PMID- 6270543
OWN - NLM
STAT- MEDLINE
DCOM- 19811215
LR  - 20190818
IS  - 0300-8177 (Print)
IS  - 0300-8177 (Linking)
VI  - 38 Spec No
IP  - Pt 1
DP  - 1981 Aug 11
TI  - Glutamate and aspartate agonists structurally related to ibotenic acid.
PG  - 123-8
AB  - This mini-review describes a noval class of excitatory heterocyclic amino acid. 
      The selective interactions of these synthetic amino acids with the central 
      glutamic acid (GLU) and aspartic acid (ASP) receptors have been established on 
      the basis of microelectrophoretic techniques using glutamic acid diethyl ester 
      (GDEE) and alpha-aminoadipic acid (alpha-AA) as selective antagonists for GLU and 
      ASP, respectively. The parent compound, ibotenic acid (IBO) preferentially 
      activates ASP receptors, but elongation of the side chain of IBO afforded 
      homoibotenic acid (homo-IBO), a GLU agonist. The introduction of bulky 
      substituents into the heterocyclic ring of homo-IBO resulted in a dramatic 
      increase in potency. Alteration of the position of the side chain in IBO to give 
      alpha-amino-5-methyl-3-hydroxy-4-isoxazoleacetic acid (AMAA), preserved the ASP 
      agonism. However, elongation of the side chain of AMAA gave 
      alpha-amino-5-methyl-3-hydroxy-4-isoxazolepropionic acid (AMPA), which is a very 
      powerful neuronal excitant with selective interaction with the GLU receptors. 
      None of the new compounds are inhibitors of the binding of 3H-kainic acid 
      (3H-KAIN) to rat brain membranes, indicating that the mechanism of action of 
      these compounds is different from that of the neurotoxic compound KAIN. The 
      described compounds may be important tools in future investigations of the 
      physiological role and the mechanism of action of ASP and GLU in the central 
      nervous system.
FAU - Honore, T
AU  - Honore T
FAU - Krogsgaard-Larsen, P
AU  - Krogsgaard-Larsen P
FAU - Hansen, J J
AU  - Hansen JJ
FAU - Lauridsen, J
AU  - Lauridsen J
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PL  - Netherlands
TA  - Mol Cell Biochem
JT  - Molecular and cellular biochemistry
JID - 0364456
RN  - 0 (Oxazoles)
RN  - 0 (Receptors, Amino Acid)
RN  - 0 (Receptors, Cell Surface)
RN  - 0 (Receptors, Glutamate)
RN  - 0 (aspartic acid receptor)
RN  - 2552-55-8 (Ibotenic Acid)
RN  - SIV03811UC (Kainic Acid)
SB  - IM
MH  - Animals
MH  - Brain/metabolism
MH  - Cats
MH  - Ibotenic Acid/analogs & derivatives/chemical synthesis/metabolism/*pharmacology
MH  - In Vitro Techniques
MH  - Interneurons/drug effects
MH  - Kainic Acid/metabolism
MH  - Oxazoles/*pharmacology
MH  - Rats
MH  - *Receptors, Amino Acid
MH  - Receptors, Cell Surface/*metabolism
MH  - Receptors, Glutamate
EDAT- 1981/08/11 00:00
MHDA- 1981/08/11 00:01
CRDT- 1981/08/11 00:00
PHST- 1981/08/11 00:00 [pubmed]
PHST- 1981/08/11 00:01 [medline]
PHST- 1981/08/11 00:00 [entrez]
AID - 10.1007/BF00235691 [doi]
PST - ppublish
SO  - Mol Cell Biochem. 1981 Aug 11;38 Spec No(Pt 1):123-8. doi: 10.1007/BF00235691.