Enantioselective actions of 4-amino-3-hydroxybutanoic acid and (3-amino-2-hydroxypropyl)methylphosphinic acid at recombinant GABAC receptors
Publication type: Journal Article
Publication date: 2008-01-01
scimago Q2
wos Q2
SJR: 0.472
CiteScore: 5.1
Impact factor: 2.2
ISSN: 0960894X, 14643405
PubMed ID:
17981464
Organic Chemistry
Drug Discovery
Biochemistry
Molecular Biology
Pharmaceutical Science
Clinical Biochemistry
Molecular Medicine
Abstract
The R- and S-enantiomers of 4-amino-3-hydroxybutanoic acid (GABOB) were full agonists at human recombinant rho1 GABA(C) receptors. Their enantioselectivity (R>S) matched that reported for their agonist actions at GABA(B) receptors, but was the opposite to that reported at GABA(A) receptors (S>R). The corresponding methylphosphinic acid analogues proved to be rho1 GABA(C) receptor antagonists with R(+)-CGP44533 being more potent than S(-)-CGP44532, thus showing the opposite enantioselectivity to the agonists R(-)- and S(+)-GABOB. These studies highlight the different stereochemical requirements for the hydroxy group in these analogues at GABA(A), GABA(B) and GABA(C) receptors.
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Hinton T., Chebib M., Johnston G. A. R. Enantioselective actions of 4-amino-3-hydroxybutanoic acid and (3-amino-2-hydroxypropyl)methylphosphinic acid at recombinant GABAC receptors // Bioorganic and Medicinal Chemistry Letters. 2008. Vol. 18. No. 1. pp. 402-404.
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Hinton T., Chebib M., Johnston G. A. R. Enantioselective actions of 4-amino-3-hydroxybutanoic acid and (3-amino-2-hydroxypropyl)methylphosphinic acid at recombinant GABAC receptors // Bioorganic and Medicinal Chemistry Letters. 2008. Vol. 18. No. 1. pp. 402-404.
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TY - JOUR
DO - 10.1016/j.bmcl.2007.10.019
UR - https://doi.org/10.1016/j.bmcl.2007.10.019
TI - Enantioselective actions of 4-amino-3-hydroxybutanoic acid and (3-amino-2-hydroxypropyl)methylphosphinic acid at recombinant GABAC receptors
T2 - Bioorganic and Medicinal Chemistry Letters
AU - Hinton, Tina
AU - Chebib, Mary
AU - Johnston, Graham A. R.
PY - 2008
DA - 2008/01/01
PB - Elsevier
SP - 402-404
IS - 1
VL - 18
PMID - 17981464
SN - 0960-894X
SN - 1464-3405
ER -
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BibTex (up to 50 authors)
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@article{2008_Hinton,
author = {Tina Hinton and Mary Chebib and Graham A. R. Johnston},
title = {Enantioselective actions of 4-amino-3-hydroxybutanoic acid and (3-amino-2-hydroxypropyl)methylphosphinic acid at recombinant GABAC receptors},
journal = {Bioorganic and Medicinal Chemistry Letters},
year = {2008},
volume = {18},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.bmcl.2007.10.019},
number = {1},
pages = {402--404},
doi = {10.1016/j.bmcl.2007.10.019}
}
Cite this
MLA
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Hinton, Tina, et al. “Enantioselective actions of 4-amino-3-hydroxybutanoic acid and (3-amino-2-hydroxypropyl)methylphosphinic acid at recombinant GABAC receptors.” Bioorganic and Medicinal Chemistry Letters, vol. 18, no. 1, Jan. 2008, pp. 402-404. https://doi.org/10.1016/j.bmcl.2007.10.019.