Fluorous Peptide Synthesis

By: Matthias Junkers, Aldrich ChemFiles 2007, 7.2, 17.

Aldrich ChemFiles 2007, 7.2, 17.

Fluorous-phase chemistry offers new synthesis and separation strategies for the synthesis of peptides in solution or in SPPS. Orthogonal to other purification procedures, Fluorous Solid- Phase Extraction (F-SPE), fluorous HPLC or fluorous liquid-liquid extraction require an additional but greatly simplifying workup of the final products. The necessary fluorous tags can be introduced by using pre-tagged reagents or through the use of tagging compounds at various stages of peptide synthesis (see scheme).

Some recent examples of fluorous peptides synthesis include the peptide synthesis on fluorous supports by Mizuno et al.,1 the solid-phase peptide synthesis with fluorous capping by Kumar and Montanari2, or the application of fluorous N-protecting groups in peptide synthesis by Overkleeft et al.3

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Materials

     

References

  1. Mizuno, M. et al. Tetrahedron Lett. 2004, 45, 3425.
  2. Kumar, K.;Montanari, V. J. Am. Chem. Soc. 2004, 126, 9528.
  3. Overkleeft, H. S. et al. Tetrahedron Lett. 2003, 44, 9013.

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