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Article ; Online: Novel analytical technologies contributing to clinical and pharmaceutical research fields.

Takenaka, Shigeori / Sato, Shinobu / Hamase, Kenji / Hayama, Tadashi

Analytical sciences : the international journal of the Japan Society for Analytical Chemistry

2024 Volume 40, Issue 5, Page(s) 801

Language	English
Publishing date	2024-04-22
Publishing country	Switzerland
Document type	Editorial
ZDB-ID	1483376-1
ISSN	1348-2246 ; 1348-2246
ISSN (online)	1348-2246
ISSN	1348-2246
DOI	10.1007/s44211-024-00558-y
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Article ; Online: Two-dimensional LC-MS/MS and three-dimensional LC analysis of chiral amino acids and related compounds in real-world matrices.

Ishii, Chiharu / Hamase, Kenji

Journal of pharmaceutical and biomedical analysis

2023 Volume 235, Page(s) 115627

Abstract: Amino acids normally have a chiral carbon and d/l-enantiomers are present. Due to the homochirality features on the present Earth, l-enantiomers are predominant in the living beings and the d-enantiomers are rare. Along with the progress and development ... ...

Abstract	Amino acids normally have a chiral carbon and d/l-enantiomers are present. Due to the homochirality features on the present Earth, l-enantiomers are predominant in the living beings and the d-enantiomers are rare. Along with the progress and development of cutting edge analytical methods, several d-amino acids were found even in the higher animals including humans, and their biological functions and diagnostic values have also been reported. However, the amounts of these d-amino acids are much lower than the l-forms, and development/utilization of highly sensitive and selective methods are practically essential to avoid the disturbance from uncountable intrinsic substances. In the present review, multi-dimensional HPLC methods for the determination of chiral amino acids, especially two-dimensional LC-MS/MS and three-dimensional LC methods, and their applications to a variety of real-world matrices are summarized.
MeSH term(s)	Animals ; Humans ; Amino Acids ; Chromatography, Liquid ; Tandem Mass Spectrometry ; Chromatography, High Pressure Liquid ; Carbon
Chemical Substances	Amino Acids ; Carbon (7440-44-0)
Language	English
Publishing date	2023-08-08
Publishing country	England
Document type	Journal Article ; Review
ZDB-ID	604917-5
ISSN	1873-264X ; 0731-7085
ISSN (online)	1873-264X
ISSN	0731-7085
DOI	10.1016/j.jpba.2023.115627
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Article ; Online: Selected papers from the 31st International Symposium on Pharmaceutical and Biomedical Analysis (PBA2021).

Hamase, Kenji / Haginaka, Jun

Journal of pharmaceutical and biomedical analysis

2022 Volume 219, Page(s) 114957

Language	English
Publishing date	2022-07-22
Publishing country	England
Document type	Editorial
ZDB-ID	604917-5
ISSN	1873-264X ; 0731-7085
ISSN (online)	1873-264X
ISSN	0731-7085
DOI	10.1016/j.jpba.2022.114957
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Article ; Online: Ultrafast simultaneous chiral analysis of native amino acid enantiomers using supercritical fluid chromatography/tandem mass spectrometry.

Konya, Yutaka / Izumi, Yoshihiro / Hamase, Kenji / Bamba, Takeshi

Journal of chromatography. A

2022 Volume 1677, Page(s) 463305

Abstract: In the chiral separation of amino acids, liquid chromatography has been mainly used because of the physicochemical properties of the analytes. To date, only few reports of the use of supercritical fluid chromatography (SFC) for the analysis of chiral ... ...

Abstract	In the chiral separation of amino acids, liquid chromatography has been mainly used because of the physicochemical properties of the analytes. To date, only few reports of the use of supercritical fluid chromatography (SFC) for the analysis of chiral amino acids exist, and there is much room for improvement in terms of the number of measurable amino acids, peak shape, and analysis time. In this study, we developed a novel method for the chiral analysis of native amino acids using a system combining SFC and tandem mass spectrometry. Specifically, the separation of amino acid enantiomers was investigated using a CROWNPAK CR-I(+) column with a chiral stationary phase of optically active crown ether. Methanol/water mobile phase with trifluoroacetic acid as a modifier based on supercritical carbon dioxide (CO
MeSH term(s)	Amines ; Amino Acids/chemistry ; Carbon Dioxide ; Chromatography, Supercritical Fluid/methods ; Stereoisomerism ; Tandem Mass Spectrometry/methods
Chemical Substances	Amines ; Amino Acids ; Carbon Dioxide (142M471B3J)
Language	English
Publishing date	2022-07-03
Publishing country	Netherlands
Document type	Journal Article
ZDB-ID	1171488-8
ISSN	1873-3778 ; 0021-9673
ISSN (online)	1873-3778
ISSN	0021-9673
DOI	10.1016/j.chroma.2022.463305
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Article ; Online: Recent advances on D-amino acid research.

