Lipidated cyclopropenes via a stable 3-N spirocyclopropene scaffold |
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Authors: | Pratik Kumar Ting Jiang Omar Zainul Alyssa N Preston Sining Li Joshua D Farr Pavit Suri Scott T Laughlin |
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Institution: | Department of Chemistry, Stony Brook University, Stony Brook, NY 11790, United States |
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Abstract: | Lipidated cyclopropenes serve as useful bioorthogonal reagents for imaging cell membranes due to the cyclopropene’s small size and ability to ligate with pro-fluorescent tetrazines. Previously, the lipidation of cyclopropenes required modification at the C3 position because methods to append lipids at C1/C2 were not available. Herein, we describe C1/C2 lipidation with the biologically active lipid ceramide and a common phospholipid using a cyclopropene scaffold whose reactivity with 1,2,4,5-tetrazines has been caged. |
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Keywords: | Cyclopropene tetrazine Bioorthogonal chemistry Click chemistry Lipid Photocage |
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