Simultaneous determination of hydrophilic amino acid enantiomers in mammalian tissues and physiological fluids applying a fully automated micro-two-dimensional high-performance liquid chromatographic concept

Hamase, Kenji; Miyoshi, Y.; Ueno, Kyoko; Han, Hai; Hirano, Junzo; Morikawa, Akiko; Mita, Masashi; Kaneko, Tsuneaki; Lindner, Wolfgang; Zaitsu, Kiyoshi

doi:10.1016/j.chroma.2009.09.002

Cited by 120 publications

(102 citation statements)

References 39 publications

Supporting

Mentioning

102

Contrasting

Order By: Relevance

“…If D-serine synthesis through L-serine increase and up-regulation of SRR (Fig. S5) (10) (18,19,21), as a control D-amino acid that is not metabolized by DAO. Genetic inactivation of DAO markedly increased the D-alanine level, whereas D-aspartate was not affected at all (Fig.…”

Section: Neurosciencementioning

confidence: 99%

d -Amino acid oxidase controls motoneuron degeneration through d -serine

Sasabe

Miyoshi

Suzuki

et al. 2011

Proc. Natl. Acad. Sci. U.S.A.

Self Cite

180

145

View full text Add to dashboard Cite

Amyotrophic lateral sclerosis (ALS) is a fatal neurodegenerative disorder involving an extensive loss of motoneurons. Aberrant excitability of motoneurons has been implicated in the pathogenesis of selective motoneuronal death in ALS. D-Serine, an endogenous coagonist of N-methyl-D-aspartate receptors, exacerbates motoneuronal death and is increased both in patients with sporadic/ familial ALS and in a G93A-SOD1 mouse model of ALS (mSOD1 mouse). More recently, a unique mutation in the D-amino acid oxidase (DAO) gene, encoding a D-serine degrading enzyme, was reported to be associated with classical familial ALS. However, whether DAO affects the motoneuronal phenotype and D-serine increase in ALS remains uncertain. Here, we show that genetic inactivation of DAO in mice reduces the number and size of lower motoneurons with axonal degeneration, and that suppressed DAO activity in reactive astrocytes in the reticulospinal tract, one of the major inputs to the lower motoneurons, predominantly contributes to the D-serine increase in the mSOD1 mouse. The DAO inactivity resulted from expressional down-regulation, which was reversed by inhibitors of a glutamate receptor and MEK, but not by those of inflammatory stimuli. Our findings provide evidence that DAO has a pivotal role in motoneuron degeneration through D-serine regulation and that inactivity of DAO is a common feature between the mSOD1 ALS mouse model and the mutant DAO-associated familial ALS. The therapeutic benefit of reducing D-serine or controlling DAO activity in ALS should be tested in future studies.excitotoxicity | motor neuron disease | neurodegeneration | enzyme histochemistry | 2D-HPLC A myotrophic lateral sclerosis (ALS) is a progressive neurodegenerative disorder characterized by selective loss of motoneurons in the spinal cord and brain leading to fatal paralysis. Approximately 90% of all cases are sporadic, and the remaining cases are inherited. Of inherited cases, 20% are associated with mutations in superoxide dismutase 1 (SOD1), and 10% involves 43-kDa transactivation response DNA-binding protein (TDP-43) and fused in sarcoma/translocated in liposarcoma (FUS/TLS). Despite extensive studies of previously identified ALS-causing genes, the mechanism underlying the selective motoneuronal loss in ALS remains uncertain. Given that the mechanism is at least, in part, common between sporadic and familial ALS, identification of the common pathology is a clue to conquering ALS. Among numerous etiological hypotheses, motoneuronal vulnerability to excitotoxicity is one of the most intensely investigated targets for the treatment of ALS because it is observed in both sporadic and familial ALS with SOD1 mutations (1, 2). For motoneurons, glutamate is the main excitatory transmitter, and excessive motoneuron excitability by glutamate through ionotropic glutamate receptors has been demonstrated.The N-methyl-D-aspartate (NMDA) receptor (NMDAR) is a subtype of the ionotropic glutamate receptors and exhibits relatively higher permeability to the calcium ion (Ca ...

show abstract

Section: Neurosciencementioning

confidence: 99%

d -Amino acid oxidase controls motoneuron degeneration through d -serine

Sasabe

Miyoshi

Suzuki

et al. 2011

Proc. Natl. Acad. Sci. U.S.A.