Hamase, Kenji

Journal of pharmaceutical and biomedical analysis

2015 Volume 116, Page(s) 1

MeSH term(s)	Amino Acids/chemistry ; Amino Acids/metabolism ; Animals ; Biomedical Research/trends ; Humans ; Stereoisomerism
Chemical Substances	Amino Acids
Language	English
Publishing date	2015-12-10
Publishing country	England
Document type	Editorial
ZDB-ID	604917-5
ISSN	1873-264X ; 0731-7085
ISSN (online)	1873-264X
ISSN	0731-7085
DOI	10.1016/j.jpba.2015.10.009
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Article ; Online: D-Amino acids differentially trigger an inflammatory environment in vitro.

Yap, Siew Hwei / Lee, Cheng Siang / Zulkifli, Nur Diyana / Suresh, Darshinie / Hamase, Kenji / Das, Kumitaa Theva / Rajasuriar, Reena / Leong, Kok Hoong

Amino acids

2024 Volume 56, Issue 1, Page(s) 6

Abstract: Studies in vivo have demonstrated that the accumulation of D-amino acids (D-AAs) is associated with age-related diseases and increased immune activation. However, the underlying mechanism(s) of these observations are not well defined. The metabolism of D- ...

Abstract	Studies in vivo have demonstrated that the accumulation of D-amino acids (D-AAs) is associated with age-related diseases and increased immune activation. However, the underlying mechanism(s) of these observations are not well defined. The metabolism of D-AAs by D-amino oxidase (DAO) produces hydrogen peroxide (H
MeSH term(s)	Humans ; Amino Acids/chemistry ; NF-kappa B/metabolism ; Tumor Necrosis Factor-alpha/metabolism ; Interleukin-8 ; Hydrogen Peroxide/metabolism ; Cytokines/metabolism
Chemical Substances	Amino Acids ; NF-kappa B ; Tumor Necrosis Factor-alpha ; Interleukin-8 ; Hydrogen Peroxide (BBX060AN9V) ; Cytokines
Language	English
Publishing date	2024-02-03
Publishing country	Austria
Document type	Journal Article
ZDB-ID	1121341-3
ISSN	1438-2199 ; 0939-4451
ISSN (online)	1438-2199
ISSN	0939-4451
DOI	10.1007/s00726-023-03360-8
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Article ; Online: Development of a two-dimensional LC-MS/MS system for the determination of proline and 4-hydroxyproline enantiomers in biological and food samples.

Ishii, Chiharu / Tojo, Yosuke / Iwasaki, Komei / Fujii, Akira / Akita, Takeyuki / Nagano, Masanobu / Mita, Masashi / Ide, Tomomi / Hamase, Kenji

Analytical sciences : the international journal of the Japan Society for Analytical Chemistry

2024 Volume 40, Issue 5, Page(s) 881–889

Abstract: A two-dimensional LC-MS/MS system has been developed for the enantioselective determination of proline (Pro), cis-4-hydroxyproline (cis-4-Hyp) and trans-4-hydroxyproline (trans-4-Hyp) in a variety of biological samples. The amino acids were pre-column ... ...

