专利号:US-7301006-B2 优先权日:2002-07-16 标 题 :Methods and materials for the synthesis of modified peptides 发明人:YOUNG TRAVIS G; KIESSLING LAURA L 权利人:WISCONSIN ALUMNI RES FOUND 摘要:Methods and protected amino acids useful as building blocks (protected monomers) for the synthesis of peptides and proteins that are selectively modified at one or more side-chain hydroxyl groups. Azide-bearing protecting groups allow the selective deprotection of side-chain hydroxyl groups of amino acids after synthesis of a peptide. Reaction conditions for removal of the azide-bearing protecting group can be selected which are substantially orthogonal to those that will remove α-amino protecting groups typically employed in peptide synthesis, such that hydroxyl groups protected with the azide-bearing protecting group remain protected during synthesis of the peptide chain. Various protecting groups which are readily available can be used for protecting potentially reactive side chain groups of amino acids in the peptide or protein to be modified. Preferred side-chain protecting groups are chemically distinguishable from the azide-bearing protecting group and substantially orthogonal reaction conditions can be selected such that side-chain protection of other amino acids is maintained when the azide-bearing protecting group is removed. The use of the azide-bearing protecting group of this invention for one or more hydroxy amino acids during peptide synthesis allows the selective unmasking of those azide-protected side-chain hydroxyl groups and selective modification of the hydroxyl groups that are selectively unmasked. The methods and materials herein are particularly used in synthesis of sulfated, phosphorylated and glycosylated peptides and proteins. Kits and methods of synthesizing a modified peptide or protein using the kits are also provided.
专利号:US-12351573-B2 优先权日:2019-05-09 标 题:Compounds for use in synthesis of peptidomimetics 发明人:AL-ABED YOUSEF; CHENG KAI FAN 权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH 摘要:Synthesis of O-benzotriazole and O-imidazole synthons are described. Uses of synthons in synthesis of azapeptides and other peptidomimetics, azapeptides and other peptidomimetics synthesized from the synthons and uses of azapeptides and other peptidomimetics are also described.
专利号:WO-2008098280-A1 优先权日:2007-02-16 标题:Methods for the synthesis of dicarba bridges in growth hormone peptides 发明人:ROBINSON ANDREA JANE; VAN LIEROP BIANCA; WHELAN AMANDA 权利人:POLYCHIP PHARMACEUTICALS PTY; UNIV MONASH; ROBINSON ANDREA JANE; VAN LIEROP BIANCA; WHELAN AMANDA 摘要:The invention relates to peptides comprising the carboxy terminal sequence of a growth hormone or an analogue of such a peptide in which the disulfide bridge is replaced by a dicarba bridge. Compositions containing such dicarba bridged peptides and method of treating obesity in an animal such as a human comprising administration of such dicarba bridged peptides are also disclosed.
专利号:US-3915949-A 优先权日:1974-02-12 标题:Solid phase synthesis of ACTH 发明人:COLESCOTT ROBERT L; KAISER EMIL; BOSSINGER CHARLES D; COOK PAUL I 权利人:ARMOUR PHARMA 摘要:Resin peptides useful in the preparation of peptides having biological activity, and particularly such resin peptides containing R -CH2-Phe-Glu at one end of an amino acid chain, R being the resin and Phe and Glu being the residues of the amino acids phenylalanine and glutamic acid; and processes for the preparation of such resin peptides. Resin peptides are disclosed which contain amino acid chains identical with the amino acid chains of natural peptides having biological activity. Other resin peptides are disclosed which contain amino acid chains in which the amino acid residues differ in kind and sequence from amino acid chains of natural biologically active peptides but from which peptides having biological activity may be derived.
专利号:US-4301045-A 优先权日:1977-05-02 标 题:Synthesis of peptides 发明人:KAISER EMIL; COLESCOTT ROBERT L 权利人:ARMOUR PHARMA 摘要:Resin peptides useful in the preparation of peptides having biological activity, and particularly such resin peptides containing Pro-Asp-CH2- or Pro-Asn-CH2- at one end of an amino acid chain, being the resin and Pro, Asp and Asn being the residues of the amino acids proline, aspartic acid and asparagine; and processes for the preparation of such resin peptides.
专利号:US-4242238-A 优先权日:1976-02-13 标 题 :Synthesis of peptides 发明人:BOSSINGER CHARLES D; COLESCOTT ROBERT L; KAISER EMIL 权利人:ARMOUR & 摘要:Resin peptides useful in preparing peptides having biological activity, and particularly such resin peptides containing ALA-GLU-CH 2 - R at one end of an amino acid chain, R being the resin and ALA and GLU being the residues of the amino acids alanine and glutamic acid; and processes for the preparation of such resin peptides. Resin peptides including ACTH 1-28 are disclosed which have adrenocorticotropic activity along with processes for their preparation.
[参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. [参考文献]: C Leeuwenburgh, Et Al. Markers Of Protein Oxidation By Hydroxyl Radical And Reactive Nitrogen Species In Tissues Of Aging Rats. Am J Physiol. 1998 Feb;274(2):R453-61. [参考文献]: Gerg A Molnár, Et Al. Urinary Ortho-Tyrosine Excretion In Diabetes Mellitus And Renal Failure: Evidence For Hydroxyl Radical Production. Kidney Int. 2005 Nov;68(5):2281-7. [参考文献]: Kevin Guo, Et Al. Ion-Pairing Reversed-Phase Liquid Chromatography Fractionation In Combination With Isotope Labeling Reversed-Phase Liquid Chromatography-Mass Spectrometry For Comprehensive Metabolome Profiling. J Chromatogr A. 2011 Jun 10;1218(23):3689-94. [参考文献]: P Dandona, Et Al. Inhibitory Effect Of A Two Day Fast On Reactive Oxygen Species (Ros) Generation By Leucocytes And Plasma Ortho-Tyrosine And Meta-Tyrosine Concentrations. J Clin Endocrinol Metab. 2001 Jun;86(6):2899-902.
合成参考文献
参考文献:10.1007/0-387-29540-2_51 摘要:Schears G, Creed J, Antoni D, Zaitseva T, Greeley W, Wilson DF, Pastuszko A. Brain injury following repetitive apnea in newborn piglets. Adv Exp Med Biol. 2006;578():323–9. doi: 10.1007/0-387-29540-2_51.