个人简介

American Chemical Society Ralph F. Hirschmann Award in Peptide Chemistry, 2006 Distinguished McKnight University Professorship, 1997 Vincent du Vigneaud Award, Outstanding Achievements in Peptide Research, 1994 Searle Scholar Award, 1982

研究领域

Chemical Biology/Organic Chemistry

Our research group is interested in developing new mild chemical methods for the synthesis of peptides and small proteins, and applying these methods to solve interesting and challenging biological problems. Our comprehensive approach involves a reexamination and overhaul of protecting group combinations, cleavage conditions, anchoring linkages, and polymeric supports in solid-phase methodologies. Several of the reagents and procedures that we have developed are being used in laboratories throughout the world; notable examples are the "PAL," "XAL," and "BAL" linkers, and the PEG-PS and CLEAR family of supports. Given the exquisite degree of control afforded by orthogonal strategies that exploit such gentle bond-breaking processes as thiolysis, fluoridolysis, and photolysis, the members of our group are well equipped to synthesize an array of challenging, structurally complex target molecules taken from the biological arena. These include peptides with multiple disulfide bridges; glyco-; phospho-, and sulfo-peptides; head-to-tail cyclic peptides; and the small protein bovine pancreatic trypsin inhibitor (BPTI). Topics of current interest include dynamics and mechanisms of protein folding; generation of encoded combinatorial libraries of peptides and non-peptide structures; mapping of protein domains involved in signal transduction; understanding the role of sugars, phosphates, and other post-translational modifications for structure and function of peptide conjugates; and preparation of DNA and PNA arrays for detection of genetic diseases, including cancers. In addition, we continue to make fundamental contributions to organosulfur chemistry and interface this to important biology, e.g., the creation of sulfur-sulfur bridges in peptides, and sulfurization of the backbone in synthetic "anti-sense" DNA and RNA. "Problems worthy of attack prove their worth by attacking back," and in this regard students in our research group explore new aspects spanning the range of synthetic organic chemistry as it interfaces with biology. They become skilled in various state-of-the-art techniques for structure determination, purification, and characterization, including daily application of high-field NMR, mass spectrometry, amino acid analysis, and high pressure liquid chromatography (HPLC). X-ray crystallography and computer modeling are further tools that play a role in some of this research.

