Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide
Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide
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DOI：
10.1039/c4cc07892f
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发表时间：
2014-01-01
影响因子：
4.9
通讯作者：
Schatzschneider, Ulrich
中科院分区：
文献类型：
--
作者：
Henry, Lucas;Schneider, Christoph;Schatzschneider, Ulrich
不对称 2,3-二取代氧杂降冰片二烯 (OND) 作为“掩蔽”炔烃等价物与 [Mn(N-3)(bpy(CH3,CH3))(CO)(3)] 进行无催化剂室温 iClick 反应，可分离出苯丙氨酸酯生物共轭物，其中模型氨基酸通过在环加成-逆-狄尔斯-阿尔德（crDA）反应序列，采用基于金属中心反应性的生物正交偶联反应的新方法。
The catalyst-free room temperature iClick reaction of an unsymmetrically 2,3-disubstituted oxanorbornadiene (OND) as a `` masked'' alkyne equivalent with [Mn(N-3)(bpy(CH3,CH3))(CO)(3)] leads to isolation of a phenylalanine ester bioconjugate, in which the model amino acid is linked to themetal moiety via a N-2-coordinated triazolate formed in a cycloaddition-retro-Diels-Alder (crDA) reaction sequence, in a novel approach to bioorthogonal coupling reactions based on metalcentered reactivity.