Journal article

Publication year: 2008

Pages: 1056-1060

Journal: The Journal of Organic Chemistry

Volume number: 73

Issue number: 3

ISSN: 0022-3263

eISSN: 1520-6904

Open access status: Green

DOI Link: https://doi.org/10.1021/jo702310g

Publisher: American Chemical Society

Abstract: 

[GRAPHICS]

We present two new synthetic strategies to rigid multivalent scaffolds of the general structure I based on adamantane. Both routes start from arylated adamantane derivatives and give the target compounds 12 and 18 in 5 and 7 steps, respectively. These scaffolds have been designed for the assembly of multivalent binders for cell surface epitopes. The adamantane nucleus exposes three carboxylic acid groups in a well-defined tripodal geometry for conjugation of targeting ligands. In addition, an amino group at the fourth bridgehead position provides a flexible linker for attachment of effector molecules such as contrast agents, radiotracers, or cytotoxins without interfering with the cell binding process.

Harvard Citation style: Nasr, K., Pannier, N., Frangioni, J. and Maison, W. (2008) Rigid multivalent scaffolds based on adamantane, The Journal of Organic Chemistry, 73(3), pp. 1056-1060. https://doi.org/10.1021/jo702310g

APA Citation style: Nasr, K., Pannier, N., Frangioni, J., & Maison, W. (2008). Rigid multivalent scaffolds based on adamantane. The Journal of Organic Chemistry. 73(3), 1056-1060. https://doi.org/10.1021/jo702310g