Water compatible photoarylation of amino acids and peptides.

Water compatible photoarylation of amino acids and peptides.
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氨基酸和肽的水相容性光芳基化

DOI:
10.1002/chem.201402959
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发表时间:
2014
期刊:
影响因子:
--
通讯作者:
T. Lindel
T. Lindel
中科院分区:
--
文献类型:
--
作者:
A. Sudakow;U. Papke;T. Lindel

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描述了一种新的氨基酸和肽的光芳基化,其耐受水的存在。在N-保护的2-叠氮基苯并咪唑存在下照射Boc-保护的氨基酸导致羧基末端或侧链的选择性芳基化。新的反应也适用于肽。九肽H-SPSYVYHQF-OH的照射也导致酪氨酸侧链的选择性芳基化,如ESI-MS/MS碎片所示。化学选择性和区域选择性可以将标题反应添加到光亲和标记方法中。
A novel photoarylation of amino acids and peptides is described, which tolerates the presence of water. Irradiation of Boc‐protected amino acids in the presence of N‐protected 2‐azidobenzimidazoles leads to selective arylation of carboxy termini or side chains. The new reaction also works for peptides. Irradiation of the nonapeptide H‐SPSYVYHQF‐OH also resulted in selective arylation of the tyrosine side chains, as indicated by ESI‐MS/MS fragmentation. Chemo‐ and regioselectivity could add the title reaction to the repertoire of photoaffinity labeling methods.
分析肽 mithilfe photoaktivierbarer Aminosäureanaloga 中的结构
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