近期论文

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Joseph C. Kappel and George Barany. Methionine anchoring applied to the solid-phase synthesis of lysine-containing ‘head-to-tail’ cyclic peptides. Lett. Pept. Sci. 10, 119-125 (2003). Judit Tulla-Puche, Irina V. Getun, Clare Woodward, and George Barany. Native-like Conformations Are Sampled by Partially Folded and Disordered Variants of Bovine Pancreatic Trypsin Inhibitor. Biochemistry 43, 1591-1598 (2004). With Supporting Information: 8 pages. Simon K. Shannon and George Barany. Colorimetric Monitoring of Solid-Phase Aldehydes Using 2,4-Dinitrophenylhydrazine. J. Comb. Chem. 6, 165-170 (2004). With Supporting Information: 8 pages. Pablo Cironi, Judit Tulla-Puche, George Barany, Fernando Albericio, and Mercedes álvarez. Solid-Phase Syntheses of Furopyridine and Furoquinoline Systems. Org. Lett., 6,1405-1408 (2004). With Supporting Information: 26 pages. K. Darlak, D. Wiegandt Long, A. Czerwinski, M. Darlak, F. Valenzuela, A. F. Spatola, and G. Barany. Facile preparation of disulfide-bridged peptides using the polymer-supported oxidant CLEAR-OX™. J. Peptide Research 63, 303-312 (2004). Judit Tulla-Puche and George Barany. On-Resin Native Chemical Ligation for Cyclic Peptide Synthesis. J. Org. Chem. 69, 4101-4107 (2004). Simon K. Shannon and George Barany. 4-(9-Fluorenylmethyloxycarbonyl)-phenylhydrazine (FmPH): A New Chromophoric Reagent for Quantitative Monitoring of Solid-Phase Aldehydes. J. Org. Chem. 69, 4586-4594 (2004). With Supporting Information: 6 pages. Esther Cros, Marta Planas, George Barany, and Eduard Bardají. N-Tetrachlorophthaloyl (TCP) Protection for Solid-Phase Peptide Synthesis. Eur. J. Org. Chem., pp. 3633-3642 (2004). With Supporting Information: 15 pages. Joseph C. Kappel, T. Scott Yokum, and George Barany. Parallel Solid-Phase Syntheses of 1,3,4-Thiadiazolium-2-Aminides. J. Comb. Chem. 6, 746-752 (2004). Judit Tulla-Puche, Irina V. Getun, Jordi Alsina, Fernando Albericio, and George Barany. Synthetic Circularized Analogues of Bovine Pancreatic Trypsin Inhibitor. Eur. J. Org. Chem., pp. 4541-4544 (2004). Joseph C. Kappel and George Barany. A Convenient Orthogonally Cleavable Methionine Handle for Anchoring Amines to Polymeric Supports J. Comb. Chem. 7, 78-84 (2005). Michael J. Barany, Robert P. Hammer, R.B. Merrifield, and George Barany. Efficient Synthesis of 1,2,4-Dithiazolidine-3,5-diones [Dithiasuccinoyl-Amines] from Bis(chlorocarbonyl)disulfane Plus Bis(trimethylsilyl)amines. J. Am. Chem. Soc. 127, 508-509 (2005). With Supporting Information: 8 pages. Judit Tulla-Puche and George Barany. Development of resin-to-resin transfer reactions (RRTR) using Sonogashira chemistry. Tetrahedron 61, 2195-2201 (2005). C.M. Gross, D. Lelièvre, C. Woodward, and G. Barany. Preparation of protected peptidyl thioester intermediates for native chemical ligation by Nα-9-fluorenylmethoxycarbonyl (Fmoc) chemistry: considerations of side-chain and backbone anchoring strategies, and compatible protection for N-terminal cysteine. J. Peptide Research 65, 395-410 (2005). Matthew W. Rose, Juhua Xu, Tamara A. Kale, George O’Doherty, George Barany, and Mark D. Distefano. Enzymatic incorporation of orthogonally reactive prenylazide groups into peptides using geranylazide diphosphate via protein farnesyltransferase: Implications for selective protein labeling. Biopolymers (Pept. Sci.) 80, 164-171 (2005). Mian Liu, Victor G. Young, Jr., Sachin Lohani, David Live, and George Barany. Syntheses of TN building blocks Nα-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-serine/L-threonine pentaflurophenyl esters: comparison of protocols and elucidation of side reactions. Carbohydrate Research 340, 1273-1285 (2005). With Supporting Information: 47 pages. M.W. Rose, N.D. Rose, J. Boggs, S. Lenevich, J. Xu, G. Barany, and M.D. Distefano. Evaluation of geranylazide and farnesylazide diphosphate for incorporation of prenylazides into a CAAX box-containing peptide using protein farnesyltransferase. J. Peptide Research 65, 529-537 (2005). Besik I. Kankia, George Barany, and Karin Musier-Forsyth. Unfolding of DNA quadruplexes induced by HIV-1 nucleocapsid protein. Nucleic Acids Research 33, 4395-4403 (2005). Mian Liu, George Barany, and David Live. Parallel solid-phase synthesis of mucin-like glycopeptides. Carbohydrate Research 340, 2111-2122 (2005). With Supporting Information: 13 pages. Joseph C. Kappel and George Barany. Backbone amide linker (BAL) strategy for Nα-9-fluorenylmethoxycarbonyl (Fmoc) solid-phase synthesis of peptide aldehydes. J. Peptide Sci. 11, 525-535 (2005).