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6-Amidopyrene as a label-assisted laser desorption/ionization (LA-LDI) enhancing tag: development of photoaffinity pyrene derivative
http://hdl.handle.net/2241/00133823
df71b9e1-722c-4d8d-8201-aad924796f99
名前 / ファイル | ライセンス | Actions | |
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item type | Journal Article(1) | |||||
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公開日 | 2016-01-21 | |||||
タイトル | ||||||
タイトル | 6-Amidopyrene as a label-assisted laser desorption/ionization (LA-LDI) enhancing tag: development of photoaffinity pyrene derivative | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
タイプ | journal article | |||||
著者 |
Yoneda, Kozo
× Yoneda, Kozo× Hu, Yaping× Kita, Masaki× 木越, 英夫 |
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著者別名 |
北, 将樹
× 北, 将樹× 木越, 英夫 |
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抄録 | ||||||
内容記述 | Pyrene-conjugated compounds are detected by label-assisted laser desorption/ionization mass spectrometry (LA-LDI MS) without matrixes. We found that 6-amidopyrene derivatives were highly detectable by the LDI MS instrument equipped with a 355 nm laser. In a certain case of a 6-amidopyrene derivative, a molecular ion peak [M]+• and a characteristic fragment ion peak [M–42]+• were detected in an amount of only 10 fmol. The latter peak, corresponding to the 6-aminopyrene fragment, might be generated in situ by the removal of ketene (CH2=C=O) from the parent molecule. A photoaffinity amidopyrene derivative of an antitumor macrolide aplyronine A (ApA–PaP) was synthesized, which showed potent cytotoxicity and actin-depolymerizing activity. In an LDI MS analysis of the MeOH- and water-adducts of ApA–PaP, oxime N–O bonds as well as amidopyrene N-acetyl moieties were preferentially cleaved, and their internal structures were confirmed by MS/MS analysis. Amidopyrene moiety might enhance fragmentation and stabilize the cleaved fragments by intramolecular or intermolecular weak interactions including hydrogen bonding. Our chemical probe methods might contribute to a detailed analysis of binding modes between various ligands and target biomacromolecules that include multiple and weak interactions. | |||||
書誌情報 |
Scientific reports 巻 5, p. 17853, 発行日 2015-12 |
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ISSN | ||||||
収録物識別子 | 2045-2322 | |||||
PubMed番号 | ||||||
関連識別子 | ||||||
関連識別子 | 26667050 | |||||
DOI | ||||||
関連識別子 | ||||||
関連識別子 | 10.1038/srep17853 | |||||
権利 | ||||||
権利情報 | This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ | |||||
著者版フラグ | ||||||
値 | publisher | |||||
出版者 | ||||||
出版者 | Nature Publishing Group |