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Chemical Biology Using Fluorinated Building Blocks

Supramolecular Aspects of Chemical Biology

  1. Cristina Y. Zamora,
  2. Laila Dafik,
  3. Krishna Kumar

Published Online: 15 MAR 2012

DOI: 10.1002/9780470661345.smc184

Supramolecular Chemistry: From Molecules to Nanomaterials

Supramolecular Chemistry: From Molecules to Nanomaterials

How to Cite

Zamora, C. Y., Dafik, L. and Kumar, K. 2012. Chemical Biology Using Fluorinated Building Blocks. Supramolecular Chemistry: From Molecules to Nanomaterials. .

Author Information

  1. Tufts University, Medford, MA, USA

Publication History

  1. Published Online: 15 MAR 2012

Abstract

There is a long and rich history of the use of fluorine-containing molecules to modulate biological function. In recent years, incorporation of fluorine atoms into biomolecular assemblies has resulted in unprecedented control of structure and function. The electronegativity of fluorine has helped unveil the physical basis for the stability of collagen; incorporation of trifluoromethyl groups into peptides and proteins has resulted in hyperstable ensembles and enabled the control of oligomer formation in the nonpolar context of biological membranes. Further, fluorinated lipids segregate from hydrocarbon lipids with identical headgroups in bilayers and serve as better vehicles for transporting macromolecular cargo into living cells. Some select systems are highlighted here and the important role of fluorinated biomolecules is discussed.

Keywords:

  • fluorinated building blocks;
  • noncovalent interactions;
  • phase separation;
  • protein design;
  • chemical biology