专利号:US-4769445-A 优先权日:1985-03-04 标 题:Process for the solid phase synthesis of peptides which contain sulfated tyrosine 发明人:COMSTOCK JEANNE; ROSAMOND JAMES D 权利人:PENNWALT CORP 摘要:Peptides and Peptide amides such as cholecystokinin (CCK-8) are synthesized in improved yields and purity by a solid phase process. The requisite protected peptide is elaborated and sulfated on a solid support, deprotected, and cleaved from the solid support to give the total synthesis of CCK-8 on a solid support. Thereafter, the peptide is purified in a single step by ion exchange chromatography to provide analytically pure CCK-8.
专利号:US-11845970-B2 优先权日:2016-01-15 标 题:Endo-S2 mutants as glycosynthases, method of making and use for glycoengineering of glycoproteins 发明人:WANG LAI-XI; YANG QIANG; LI TIEZHENG; TONG XIN 权利人:UNIV MARYLAND 摘要:The present invention provides for recombinant Endo-S2 mutants (named Endo-S2 glycosynthases) that exhibit reduced hydrolysis activity and increased transglycosylation activity for the synthesis of glycoproteins wherein a desired sugar chain is added to a fucosylated or nonfucosylated GlcNAc-IgG acceptor. As such, the present invention allows for the synthesis and remodeling of therapeutic antibodies thereby providing for certain biological activities, such as, prolonged half-life time in vivo, less immunogenicity, enhanced in vivo activity, increased targeting ability, and/or ability to deliver a therapeutic agent.
专利号:WO-9108220-A1 优先权日:1989-12-01 标 题:A method for the stepwise, controlled synthesis of chemical species, particularly peptides, coupled products obtained by the method and the use of these coupled products, e.g. as vaccines 发明人:HOUEN GUNNAR; HOLM ARNE 权利人:HOUEN GUNNAR; HOLM ARNE 摘要:Chemical species, particularly peptides, are synthesized by a stepwise, controlled process, in which a proteinaceous substance such as a protein is used as the synthesis substrate. The products obtained by the process can be used e.g. as vaccines against various diseases and as matrix materials or carrier molecules.
专利号:US-5202235-A 优先权日:1986-08-18 标题 :Enzymatic method for the synthesis and separation of peptides 发明人:IACOBUCCI GUILLERMO A 权利人:COCA COLA CO 摘要:The present invention provides a method for the enzymatic synthesis of peptides accomplished by shifting the chemical equilibrium that exists in a reaction mixture between charged or ionized reacting amino acids and uncharged or non-ionized peptide product in the presence of a proteolytic enzyme such as thermolysin. The equilibrium is shifted by diffusion of the uncharged peptide product across an ion-rejection membrane which removes the uncharged peptide from the reaction mixture and preferably the diffused uncharged peptide is quickly converted to a charged species that cannot back-diffuse into the reaction mixture so that the uncharged peptide is effectively 'pulled' across the membrane.
专利号:US-5350681-A 优先权日:1986-08-18 标题 :Enzymatic membrane method for the synthesis and separation of peptides 发明人:IACOBUCCI GUILLERMO A; BROSE DANIEL J; RAY RODERICK J; VAN EIKEREN PAUL 权利人:COCA COLA CO 摘要:The present invention discloses a method for the enzymatic synthesis of a peptide. A protected peptide having a C-terminal carboxylate group or a protected, N-acyl amino acid having an alpha carboxylate group is reacted with a protected peptide having an N-terminal ammonium group or a protected amino acid having an alpha ammonium group in the presence of a condensation enzyme under conditions in which the carboxylate group and the ammonium group condense to form a protected, uncharged, peptide product. This peptide product is transported across a water-immiscible hydrophobic phase into an aqueous product phase and prevented from back diffusing across the water-immiscible hydrophobic phase. The peptide product can be converted, chemically or enzymatically, to a charged species that cannot back diffuse across the water-immiscible phase into the aqueous reaction phase. The water-immiscible hydrophobic phase is an ion rejection membrane separating the aqueous reaction phase from the product phase creating oil/water interfaces with each of the aqueous phases.
