Hexafluoro-2-propanol as a potent cosolvent for chemical ligation of membrane proteins

Science China Chemistry

Volumn 54, Issue 1, 2011, Pages 110-116

  Shen, Fei ^a,b   Tang, Shan ^a,b   Liu, Lei ^a,b  

^a UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA   (China)

^b TSINGHUA UNIVERSITY   (China)

Author keywords

alternative solvent; hexafluoro 2 propanol; membrane protein; native chemical ligation

Indexed keywords

2-PROPANOL; ALTERNATIVE SOLVENTS; CHEMICAL LIGATION; COSOLVENTS; DIPEPTIDE; FLUORINATED ALCOHOL; HIGH EFFICIENCY; MEMBRANE PROTEIN; MEMBRANE PROTEINS; MODEL PROTEINS; NATIVE CHEMICAL LIGATION; OPTIMIZED CONDITIONS; PEPTIDE SEQUENCES; RECOMBINANT EXPRESSION; SOLUBLE PEPTIDES; SOLVENT SYSTEM; TRANSMEMBRANES;

BIOLOGICAL MEMBRANES; OPTIMIZATION; PEPTIDES; SOLVENTS; UREA;

PROPANOL;

EID: 79251547705     PISSN: 16747291     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11426-010-4188-4     Document Type: Conference Paper

References (25)

