Inducible, Site-Specific Protein Labeling by Tyrosine Oxidation-Strain-Promoted (4 + 2) Cycloaddition.
Inducible, Site-Specific Protein Labeling by Tyrosine Oxidation-Strain-Promoted (4 + 2) Cycloaddition.
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DOI：
10.1021/acs.bioconjchem.7b00046
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发表时间：
2017-04-19
影响因子：
4.7
通讯作者：
van Delft FL
中科院分区：
文献类型：
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作者：
Bruins JJ;Westphal AH;Albada B;Wagner K;Bartels L;Spits H;van Berkel WJH;van Delft FL
遗传编码的酪氨酸（Y-标签）可用作诱导型和位点选择性缀合的潜在锚。在用蘑菇酪氨酸酶氧化酪氨酸后，所得1，2-醌与各种双环[6.1.0]壬炔（BCN）衍生物的应变促进环加成（SPOCQ）导致有效的缀合。该方法被应用于荧光标记的昆布多糖酶A和抗体-药物偶联物的位点特异性制备。
Genetically encoded tyrosine (Y-tag) can be utilized as a latent anchor for inducible and site-selective conjugation. Upon oxidation of tyrosine with mushroom tyrosinase, strain-promoted cycloaddition (SPOCQ) of the resulting 1,2-quinone with various bicyclo[6.1.0]nonyne (BCN) derivatives led to efficient conjugation. The method was applied for fluorophore labeling of laminarinase A and for the site-specific preparation of an antibody–drug conjugate.