专利号:US-7589170-B1 优先权日:1998-09-25 标题 :Synthesis of cyclic peptides 发明人:SMYTHE MARK LESLIE; MEUTERMANS WIM DENIS FRANS; BOURNE GREGORY THOMAS; MCGEARY ROSS PETER 权利人:UNIV QUEENSLAND 摘要:This invention relates to methods for preparing cyclic peptides and peptidomimetic compounds in solution and bound to solid supports, and to cyclic peptide or peptidomimetic libraries for use in drug screening programs. In particular, the invention relates to a generic strategy for synthesis of cyclic peptides or peptidomimetics that enables the efficient synthesis under mild conditions of a wide variety of desired compounds. Two approaches were evaluated for their improvements in solution and solid phase synthesis of small cyclic peptides: positioning reversible N-amide substituents in the sequence; and applying native ligation chemistry in an intramolecular sense. Systematic investigation of the effects of preorganising peptides prior to cyclisation by using peptide cyclisation auxiliaries, and developing new linkers and peptide cyclisation auxiliaries to aid cyclic peptide synthesis gives surprising improvements in both yields and purity of products compared to the prior art methods. The combination of these technologies provides a powerful generic approach for the solution and solid phase synthesis of small cyclic peptides. The ring contraction and N-amide substitution technology of the invention provide improved methods for the synthesis of cyclic peptides and peptidomimetics. When used in conjunction with linker strategies, this combination provides solid-phase avenues to cyclic peptides and peptidomimetics.
专利号:WO-0018790-A1 优先权日:1998-09-25 标 题 :Synthesis of cyclic peptides
专利号:US-3753970-A 优先权日:1970-08-04 标题:Cyclopeptides derived from polymyxins and their preparation 发明人:BOUCHAUDON J; JOLLES G 权利人:RHONE POULENC SA 摘要:THE NEW CYCLOPEPTIDES OF THE FORMULA: DAB<(-DAB(-G)-Y-Z-DAB(-G)-DAB(-G)-THR-) IN WHICH Y-Z REPRESENTS AN AMINO ACID CHAIN SELECTED FROM D-LEU-THR,D-PHE-LEU, D-LEU-LEU AND D-LEU-ILEU, G REPRESENTS AN AMINO-PROTECTING RADICAL OF THE FORMULA: PY-CH(-R)-OOC- IN WHICH PY REPRESENTS PYRIDYL, PYRIDYL-N-OXIDE, OR PYRIDYL OR PYRIDYL-N-OXIDE CARRYING A METHYL SUBSTITUENT, R REPRESENTS HYDROGEN, ALKYL OF 1 TO THROUGH 5 CARBON ATOMS, OR PHENYL, AND DAB REPRESENTS A,Y-DIAMINOBUTYRIC AID, THE AMINO ACIDS HAVING THE L-CONFFIGURATION UNLESS OTHERWISE INDICATED, SAID CYCLOPEPTIDES CONTAINING ONLY A SINGLE FREE AMINO GROUP, ARE USEFUL INTERMEDIATES FOR THE SYNTHESIS OF SEMI-SYNTHETIC PRODUCTS DERIVED FROM POLYMYXINS.
专利号:AU-6183099-A 优先权日:1998-09-25 标 题:Synthesis of cyclic peptides
专利号:AU-766495-B2 优先权日:1998-09-25 标题:Synthesis of cyclic peptides
专利号:CA-2345407-A1 优先权日:1998-09-25 标题 :Synthesis of cyclic peptides
参考文献:10.1038/nchembio.132 摘要:Van Zeebroeck G, Bonini BM, Versele M, Thevelein JM. Transport and signaling via the amino acid binding site of the yeast Gap1 amino acid transceptor. Nat Chem Biol. 2009 Jan;5(1):45–52. doi: 10.1038/nchembio.132.