Self Cite

180

145

View full text Add to dashboard Cite

show abstract

“…Using Pirkle -type enantioselective columns, such as the Sumichiral OA-2500S and OA-3200S, a variety of NBD-proteinogenic amino acids could be separated [24][25][26][30][31][32][33]. By using the quinine based anion-exchange type chiral stationary phases, enantiomers of the NBD-amino acids were also nicely separated [27,34].…”

Section: Enantioselective Separation Of Extraterrestrial Amino Acids mentioning

confidence: 90%

“…For the determination of trace amounts of chiral amino acids, a two-dimensional (2D) HPLC approach combining reversed-phase and enantioselective columns is useful, and widely used for the analysis of small amounts of D-amino acids in complicated biological matrices [24][25][26][27]. Therefore, in the present study, a highly selective 2D chiral HPLC method has been established focusing on the analysis of extraterrestrial amino acids, and applied to the enantioselective determination of amino acids in small particles (less than 1 mg) of the cosmic samples.…”

Section: Introductionmentioning

confidence: 99%

Enantioselective Determination of Extraterrestrial Amino Acids Using a Two-Dimensional Chiral High-Performance Liquid Chromatographic System

et al. 2014

Self Cite

View full text Add to dashboard Cite

A two-dimensional chiral high-performance liquid chromatographic (2D-HPLC) system has been established for the analysis of extraterrestrial amino acids. As the targets, 8 chiral amino acids (alanine (Ala), valine (Val), 2-aminobutyric acid (2AB), norvaline (nVal), N-methylalanine (N-MeAla), isovaline (iVal), 3AB and 3-aminoisobutyric acid (3AIB)) and 5 non-chiral amino acids (glycine (Gly), β-Ala, γ-aminobutyric acid (GABA), sarcosine (Sar) and 2AIB) were selected. These amino acids were tagged with 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F), and non-enantioselectively separated by a capillary monolithic ODS column in the first dimension. The target fractions were automatically introduced into the second dimension and further separated by Pirkle-type enantioselective columns. By using this system, the 2D-HPLC separation of 21 components in small particles of a carbonaceous chondrite (Yamato 791191, Antarctic CM2 meteorite) could be successfully performed, and all of the target amino acids were observed. The D/L ratios of the chiral molecules are almost 50/50 for all of the tested proteinogenic and non-proteinogenic amino acids.

show abstract

“…D-allo-Ile was also found in the urine of dogs and mice. This scientific group also developed a micro 2D HPLC method for the determination of hydrophilic AA enantiomers (histidine (His), asparagine (Asn), Ser, Gln, arginine (Arg), Asp, allo-threonine (allo-Thr), Glu, and Thr) in mammalian tissues and physiological fluids [63]. This method combines a microbore-monolithic octadecylsilica (ODS) column in the first dimension and a narrowbore Pirkle-type chiral column (Sumichiral OA-2500S or Sumichiral OA-2500R) (self-packed columns, material was from Sumika Chemical Analysis Service, Osaka, Japan) in the second dimension.…”

Section: Chromatographic Methods For Aa Determination In Biological Smentioning

confidence: 99%

“…Kimura et al performed a chiral amino acid metabolomic profiling of patients with advanced chronic kidney disease (CKD) [99]. The authors used previously reported 2D HPLC method for D-AAs determination [63,100] …”

Section: Chromatographic Determination Of Aas As Possible Biomarkers mentioning

confidence: 99%

Enantiomeric Ratio of Amino Acids as a Tool for Determination of Aging and Disease Diagnostics by Chromatographic Measurement

2016

View full text Add to dashboard Cite

Abstract:Occurrence of D-amino acids in living organisms is a useful indicator of various changes, diseases, or disorders. Determination of amino acid enantiomers, namely the enantiomeric ratio of amino acids or excess of certain D-amino acids, represents a useful tool in the studies of aging processes or biomarkers in disease/disorder diagnosis in humans. The amount of D-amino acids is usually very low. Therefore, suitable sample pretreatment, often derivatization, and highly selective and sensitive separation methods are essential for D-amino acid analysis in this field. Chromatographic techniques offer appropriate choices for solving these tasks. This review covers the advances in methodology and development of improved instrumental chromatographic methods focused on D,L-amino acid separation and determination. New findings in the area of possible D-amino acid biomarkers are also included.

show abstract

Simultaneous determination of hydrophilic amino acid enantiomers in mammalian tissues and physiological fluids applying a fully automated micro-two-dimensional high-performance liquid chromatographic concept

Cited by 120 publications

References 39 publications

d -Amino acid oxidase controls motoneuron degeneration through d -serine

d -Amino acid oxidase controls motoneuron degeneration through d -serine

Enantioselective Determination of Extraterrestrial Amino Acids Using a Two-Dimensional Chiral High-Performance Liquid Chromatographic System

Enantiomeric Ratio of Amino Acids as a Tool for Determination of Aging and Disease Diagnostics by Chromatographic Measurement

Contact Info

Product

Resources

About