1. E. Wallin G.V. Heijne 1998 Genome-wide analysis of integral membrane proteins from eubacterial, archaean, and eukaryotic organisms. Protein Sci 7 1029 1038 1:CAS:528:DyaK1cXisFSnu7s%3D 10.1002/pro.5560070420
2. D. Olschewski C.F.W. Becker 2008 Chemical synthesis and semisynthesis of membrane proteins Mol Biosystems 4 733 740 1:CAS:528:DC%2BD1cXntlGnsro%3D 10.1039/b803248c
3. G.G. Kochendoerfer S.B.H. Kent 1999 Chemical protein synthesis Curr Opin Chem Biol 3 665 671 1:CAS:528:DyaK1MXotFSlu7o%3D 10.1016/S1367-5931(99)00024-1
4. P.E. Dawson T.W. Muir I. Clarklewis S.B.H. Kent 1994 Synthesis of proteins by native chemical ligation Science 266 776 779 1:CAS:528: DyaK2MXitVGgtrw%3D 10.1126/science.7973629
5. T.W. Muir D. Sondhi P.A. Cole 1998 Expressed protein ligation: A general method for protein engineering Proc Nat Acad Sci USA 95 6705 6710 1:CAS:528:DyaK1cXjslyntLg%3D 10.1073/pnas.95.12.6705
6. I.T. Arkin P.D. Adams A.T. Brunger S.O. Smith D.M. Engelman 1997 Structural perspectives of phospholamban, a helical transmembrane pentamer Annu Rev Biophys Biomol Struct 26 157 179 1:CAS:528:DyaK2sXktFCjtbo%3D 10.1146/annurev.biophys.26.1.157
7. G.G. Kochendoerfer D. Salom J.D. Lear R. Wilk-Orescan S.B.H. Kent W.F. DeGrado 1999 Total chemical synthesis of the integral membrane protein influenza A virus M2: Role of its C-terminal domain in tetramer assembly Biochemistry 38 11905 11913 1:CAS:528:DyaK1MXlt1Ggsb0%3D 10.1021/bi990720m
8. C.L. Hunter G.G. Kochendoerfer 2004 Native chemical ligation of hydrophobic peptides in lipid bilayer systems Bioconjugate Chem 15 948 948 1:CAS:528:DC%2BD2cXkvVGgt7Y%3D 10.1021/bc040291r
9. M.J. Grogan Y. Kaizuka R.M. Conrad J.T. Groves C.R. Bertozzi 2005 Synthesis of lipidated green fluorescent protein and its incorporation in supported lipid bilayers J Am Chem Soc 127 14383 14387 1:CAS:528: DC%2BD2MXhtVWrtrvK 10.1021/ja052407f
10. E. Bianchi R. Ingenito R.J. Simon A. Pessi 1999 Engineering and chemical synthesis of a transmembrane protein: The HCV protease cofactor protein NS4A J Am Chem Soc 121 7698 7699 1:CAS:528:DyaK1MXkvFWmurw%3D 10.1021/ja9901617
11. E.C.B. Johnson S.B.H. Kent 2007 Towards the total chemical synthesis of integral membrane proteins: a general method for the synthesis of hydrophobic peptide-(alpha)thioester building blocks Tetrahedron Lett 48 1795 1799 1:CAS:528:DC%2BD2sXhsFyrtLg%3D 10.1016/j.tetlet.2007.01.030
12. C.F.W. Becker P. Strop R.B. Bass K.C. Hansen K.P. Locher G. Ren M. Yeager D.C. Rees G.G. Kochendoerfer 2004 Conversion of a mechanosensitive channel protein from a membrane-embedded to a water-soluble form by covalent modification with amphiphiles J Mol Biol 343 747 758 1:CAS:528: DC%2BD2cXot1WrtLo%3D 10.1016/j.jmb.2004.08.062
13. Y. Marsac J. Cramer D. Olschewski K. Alexandrov C.F.W. Becker 2006 Site-specific attachment of polyethylene glycol-like oligomers to proteins and peptides Bioconjugate Chem 17 1492 1498 1:CAS:528:DC%2BD28XhtFCqt77P 10.1021/bc0601931
14. R. Abe J.M.M. Caaveiro M. Kudou K. Tsumoto 2010 Solubilization of membrane proteins with novel N-acylamino acid detergents Mol Biosystems 6 677 679 1:CAS:528:DC%2BC3cXjtlant78%3D 10.1039/b925791h
15. E.E. Schrier R.T. Ingwall H.A. Scheraga 1965 Effect of aqueous alcohol solutions on thermal transition of ribonuclease J Phys Chem 69 298 1:CAS:528:DyaF2MXjtVKqtQ%3D%3D 10.1021/j100885a046
16. M. Buck H. Schwalbe C.M. Dobson 1996 Main-chain dynamics of a partially folded protein: N-15 NMR relaxation measurements of hen egg white lysozyme denatured in trifluoroethanol J Mol Biol 257 669 683 1:CAS:528: DyaK28Xit1ehs7Y%3D 10.1006/jmbi.1996.0193
17. D.P. Hong M. Hoshino R. Kuboi Y. Goto 1999 Clustering of fluorine-substituted alcohols as a factor responsible for their marked effects on proteins and peptides J Am Chem Soc 121 8427 8433 1:CAS:528: DyaK1MXkvVCrt7g%3D 10.1021/ja990833t
18. G.G. Kochendoerfer D.H. Jones S. Lee M. Oblatt-Montal S.J. Opella M. Montal 2004 Functional characterization and NMR spectroscopy on full-length Vpu from HIV-1 prepared by total chemical synthesis J Am Chem Soc 126 2439 2446 1:CAS:528:DC%2BD2cXosl2iug%3D%3D 10.1021/ja038985i
19. T. Vorherr A. Wrzosek M. Chiesi E. Carafoli 1993 Total synthesis and functional properties of the membrane-intrinsic protein phospholamban Protein Sci 2 339 347 1:CAS:528:DyaK3sXitlCntbk%3D 10.1002/pro.5560020306
20. F.I. Valiyaveetil R. MacKinnon T.W. Muir 2002 Semisynthesis and folding of the potassium channel KcsA J Am Chem Soc 124 9113 9120 1:CAS:528: DC%2BD38XltFCqurY%3D 10.1021/ja0266722
21. N. Hirota K. Mizuno Y. Goto 1997 Cooperative alpha-helix formation of beta-lactoglobulin and melittin induced by hexafluoroisopropanol Protein Sci 6 416 421 1:CAS:528:DyaK2sXhvVyju7s%3D 10.1002/pro.5560060218
22. G.M. Fang H.K. Cui J.S. Zheng L. Liu 2010 Chemoselective ligation of peptide phenyl esters with N-terminal cysteines ChemBioChem 11 1061 1065 1:CAS:528:DC%2BC3cXmtV2isrw%3D 10.1002/cbic.201000165
23. J.S. Zheng H.K. Cui G.M. Fang W.X. Xi L. Liu 2010 Chemical protein synthesis by kinetically controlled ligation of peptide O-esters ChemBioChem 11 511 515 1:CAS:528:DC%2BC3cXis1ehtLY%3D 10.1002/cbic.200900789
24. M. Schnolzer P. Alewood A. Jones D. Alewood S.B.H. Kent 2007 In situ neutralization in boc-chemistry solid phase peptide synthesis - Rapid, high yield assembly of difficult sequences Inter J Peptide Res Therapeutics 13 31 44 1:CAS:528:DC%2BD2sXntlKgurs%3D 10.1007/s10989-006-9059-7
25. A.R. Eduardo A.J. Scupham E.W. Triplett 1997 Trifolitoxin production in rhizobium etli strain ce3 increases competitiveness for rhizosphere colonization and root nodulation of Phaseolus vulgaris in soil MPMI 10 228 233 10.1094/MPMI.1997.10.2.228