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  1. 数理物質系 (Faculty of Pure and Applied Sciences)
  2. 北 将樹 (Kita Masaki)
  1. 筑波大学 (University of Tsukuba)
  2. 木越 英夫 (Kigoshi Hideo)
  1. コンテンツタイプ (Contents Type)
  2. 雑誌発表論文等 (Journal article, etc.)
  3. S~
  4. Scientific reports

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
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SR-5_17853.pdf SR-5_17853 (1.1 MB)
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item type Journal Article(1)
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

WEKO 124903

Yoneda, Kozo

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Hu, Yaping

× Hu, Yaping

WEKO 124904

Hu, Yaping

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Kita, Masaki

× Kita, Masaki

WEKO 124905

Kita, Masaki

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木越, 英夫

× 木越, 英夫

WEKO 88
e-Rad 90169839
筑波大学研究者総覧 0000000631

木越, 英夫

ja-Kana キゴシ, ヒデオ

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著者別名 北, 将樹

× 北, 将樹

WEKO 643

北, 将樹

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木越, 英夫

× 木越, 英夫

WEKO 88
e-Rad 90169839
筑波大学研究者総覧 0000000631

木越, 英夫

Search repository
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
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/
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出版者
出版者 Nature Publishing Group
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