专利号:US-5002871-A 优先权日:1986-08-18 标 题:Enzymatic membrane method for the synthesis and separation of peptides 发明人:IACOBUCCI GUILLERMO A 权利人:COCA COLA CO 摘要:The present invention provides a membrane method for the enzymatic synthesis of peptides accomplished by shifting the chemical equilibrium that exists in a reaction mixture between charged or ionized reacting amino acids and uncharged or non-ionized peptide product in the presence of a proteolytic enzyme such as thermolysin. The equilibrium is shifted by diffusion of the unchanged peptide product across an ion-rejection membrane which removes the uncharged peptide from the reaction mixture and preferably the diffused uncharged peptide is quickly converted to a charged species that cannot back-diffuse into the reaction mixture so that the uncharged peptide is effectively 'pulled' across the membrane. An enzymatic conversion of the uncharged species utilizing an esterase having proteolytic activity such as aminoacylase I is disclosed. Copermeating reactants can be separated from the product mixture and returned to the reaction mixture. Also, the ion-rejection membrane can be utilized to resolve enantiomers of racemic carboxylic acids including D,L-amino acids.
1: Huang C, Chen S, Zhang T, Li D, Huang Z, Huang J, Qin Y, Chen B, Cheng G, Ma F, Zhou M. TLR3 Ligand PolyI:C Prevents Acute Pancreatitis Through the Interferon-β/Interferon-α/β Receptor Signaling Pathway in a Caerulein-Induced Pancreatitis Mouse Model. Front Immunol. 2019 May 3;10:980. doi: 10.3389/fimmu.2019.00980. eCollection 2019. 2: Yuan J, Hasdemir B, Tan T, Chheda C, Rivier J, Pandol SJ, Bhargava A. Protective effects of urocortin 2 against caerulein-induced acute pancreatitis. PLoS One. 2019 May 17;14(5):e0217065. doi: 10.1371/journal.pone.0217065. eCollection 2019. 3: Amiti, Tamizhselvi R, Manickam V. Menadione (vitamin K3) inhibits hydrogen sulfide and substance P via NF-кB pathway in caerulein-induced acute pancreatitis and associated lung injury in mice. Pancreatology. 2019 Mar;19(2):266-273. doi: 10.1016/j.pan.2019.01.012. Epub 2019 Jan 18. doi: 10.22038/IJBMS.2018.26976.6595.
合成参考文献
参考文献:10.1007/s00535-010-0205-9 摘要:Yamada T, Araki H, Watabe K, Kamada Y, Kiso S, Ogiyama H, Nishihara T, Kihara S, Funahashi T, Shimomura I, Tsutsui S, Hayashi N. Adiponectin deficiency enhanced the severity of cerulein-induced chronic pancreatitis in mice. J Gastroenterol. 2010 Jul;45(7):742–9. doi: 10.1007/s00535-010-0205-9. 参考文献:10.1038/labinvest.2010.44 摘要:Wang J, Ohmuraya M, Suyama K, Hirota M, Ozaki N, Baba H, Nakagata N, Araki K, Yamamura K. Relationship of strain-dependent susceptibility to experimentally induced acute pancreatitis with regulation of Prss1 and Spink3 expression. Laboratory Investigation. 2010 Feb 15;90(5):654–64. doi: 10.1038/labinvest.2010.44. 参考文献:10.2147/ceg.s17634 摘要:Fieker A, Philpott J, Armand M. Enzyme replacement therapy for pancreatic insufficiency: present and future. Clin Exp Gastroenterol. 2011;4():55–73. 参考文献:10.1053/j.gastro.2011.06.087 摘要:Treiber M, Neuhöfer P, Anetsberger E, Einwächter H, Lesina M, Rickmann M, Liang S, Kehl T, Nakhai H, Schmid RM, Algül H. Myeloid, but not pancreatic, RelA/p65 is required for fibrosis in a mouse model of chronic pancreatitis. Gastroenterology. 2011 Oct;141(4):1473–85, 1485.e1. doi: 10.1053/j.gastro.2011.06.087. 参考文献:10.1152/ajpgi.00425.2005 摘要:Ohashi S, Nishio A, Nakamura H, Kido M, Ueno S, Uza N, Inoue S, Kitamura H, Kiriya K, Asada M, Tamaki H, Matsuura M, Kawasaki K, Fukui T, Watanabe N, Nakase H, Yodoi J, Okazaki K, Chiba T. Protective roles of redox-active protein thioredoxin-1 for severe acute pancreatitis. American Journal of Physiology-Gastrointestinal and Liver Physiology. 2006 Apr;290(4):G772–81. doi: 10.1152/ajpgi.00425.2005.