Abstract	A two-dimensional LC-MS/MS system has been developed for the enantioselective determination of proline (Pro), cis-4-hydroxyproline (cis-4-Hyp) and trans-4-hydroxyproline (trans-4-Hyp) in a variety of biological samples. The amino acids were pre-column derivatized with 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F), and the NBD-derivatives were separated by a reversed-phase column (Singularity RP18) as their D plus L mixtures in the first dimension. The collected target fractions were then introduced into the second dimension where the enantiomers were separated by a Pirkle-type enantioselective column (Singularity CSP-001S) and determined by a tandem mass spectrometer (Triple Quad™ 5500). The method was validated by the standard amino acids and also by human plasma, and sufficient results were obtained for the calibration, precision and accuracy. The method was applied to human plasma and urine, bivalve tissues and fermented food/beverages. D-Pro was widely found in the human physiological fluids, bivalves and several fermented products. Although trans-4-D-Hyp was not found in all the tested samples, cis-4-D-Hyp was present in human urine and tissues of the ark shell, and further studies focusing on the origin and physiological significance of these D-enantiomers are expected.
Language	English
Publishing date	2024-04-10
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	1483376-1
ISSN	1348-2246 ; 1348-2246
ISSN (online)	1348-2246
ISSN	1348-2246
DOI	10.1007/s44211-024-00530-w
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Article ; Online: Acridinium Ester Chemiluminescence: Methyl Substitution on the Acridine Moiety.

Nakazono, Manabu / Nanbu, Shinkoh / Akita, Takeyuki / Hamase, Kenji

Journal of oleo science

2021 Volume 70, Issue 11, Page(s) 1677–1684

Abstract: Methyl groups were introduced on the acridine moiety in chemiluminescent acridinium esters that have electron-withdrawing groups (trifluoromethyl, cyano, nitro, ethoxycarbonyl) at the 4-position on the phenyl ester. The introduction of methyl groups at ... ...

Abstract	Methyl groups were introduced on the acridine moiety in chemiluminescent acridinium esters that have electron-withdrawing groups (trifluoromethyl, cyano, nitro, ethoxycarbonyl) at the 4-position on the phenyl ester. The introduction of methyl groups at the 2-, 2,7-, and 2,3,6,7-positions on the acridine moiety shifted the optimal pH that gave relatively strong chemiluminescence intensity from neutral conditions to alkaline conditions. 4-(Ethoxycarbonyl)phenyl 2,3,6,7,10-pentamethyl-10λ
MeSH term(s)	Acridines/chemistry ; Electrons ; Esters/chemistry ; Hydrogen Peroxide/analysis ; Hydrogen-Ion Concentration ; Luminescence
Chemical Substances	Acridines ; Esters ; Hydrogen Peroxide (BBX060AN9V)
Language	English
Publishing date	2021-11-03
Publishing country	Japan
Document type	Journal Article
ZDB-ID	2218264-0
ISSN	1347-3352 ; 1345-8957
ISSN (online)	1347-3352
ISSN	1345-8957
DOI	10.5650/jos.ess21186
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Article ; Online: Development of a three-dimensional HPLC system for the determination of serine, threonine and allo-threonine enantiomers in the plasma of patients with chronic kidney disease.

Oyaide, Mai / Ishii, Chiharu / Akita, Takeyuki / Kimura, Tomonori / Sakai, Shinsuke / Mizui, Masayuki / Mita, Masashi / Ide, Tomomi / Isaka, Yoshitaka / Hamase, Kenji

Journal of chromatography. A

2024 Volume 1719, Page(s) 464739

Abstract: A highly-selective three-dimensional high-performance liquid chromatographic (3D-HPLC) system was developed for the determination of serine (Ser), threonine (Thr) and allo-threonine (aThr) enantiomers in human plasma to screen the new biomarker of ... ...

