant pathway of rat hippocampus

N. L. Peterson; H. B. Kroona; R. L. Johnson; J. F. Koerner

doi:10.1016/0006-8993(92)90525-E

Activity of the conformationally rigid 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS)-1-amino-3-(phosphonomethylene)cyclobutane-1-carboxyclic acid (cyclobutylene AP5) on evoked responses in the perforant pathway of rat hippocampus

N. L. Peterson, H. B. Kroona, R. L. Johnson, J. F. Koerner

Medicinal Chemistry

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

The highly rigid and conformationally extended 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS-1-amino-3-(phosphonomethylene)-cyclobutane-1-carboxylic acid (cyclobutylene AP5) was synthesized and found to inhibit evoked responses in the rat lateral perforant path (LPP) with an IC₅₀ of 41 (±1.5 S.E.M.) μM and the medial perforant pathway with an IC₅₀ of 218 (±3.7 S.E.M.) μM. Furthermore, paired pulse potentiation experiments suggest that cyclobutylene AP5 acts, in part, at a presynaptic site in the LPP. Thus, cyclobutylene AP5 appears to act in a similar manner to l-AP4 in the perforant pathway. These data support the hypothesis that l-AP4 assumes an extended conformation at the l-AP4 receptor of the LPP.

Original language	English (US)
Pages (from-to)	162-164
Number of pages	3
Journal	Brain Research
Volume	571
Issue number	1
DOIs	https://doi.org/10.1016/0006-8993(92)90525-E
State	Published - Jan 31 1992

Keywords

Hippocampus
Lateral perforant path
l-2-Amino-4-phosphonobutanoic acid
l-2-Amino-4-phosphonobutanoic acid receptor

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10.1016/0006-8993(92)90525-E

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Peterson, N. L., Kroona, H. B., Johnson, R. L., & Koerner, J. F. (1992). Activity of the conformationally rigid 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS)-1-amino-3-(phosphonomethylene)cyclobutane-1-carboxyclic acid (cyclobutylene AP5) on evoked responses in the perforant pathway of rat hippocampus. Brain Research, 571(1), 162-164. https://doi.org/10.1016/0006-8993(92)90525-E

Activity of the conformationally rigid 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS)-1-amino-3-(phosphonomethylene)cyclobutane-1-carboxyclic acid (cyclobutylene AP5) on evoked responses in the perforant pathway of rat hippocampus. / Peterson, N. L.; Kroona, H. B.; Johnson, R. L. et al.
In: Brain Research, Vol. 571, No. 1, 31.01.1992, p. 162-164.

Research output: Contribution to journal › Article › peer-review

Peterson, NL, Kroona, HB, Johnson, RL & Koerner, JF 1992, 'Activity of the conformationally rigid 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS)-1-amino-3-(phosphonomethylene)cyclobutane-1-carboxyclic acid (cyclobutylene AP5) on evoked responses in the perforant pathway of rat hippocampus', Brain Research, vol. 571, no. 1, pp. 162-164. https://doi.org/10.1016/0006-8993(92)90525-E

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title = "Activity of the conformationally rigid 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS)-1-amino-3-(phosphonomethylene)cyclobutane-1-carboxyclic acid (cyclobutylene AP5) on evoked responses in the perforant pathway of rat hippocampus",

abstract = "The highly rigid and conformationally extended 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS-1-amino-3-(phosphonomethylene)-cyclobutane-1-carboxylic acid (cyclobutylene AP5) was synthesized and found to inhibit evoked responses in the rat lateral perforant path (LPP) with an IC50 of 41 (±1.5 S.E.M.) μM and the medial perforant pathway with an IC50 of 218 (±3.7 S.E.M.) μM. Furthermore, paired pulse potentiation experiments suggest that cyclobutylene AP5 acts, in part, at a presynaptic site in the LPP. Thus, cyclobutylene AP5 appears to act in a similar manner to l-AP4 in the perforant pathway. These data support the hypothesis that l-AP4 assumes an extended conformation at the l-AP4 receptor of the LPP.",

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AU - Peterson, N. L.

AU - Kroona, H. B.

AU - Johnson, R. L.

AU - Koerner, J. F.

PY - 1992/1/31

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N2 - The highly rigid and conformationally extended 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS-1-amino-3-(phosphonomethylene)-cyclobutane-1-carboxylic acid (cyclobutylene AP5) was synthesized and found to inhibit evoked responses in the rat lateral perforant path (LPP) with an IC50 of 41 (±1.5 S.E.M.) μM and the medial perforant pathway with an IC50 of 218 (±3.7 S.E.M.) μM. Furthermore, paired pulse potentiation experiments suggest that cyclobutylene AP5 acts, in part, at a presynaptic site in the LPP. Thus, cyclobutylene AP5 appears to act in a similar manner to l-AP4 in the perforant pathway. These data support the hypothesis that l-AP4 assumes an extended conformation at the l-AP4 receptor of the LPP.

AB - The highly rigid and conformationally extended 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS-1-amino-3-(phosphonomethylene)-cyclobutane-1-carboxylic acid (cyclobutylene AP5) was synthesized and found to inhibit evoked responses in the rat lateral perforant path (LPP) with an IC50 of 41 (±1.5 S.E.M.) μM and the medial perforant pathway with an IC50 of 218 (±3.7 S.E.M.) μM. Furthermore, paired pulse potentiation experiments suggest that cyclobutylene AP5 acts, in part, at a presynaptic site in the LPP. Thus, cyclobutylene AP5 appears to act in a similar manner to l-AP4 in the perforant pathway. These data support the hypothesis that l-AP4 assumes an extended conformation at the l-AP4 receptor of the LPP.

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KW - Lateral perforant path

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Activity of the conformationally rigid 2-amino-4-phosphonobutanoic acid (AP4) analogue (RS)-1-amino-3-(phosphonomethylene)cyclobutane-1-carboxyclic acid (cyclobutylene AP5) on evoked responses in the perforant pathway of rat hippocampus

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