"Teflon-coated peptides": hexafluoroacetone trihydrate as a structure stabilizer for peptides

Rajan, Rahul ; Awasthi, Satish K. ; Bhattacharjya, Surajit ; Balaram, P. (1997) "Teflon-coated peptides": hexafluoroacetone trihydrate as a structure stabilizer for peptides Biopolymers, 42 (2). pp. 125-128. ISSN 0006-3525

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Official URL: http://www3.interscience.wiley.com/journal/40195/a...

Related URL: http://dx.doi.org/10.1002/(SICI)1097-0282(199708)42:2<125::AID-BIP1>3.0.CO;2-P


In the last 30 years, since the early work of Goodman and co-workers introducing trifluoroethanol as a solvent in peptide conformational analysis,1,2 the ability of fluoroalcohols to stabilize secondary structures in peptides in aqueous solution is well documented.3-7 However, the detailed molecular mechanisms remain to be understood. 3,4,8-12 2,2,2-Trifluoroethanol (TFE) has been the most widely used fluoroalcohol additive to aqueous solutions of peptides and proteins.4,13-18 We describe in this communication the superior structure-stabilization properties of hexafluoroacetone trihydrate (HFA, a covalent hydrate, of the ketone, a gem diol, hexafluoropropan-2,2- diol) 19-21 and provide a rationale for the induction of intramolecularly hydrogen-bonded conformations in peptides, in aqueous fluoroalcohol solutions.

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Deposited On:18 Oct 2010 09:11
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