Liquid chromatography-electrospray ionization-tandem mass spectrometric assay for d-aspartate N-methyltransferase activity in ark shells

References

• Watkins JC. The synthesis of some acidic amino acids possessing neuropharmacological activity. J Med Chem. 1962;5:1187–1199.
   Web of Science ®Google Scholar
• Sato M, Inoue F, Kanno N, et al. The occurrence of N-methyl-D-aspartic acid in muscle extracts of the blood shell, Scapharca broughtonii. Biochem J. 1987;241:309–311.
   PubMed Web of Science ®Google Scholar
• Todoroki N, Shibata K, Yamada T, et al. Determination of N-methyl-D-aspartate in tissues of bivalves by high-performance liquid chromatography. J Chromatogr B Biomed Sci Appl. 1999;728:41–47.
   PubMed Web of Science ®Google Scholar
• Shibata K, Tarui A, Todoroki N, et al. Occurrence of N-methyl-L-aspartate in bivalves and its distribution compared with that of N-methyl-D-aspartate and D,L-aspartate. Comp Biochem Physiol B Biochem Mol Biol. 2001;130:493–500.
   PubMed Web of Science ®Google Scholar
• Tarui A, Shibata K, Takahashi S, et al. N-Methyl-D-glutamate and N-methyl-L-glutamate in Scapharca broughtonii (Mollusca) and other invertebrates. Comp Biochem Physiol B Biochem Mol Biol. 2003;134:79–87.
   PubMed Web of Science ®Google Scholar
• D’Aniello A, Di Fiore MM, Fisher GH, et al. Occurrence of D-aspartic acid and N-methyl-D-aspartic acid in rat neuroendocrine tissues and their role in the modulation of luteinizing hormone and growth hormone release. Faseb J. 2000;14:699–714.
   PubMed Web of Science ®Google Scholar
• Sekine M, Fukuda H, Nimura N, et al. Automated column-switching high-performance liquid chromatography system for quantifying N-methyl-D- and -L-aspartate. Anal Biochem. 2002;310:114–121.
   PubMed Web of Science ®Google Scholar
• Tsesarskaia M, Galindo E, Szókán G, et al. HPLC determination of acidic D-amino acids and their N-methyl derivatives in biological tissues. Biomed Chromatogr. 2009;23:581–587.
   PubMed Web of Science ®Google Scholar
• Nguyen D-T, Kim K-R, Lee G, et al. Chiral separation of N-methyl-DL-aspartic acid in rat brain tissue as N-ethoxycarbonylated (S)-(+)-2-octyl ester derivatives by GC-MS. Biomed Chromatogr. 2012;26:1353–1356.
   PubMed Web of Science ®Google Scholar
• Koga R, Miyoshi Y, Negishi E, et al. Enantioselective two-dimensional high-performance liquid chromatographic determination of N-methyl-D-aspartic acid and its analogues in mammals and bivalves. J Chromatogr A. 2012;1269:255–261.
   PubMed Web of Science ®Google Scholar
• Fontanarosa C, Pane F, Sepe N, et al. Quantitative determination of free D-Asp, L-Asp and N-methyl-D-aspartate in mouse brain tissues by chiral separation and multiple reaction monitoring tandem mass spectrometry. PLoS One. 2017;12:e0179748.
   PubMed Web of Science ®Google Scholar
• D’Aniello A, Spinelli P, De Simone A, et al. Occurrence and neuroendocrine role of D-aspartic acid and N-methyl-D-aspartic acid in Ciona intestinalis. FEBS Lett. 2003;552:193–198.
   PubMed Web of Science ®Google Scholar
• D’Aniello S, Fisher GH, Topo E, et al. N-Methyl-D-aspartic Acid (NMDA) in the nervous system of the amphioxus Branchiostoma lanceolatum. BMC Neurosci. 2007;8:109.
   PubMed Web of Science ®Google Scholar
• Shibata K, Sugaya N, Ono W, et al. Determination of D-aspartate N-methyltransferase activity in the starfish by direct analysis of N-methyl-D-aspartate with high-performance liquid chromatography. J Chromatogr B. 2011;879:3229–3234.
   PubMed Web of Science ®Google Scholar
• Watanabe T, Shibata K, Kera Y, et al. Occurrence of free D-aspartate and aspartate racemase in the blood shell Scapharca broughtonii. Amino Acids. 1998;14(4):353–360.
   PubMed Web of Science ®Google Scholar
• Shibata K, Watanabe T, Yoshikawa H, et al. Purification and characterization of aspartate racemase from the bivalve mollusk Scapharca broughtonii. Comp Biochem Physiol B Biochem Mol Biol. 2003;134(2):307–314.
   PubMed Web of Science ®Google Scholar
• Abe K, Takahashi S, Muroki Y, et al. Cloning and expression of the pyridoxal 5ʹ-phosphate-dependent aspartate racemase gene from the bivalve mollusk Scapharca broughtonii and characterization of the recombinant enzyme. J Biochem. 2006;139(2):235–244.
   PubMed Web of Science ®Google Scholar
• Fujii K, Ikai Y, Oka H, et al. A nonempirical method using LC/MS for determination of the absolute configuration of constituent amino acids in a peptide:  Combination of Marfey’s method with mass spectrometry and its practical application. Anal Chem. 1997;69:5146–5151.
   Web of Science ®Google Scholar
• Shibata K, Watanabe T, Yoshikawa H, et al. Nucleotides modulate the activity of aspartate racemase of Scapharca broughtonii. Comp Biochem Physiol B Biochem Mol Biol. 2003;134(4):713–719.
   PubMed Web of Science ®Google Scholar
• Watanabe T, Shibata K, Kera Y, et al. Effects of hypoxic and osmotic stress on the free D-aspartate level in the muscle of blood shell Scapharca broughtonii. Amino Acids. 2005;28(3):291–296.
   PubMed Web of Science ®Google Scholar
• Nilsson DE. Eyes as optical alarm systems in fan worms and ark clams. Philos Trans R Soc Lond B Biol Sci. 1994;346:195–212.
   Web of Science ®Google Scholar
• Simkiss K, Wilbur KM. Molluscs-epithelial control of matrix and minerals. In: Simkiss K, Wilbur KM, editors. Biomineralization: cell biology and mineral deposition. San Diego (CA): Academic Press; 1989. p. 230–260.
   Google Scholar
• Kocot KM, Aguilera F, McDougall C, et al. Sea shell diversity and rapidly evolving secretomes: insights into the evolution of biomineralization. Frontiers in Zoology. 2016;13:23.
   PubMed Web of Science ®Google Scholar
• Vogeler S, Miller-Ezzy P, Li X, et al. First report of a putative involvement of the NMDA pathway in Pacific oyster (Crassostrea gigas) development: effect of NMDA receptor ligands on oyster metamorphosis with implications for bivalve hatchery management. Aquaculture. 2018;497:140–146.
   Web of Science ®Google Scholar
• Vogeler S, Wikfors GH, Li X, et al. Larval metamorphosis in four bivalve species in response to NMDA receptor ligands: the NMDA receptor pathway as potential regulator of bivalve transition to spat. Aquaculture. 2019;511:634173.
   Web of Science ®Google Scholar