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Synthesis of Protein Bioconjugates via Cysteine-maleimide Chemistry
Published on: July 20, 2016
ポリペプチドイオン内のアルギニン残留物に対するガス相結合は,N-ヒドロキシスクシニミドエステルベースの反応剤イオンを通じた
William M McGee1, Marija Mentinova, Scott A McLuckey
1Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA.
Journal of the American Chemical Society
|July 10, 2012
まとめ
アルギニンのサイドチェーンへのガス相結合は,N-ヒドロキシスッキニミド (NHS) エステルを使用して達成されます. この方法は,イオン/イオン反応を通じてポリペプチドイオン内のアルギニン残基の共振的修正を可能にします.
科学分野:
- マススペクトロメトリーによる質量スペクトロメトリーです.
- 化学生物学 化学生物学とは
- プロテオミクス プロテオミクスは,プロテオミクスの
背景:
- アルギニンの残留物は,タンパク質の構造と機能において極めて重要です.
- ガス相ポリペプチドイオンにおけるアルギニンの選択的改変は難しい.
- N-hydroxysuccinimide (NHS) エステルは一般的なラベル用反応剤ですが,溶液中のアルギニンとの反応性は限られています.
研究 の 目的:
- 陽子化されていないアルギニンのサイドチェーンへのガス相結合を示すために.
- ガス相におけるアルギニンの改変のためのN-ヒドロキシスッキニミド (NHS) エステルの有用性を調査する.
- ポリペプチドイオンにおけるアルギニンの選択的ラベル付けのための新しい方法を開発する.
主な方法:
- 利用された電荷減少と電荷逆転のイオン/イオン反応.
- 結合反応剤として使用されているN-ヒドロキシスッキニミド (NHS) エステル.
- アルギニンのプロトン化されていないグアニジノ群による核愛性の攻撃を調査した.
主要な成果:
- 陽子化されていないアルギニンのサイドチェーンへのガス相結合が成功しました.
- アルギニン・グアニディノ群によるNHSのNHSエステルからの容易な異位が示された.
- 陽子化されていない原始アミンと類似した反応性を示した.
結論:
- アルギニンへのガス相結合は,NHSエステルを使用して実現可能である.
- この方法は,ポリペプチドイオン内のアルギニン残基を修正するための新しいアプローチを提供します.
- 溶液相アルギニン改変の限界を克服する.
関連する概念動画
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