Synthesis of a β-Tetrapeptide Analog as a Mother Compound for the Development of Matrix Metalloproteinase-2-Imaging Agents
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概要
- 論文の詳細を見る
Matrix metalloproteinase-2 (MMP-2) is an attractive target for the diagnosis of cancer and atherosclerosis in nuclear imaging. A cyclic decapeptide, cCTTHWGFTLC (cCTT), has been used as the mother compound for the development of MMP-2-imaging agents with high potency and selectivity. Most of radiolabeled derivatives of cCTT currently developed for in vivo studies of MMP-2, however, suffer from low accumulation in the target tissues, such as tumors. For enhanced in vivo stability and tissue penetration, we designed a linear β-tetrapeptide analog, H-β^3-Phe-β-Ala-β^3-Trp-β^3-His-OH (1), to mimic cCTT. The component β-amino acids were prepared by reduction of N-protected α-amino acid methyl esters to the alcohols, followed by conversion into the cyanides, and subsequent hydrolysis. Compound 1 was obtained from these β-amino acids by the conventional solution method. In MMP-2 inhibition assay, compound 1 displayed desirably significant inhibition, which was comparable to cCTT. These findings suggest that compound 1 may serve as a mother compound in the design and development of in vivo MMP-2-imaging agents.
- 社団法人日本薬学会の論文
- 2008-03-01
著者
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Murakami T
Kyoto Univ. Kyoto
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Murakami T
National Inst. Advanced Industrial Sci. And Technol. Ibaraki
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MUKAI Takahiro
Graduate School of Biomedical Sciences, Nagasaki University
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Tomonari Masahide
参天製薬奈良研究開発センター
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Mukai T
九州大学 大学院薬学研究院
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Mukai Takahiro
Graduate School Of Pharmaceutical Sciences Kyushu University
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Mukai Takahiro
京都大学 薬学研究科病態機能分析学
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Mukai Takahiro
Graduate School Of Medicine Kyoto University
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YAMAMOTO Fumihiko
Graduate School of Pharmaceutical Sciences, Kyushu University
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MAEDA Minoru
Graduate School of Pharmaceutical Sciences, Kyushu University
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SUGANUMA Noriko
Graduate School of Pharmaceutical Sciences, Kyushu University
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SOEJIMA Kenta
Graduate School of Pharmaceutical Sciences, Kyushu University
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SASAKI Junichi
Graduate School of Pharmaceutical Sciences, Kyushu University
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Mori Tomohiko
Institute Of Biomaterials And Bioengineering Tokyo Medical And Dental University
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Soejima Kenta
Graduate School Of Pharmaceutical Sciences Kyushu University
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Suganuma Noriko
Graduate School Of Pharmaceutical Sciences Kyushu University
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Maeda Minoru
Optical Measurement Technology Development Co. Ltd.
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Maeda Minoru
Graduate School Of Pharmaceutical Sciences Kyushu University
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Yamamoto Fumihiko
Graduate School Of Pharmaceutical Sciences Kyushu University:crest Japan Sceicne And Technology Corp
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Yamamoto Fumihiko
Graduate School Of Pharmaceutical Sciences Kyushu University
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Maeda M
Graduate School Of Pharmaceutical Sciences Kyushu University
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Mukuno Takashi
The Graduate School Of National Science And Technology Okayama University
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Sasaki Junichi
Graduate School Of Pharmaceutical Sciences Kyushu University
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Maeda Minoru
Graduate School Of Pharmaceutical Sciences Kyushu Univ.
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Yamamoto Fumihiko
Graduate School Of Pharmaceutical Sciences Kyushu Univ.
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Yamamoto Fumihiko
Graduate School of Pharmaceutical Sciences
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Maeda Minoru
Graduate School of Pharmaceutical Sciences
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