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Cover Picture: Surface Modification of Tobacco Mosaic Virus with “Click” Chemistry (ChemBioChem 4/2008)
Author(s) -
Bruckman Michael A.,
Kaur Gagandeep,
Lee L. Andrew,
Xie Fang,
Sepulveda Jennifer,
Breitenkamp Rebecca,
Zhang Xiongfei,
Joralemon Maisie,
Russell Thomas P.,
Emrick Todd,
Wang Qian
Publication year - 2008
Publication title -
chembiochem
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.05
H-Index - 126
eISSN - 1439-7633
pISSN - 1439-4227
DOI - 10.1002/cbic.200890009
Subject(s) - tobacco mosaic virus , click chemistry , cycloaddition , capsid , chemistry , conjugate , combinatorial chemistry , azide , virus , organic chemistry , virology , biology , catalysis , biochemistry , mathematical analysis , mathematics , gene
The cover picture shows tobacco mosaic virus (TMV) decorated with a wide array of compounds. These modifications are based on the synergistic combination of the highly efficient Cu I ‐catalyzed azide–alkyne cycloaddition reaction, a prototypical “click” reaction, and the aryldiazonium coupling reaction. This combination provides an extremely efficient way to conjugate a wide spectrum of compounds to the phenolic groups of tyrosine residues presented on the TMV capsid. To highlight the modularity and efficiency of this click conjugation, a cell‐adhesion assay was performed after TMV had been modified with functionalities that can promote or prevent cell adhesion and proliferation. The crystal structures shown in the background depict the structure of the TMV coat protein, which is self‐assembled helically around a single‐stranded genomic RNA. Nature propagates this assembly using the leaf of the tobacco plant host. Further details can be found in the article by Q. Wang et al. on p. 519 ff. The figure was prepared by Z. Niu.