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Merck
  • Tetrazine-based cycloadditions: application to pretargeted live cell imaging.

Tetrazine-based cycloadditions: application to pretargeted live cell imaging.

Bioconjugate chemistry (2008-12-05)
Neal K Devaraj, Ralph Weissleder, Scott A Hilderbrand
摘要

Bioorthogonal tetrazine cycloadditions have been applied to live cell labeling. Tetrazines react irreversibly with the strained dienophile norbornene forming dihydropyrazine products and dinitrogen. The reaction is high yielding, selective, and fast in aqueous media. Her2/neu receptors on live human breast cancer cells were targeted with a monoclonal antibody modified with a norbornene. Tetrazines conjugated to a near-infrared fluorochrome selectively and rapidly label the pretargeted antibody in the presence of serum. These findings indicate that this chemistry is suitable for in vitro labeling experiments, and suggests that it may prove a useful strategy for in vivo pretargeted imaging under numerous modalities.

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Sigma-Aldrich
(4-(1,2,4,5-四嗪-3-基)苯基)甲胺 盐酸盐, 95%
Sigma-Aldrich
5-Norbornene-2-acetic acid succinimidyl ester, 97%
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E)-环辛-4-烯醇
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TCO-amine HCl salt
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(E)-碳酸环辛-4-烯基2,5-二氧杂-1-吡咯烷基酯
Sigma-Aldrich
反-环辛烯 PEG4 琥珀酰亚胺酯
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TCO-PEG3-maleimide
Sigma-Aldrich
5-Norbornene-2-endo-acetic acid