Abstract	A highly-selective three-dimensional high-performance liquid chromatographic (3D-HPLC) system was developed for the determination of serine (Ser), threonine (Thr) and allo-threonine (aThr) enantiomers in human plasma to screen the new biomarker of chronic kidney disease (CKD). d-Ser has been reported to be the candidate biomarker of CKD, however, multiple biomarkers are still required. Therefore, Ser analogs of hydroxy amino acids are the focus in the present study. For the sensitive analysis, the amino acids were derivatized with 4-fluoro-7-nitro-2,1,3-benzoxadiazole and detected by their fluorescence. The 3D-HPLC system consisted of a reversed-phase column (Singularity RP18, 1.0 × 250 mm), an anion-exchange column (Singularity AX, 1.0 × 150 mm) and a Pirkle-type chiral stationary phase (Singularity CSP-013S, 1.5 × 250 mm). The developed method was validated and applied to the human plasma samples obtained from 15 healthy volunteers and 165 CKD patients. The concentrations of the d-forms were 1.13-2.26 (Ser), 0.01-0.03 (Thr) and 0.04-0.10 μM (aThr) for the healthy volunteers and 0.95-19.0 (Ser), 0-0.57 (Thr) and 0.04-1.02 μM (aThr) for the CKD patients. The concentrations and the %d values of all the target d-amino acids were increased along with the decreasing of renal function and further investigation for clinical applications are expected.
MeSH term(s)	Humans ; Threonine ; Serine ; Chromatography, High Pressure Liquid/methods ; Amino Acids/chemistry ; Stereoisomerism ; Renal Insufficiency, Chronic ; Biomarkers ; Anthracyclines
Chemical Substances	Threonine (2ZD004190S) ; Serine (452VLY9402) ; 7-O-(3-amino-2,3,6-trideoxy-alpha-hexopyranosyl)-epsilon-isorhodomycinone (117016-15-6) ; Amino Acids ; Biomarkers ; Anthracyclines
Language	English
Publishing date	2024-02-14
Publishing country	Netherlands
Document type	Journal Article
ZDB-ID	1171488-8
ISSN	1873-3778 ; 0021-9673
ISSN (online)	1873-3778
ISSN	0021-9673
DOI	10.1016/j.chroma.2024.464739
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Article ; Online: Evaluation of Individual Variation of d-Amino Acids in Human Plasma by a Two-Dimensional LC-MS/MS System and Application to the Early Diagnosis of Chronic Kidney Disease.

Ishii, Chiharu / Akita, Takeyuki / Kimura, Tomonori / Sakai, Shinsuke / Mita, Masashi / Ide, Tomomi / Isaka, Yoshitaka / Hamase, Kenji

Analytical chemistry

2024 Volume 96, Issue 12, Page(s) 4876–4883

Abstract: For the discovery of sensitive biomarkers of kidney function focusing on chiral amino acids, a multiple heart-cutting two-dimensional (2D) liquid chromatography-mass spectrometry (LC-MS)/MS system has been designed/developed. As the target analytes, ... ...

Abstract	For the discovery of sensitive biomarkers of kidney function focusing on chiral amino acids, a multiple heart-cutting two-dimensional (2D) liquid chromatography-mass spectrometry (LC-MS)/MS system has been designed/developed. As the target analytes, alanine (Ala), aspartic acid, glutamic acid (Glu), leucine (Leu), lysine, methionine, phenylalanine (Phe), proline (Pro), serine (Ser), and valine were selected considering the presence of their d-forms in mammals. The 2D LC-MS/MS system consisted of the nonenantioselective reversed-phase separation of the target amino acids, the separations of the d- and l-enantiomers, and detection using MS/MS. Using the method, the plasma chiral amino acids, precolumn derivatized with 4-fluoro-7-nitro-2,1,3-benzoxadiazole, were isolated from other intrinsic substances, then determined without losing sensitivity by the fully automated whole-peak volume transfer operation from first to second dimension. In all of the tested plasma samples obtained from five healthy individuals and 15 patients with chronic kidney disease (CKD), the target chiral amino acids were determined without interference. In healthy individuals, the levels of all the tested d-amino acids were regulated in the low ranges. In contrast, the % d values of Glu, Leu, and Phe significantly increased with the progress of kidney dysfunction, besides the previously reported values of d-Ala, Pro, and Ser. Concerning Phe, the significant increase of the % d values (
MeSH term(s)	Animals ; Humans ; Amino Acids/analysis ; Chromatography, Liquid/methods ; Tandem Mass Spectrometry/methods ; Liquid Chromatography-Mass Spectrometry ; Chromatography, High Pressure Liquid/methods ; Alanine/analysis ; Serine ; Glutamic Acid ; Leucine ; Proline ; Phenylalanine ; Renal Insufficiency, Chronic/diagnosis ; Early Diagnosis ; Biomarkers ; Stereoisomerism ; Mammals
Chemical Substances	Amino Acids ; Alanine (OF5P57N2ZX) ; Serine (452VLY9402) ; Glutamic Acid (3KX376GY7L) ; Leucine (GMW67QNF9C) ; Proline (9DLQ4CIU6V) ; Phenylalanine (47E5O17Y3R) ; Biomarkers
Language	English
Publishing date	2024-03-13
Publishing country	United States
Document type	Journal Article
ZDB-ID	1508-8
ISSN	1520-6882 ; 0003-2700
ISSN (online)	1520-6882
ISSN	0003-2700
DOI	10.1021/acs.analchem.3c05309
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