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荧光双功能反式环辛烯作为研究点击释放动力学的有效工具。

Fluorogenic Bifunctional trans-Cyclooctenes as Efficient Tools for Investigating Click-to-Release Kinetics.

机构信息

Leiden Institute of Chemistry and The Institute for Chemical Immunology, Leiden University, Einsteinweg 55, 2333 CC, Leiden, The Netherlands.

Syncom, Kadijk 3, 9747 AT, Groningen, The Netherlands.

出版信息

Chemistry. 2020 Aug 6;26(44):9900-9904. doi: 10.1002/chem.201905446. Epub 2020 Jun 3.

DOI:10.1002/chem.201905446
PMID:32154603
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7496853/
Abstract

The inverse electron demand Diels-Alder pyridazine elimination reaction between tetrazines and allylic substituted trans-cyclooctenes (TCOs) is a key player in bioorthogonal bond cleavage reactions. Determining the rate of elimination of alkylamine substrates has so far proven difficult. Here, we report a fluorogenic tool consisting of a TCO-linked EDANS fluorophore and a DABCYL quencher for accurate determination of both the click and release rate constants for any tetrazine at physiologically relevant concentrations.

摘要

四嗪与烯丙基取代的反式环辛烯（TCO）之间的逆电子需求 Diels-Alder 嘧啶消除反应是生物正交键断裂反应中的关键因素。迄今为止，确定烷基胺底物的消除速率一直很困难。在这里，我们报告了一种包含 TCO 连接的 EDANS 荧光团和 DABCYL 猝灭剂的荧光探针，可用于在生理相关浓度下准确测定任何四嗪的点击和释放速率常数。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c966/7496853/9def3319327c/CHEM-26-9900-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c966/7496853/51b8c65c8a0e/CHEM-26-9900-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c966/7496853/bda5cbad2abc/CHEM-26-9900-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c966/7496853/79b91406dae1/CHEM-26-9900-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c966/7496853/9def3319327c/CHEM-26-9900-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c966/7496853/51b8c65c8a0e/CHEM-26-9900-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c966/7496853/bda5cbad2abc/CHEM-26-9900-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c966/7496853/79b91406dae1/CHEM-26-9900-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c966/7496853/9def3319327c/CHEM-26-9900-g004.jpg

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