Occurrence of N-methyl-l-aspartate in bivalves and its distribution compared with that of N-methyl-d-aspartate and d,l-aspartate

Shibata, Keitaro; Tarui, Atsuko; Todoroki, Natsumi; Kawamoto, Shinjiro; Takahashi, Shouji; Kera, Yoshio; Yamada, Ryohei

doi:10.1016/s1096-4959(01)00455-9

Cited by 23 publications

(17 citation statements)

References 13 publications

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“…The identity of detected NMDA was further confirmed as in the same way of our previous studies [2,3], as follows: (a) a procedure using (−)-FLEC as a derivatizing agent, (b) the disappearance of the peak of NMDA derivative by pretreatment of the sample solution with d-aspartate oxidase. …”

Section: Determination Of N-methyl-d-aspartate Together With Other Acsupporting

confidence: 69%

“…This situation prompted us to develop a simple, direct and reliable assay method for d-aspartate N-methyltransferase activity in animal tissues. Our method reported in the previous studies using (+)-FLEC is able to separate of NMDA from the other N-methylamino acids [3,4]. On the basis of the method [2], we report here the development of a direct and reliable assay method for d-aspartate N-methyltransferase activity using a simple HPLC system, and its application in starfish tissues, in which we found a large amount of NMDA together with other acidic N-methylamino acids.…”

Section: Introductionmentioning

confidence: 75%

“…NMDA, first known as an artificial compound, was discovered to be a natural product since it was isolated from the bivalve Scapharca broughtonii in 1987 [1]. We developed a simple and easy method for the determination of NMDA by high-performance liquid chromatography (HPLC) of their (+)-1-(9-fluorenyl)ethyl chloroformate [(+)-FLEC] fluorescent derivatives, after removal of primary amino acids by treatment with o-phthalaldehyde (OPA) [2], and demonstrated occurrence of NMDA in the several bivalves [3]. During these studies, we also found some other compounds that were similar to NMDA in HPLC behavior.…”

Section: Introductionmentioning

confidence: 99%

“…During these studies, we also found some other compounds that were similar to NMDA in HPLC behavior. One of them is an enantiomer of NMDA, N-methyl-l-aspartate (NMLA) that was found only in two bivalve species [3]. Two of them found in S. broughtonii, S. sub- crenata and several other invertebrates are N-methyl-d-glutamate (NMDG) and N-methyl-l-glutamate (NMLG) [4].…”

Section: Introductionmentioning

confidence: 99%

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Determination of d-aspartate N-methyltransferase activity in the starfish by direct analysis of N-methyl-d-aspartate with high-performance liquid chromatography

Shibata

Sugaya

Ono

et al. 2011

Journal of Chromatography B

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Section: Determination Of N-methyl-d-aspartate Together With Other Acsupporting

confidence: 69%

Section: Introductionmentioning

confidence: 75%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Determination of d-aspartate N-methyltransferase activity in the starfish by direct analysis of N-methyl-d-aspartate with high-performance liquid chromatography

Shibata

Sugaya

Ono

et al. 2011

Journal of Chromatography B

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“…For example, NMDA can be ineffective in the mimicking of glutamategated currents or can even be an antagonist (as was described for the leech [Mat Jais et al, 1984]). Surprisingly, NMDA was also found as an endogenous compound in tissues of some bivalve molluscs (Sato et al, 1987;Todoroki et al, 1999;Shibata et al, 2001). …”

Section: Discussionmentioning

confidence: 99%

Molecular Characterization of NMDA-Like Receptors inAplysiaandLymnaea:Relevance to Memory Mechanisms

Kohn

Bobkova

et al. 2006

The Biological Bulletin

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Abstract. The N-methyl-D-aspartate (NMDA) receptor belongs to the group of ionotropic glutamate receptors and has been implicated in synaptic plasticity, memory acquisition, and learning in both vertebrates and invertebrates, including molluscs. However, the molecular identity of NMDA-type receptors in molluscs remains unknown. Here, we cloned two NMDA-type receptors from the sea slug Aplysia californica, AcNR1-1 and AcNR1-2, as well as their homologs from the freshwater pulmonate snail Lymnaea stagnalis, LsNR1-1 and LsNR1-2. The cloned receptors contain a signal peptide, two extracellular segments with predicted binding sites for glycine and glutamate, three recognized transmembrane regions, and a fourth hydrophobic domain that makes a hairpin turn to form a pore-like structure. Phylogenetic analysis suggests that both the AcNR1s and LsNR1s belong to the NR1 subgroup of ionotrophic glutamate receptors. Our in situ hybridization data indicate highly abundant, but predominantly neuron-specific expression of molluscan NR1-type receptors in all central ganglia, including identified motor neurons in the buccal and abdominal ganglia as well as groups of mechanosensory cells. AcNR1 transcripts were detected extrasynaptically in the neurites of metacerebral cells of Aplysia. The widespread distribution of AcNR1 and LsNR1 transcripts also implies diverse functions, including their involvement in the organization of feeding, locomotory, and defensive behaviors.

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HPLC determination of acidic d‐amino acids and their N‐methyl derivatives in biological tissues

Tsesarskaia

Galindo

Szókán

et al. 2009

Biomedical Chromatography

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d-aspartate (d-Asp) and N-methyl-d-aspartate (NMDA) occur in the neuroendocrine systems of vertebrates and invertebrates where they play a role in hormone release and synthesis, neurotransmission, and memory and learning. N-methyl-d-glutamate (NMDG) has also been detected in marine bivalves. Several methods have been used to detect these amino acids, but they require pretreatment of tissue samples with o-phthaldialdehyde (OPA) to remove primary amino acids which interfere with the detection of NMDA and NMDG. We report here a one step derivatization procedure with the chiral reagent N-α-(5-fluoro-2,4-dinitrophenyl)-(d or l)-valine amide, FDNP-Val-NH2, a close analog of Marfey’s reagent but with better resolution and higher molar absorptivity. The diastereomers formed are separated by HPLC on an ODS-Hypersil column eluted with TFA/water – TFA/MeCN. UV absorption at 340 nm permits detection levels as low as 5–10 picomoles. D-Asp, NMDA and NMDG peaks are not obscured by other primary or secondary amino acids; hence pretreatment of tissues with OPA is not required. This method is highly reliable and fast (less than 40 minutes HPLC run). Using this method, we have detected D-Asp, NMDA and NMDG in several biological tissues (octopus brain, optical lobe, and bucchal mass; foot and mantle of the mollusk Scapharca broughtonii), confirming the results of other researchers.

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Occurrence of N-methyl-l-aspartate in bivalves and its distribution compared with that of N-methyl-d-aspartate and d,l-aspartate

Cited by 23 publications

References 13 publications

Determination of d-aspartate N-methyltransferase activity in the starfish by direct analysis of N-methyl-d-aspartate with high-performance liquid chromatography

Determination of d-aspartate N-methyltransferase activity in the starfish by direct analysis of N-methyl-d-aspartate with high-performance liquid chromatography

Molecular Characterization of NMDA-Like Receptors inAplysiaandLymnaea:Relevance to Memory Mechanisms

HPLC determination of acidic d‐amino acids and their N‐methyl derivatives in biological tissues

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