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- Title
An Alkyne-Appended, Click-Ready Pt<sup>II</sup> Complex with an Unusual Arrangement in the Solid State.
- Authors
White, Jonathan D.; Guzman, Lindsay E.; Zakharov, Lev N.; Haley, Michael M.; DeRose, Victoria J.
- Abstract
To better understand the range of cellular interactions of PtII-based chemotherapeutics, robust and efficient methods to track and analyze Pt targets are needed. A powerful approach is to functionalize PtII compounds with alkyne or azide moieties for post-treatment conjugation through the azide-alkyne cycloaddition (click) reaction. Herein, we report an alkyne-appended cis-diamine PtII compound, cis-[Pt(2-(5-hexynyl)amido-1,3-propanediamine)Cl2] ( 1), the X-ray crystal structure of which exhibits a combination of unusual radially distributed CH/π(CC) interactions, PtPt bonding, and NH:O/NH:Cl hydrogen bonds. In solution, 1 exhibits no Ptalkyne interactions and binds readily to DNA. Subsequent click reactivity with nonfluorescent dansyl azide results in a 70-fold fluorescence increase. This result demonstrates the potential for this new class of alkyne-modified Pt compound for the comprehensive detection and isolation of Pt-bound biomolecules.
- Subjects
PROPANEDIAMINE; CRYSTAL structure; X-rays; HYDROGEN bonding; FLUORESCENCE
- Publication
Angewandte Chemie International Edition, 2015, Vol 54, Issue 3, p1032
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201409853