L-苯丙氨酸置于硫酸体系中,化学反应 2.0H,以75%的收率获得l-4-溴苯丙氨酸 参考文献:Synthesis Of Six Phenylalanine Derivatives And Their Cell Toxicity Effect On Human Colon Cancer Cell Line Ht-29 标题:Synthesis Of Six Phenylalanine Derivatives And Their Cell Toxicity Effect On Human Colon Cancer Cell Line Ht-29 摘要:一些苯丙氨酸(phe)衍生物在药理学中具有重要作用,并可能用作药物原料和药物中间体.为了解苯丙氨酸衍生物的细胞毒性,我们合成了l-4-溴苯丙氨酸(brp),L-4-碘苯丙氨酸(ip),L-4-硝基苯丙氨酸(np),L-4-磺酸苯丙氨酸(sp),L-4-磷酸苯丙氨酸(pp)和l-4-氨基苯丙氨酸(np).我们通过质谱(ms),红外光谱(ir)或氢-1核磁共振谱(1H-NMR)以及高效液相色谱(HPLC)检测这些产品的正确性,Mtt法和hoechst33258染色检测它们对人结肠癌ht-29细胞的细胞毒性效应.结果显示,这些产品是正确的,Pp,Ip,Sp和np的细胞毒性对ht-29细胞基本无影响.此外,Pp,Ip和sp诱导细胞凋亡,其他三种苯丙氨酸衍生物既不诱导凋亡也不诱导坏死. Doi:10.2174/1570180812666141206001604
专利号:US-12188072-B2 优先权日:2018-03-19 标题 :Compositions and methods for rapid in vitro synthesis of bioconjugate vaccines in vitro via production and N-glycosylation of protein carriers in detoxified prokaryotic cell lysates 发明人:JEWETT MICHAEL CHRISTOPHER; STARK JESSICA CAROL; DELISA MATTHEW P; JAROENTOMEECHAI THAPAKORN 权利人:UNIV NORTHWESTERN; UNIV CORNELL 摘要:Disclosed are methods, systems, components, and compositions for cell-free synthesis of glycosylated carrier proteins. The glycosylated carrier proteins may be utilized in vaccines, including anti-bacterial vaccines. The glycosylated carrier proteins may include a bacterial polysaccharide conjugated to a carrier, which may be utilized to generate an immune response in an immunized host against the polysaccharide conjugated to the carrier. The glycosylated carrier proteins may be synthesized in cell-free glycoprotein synthesis (CFGpS) systems using prokaryote cell lysates that are enriched in components for glycoprotein synthesis such as oligosaccharyltransferases (OSTs) and lipid-linked oligosaccharides (LLOs) including OSTs and LLOs associated with synthesis of bacterial O antigens.
专利号:US-12365930-B2 优先权日:2016-07-14 标题:Method for rapid in vitro synthesis of glycoproteins via recombinant production of N-glycosylated proteins in prokaryotic cell lysates 发明人:JEWETT MICHAEL CHRISTOPHER; STARK JESSICA CAROL; DELISA MATTHEW P; JAROENTOMEECHAI THAPAKORN 权利人:UNIV NORTHWESTERN; UNIV CORNELL 摘要:Disclosed are methods, systems, components, and compositions for cell-free synthesis of glycosylated proteins. The glycosylated proteins may be utilized in vaccines, including anti-bacterial vaccines. The glycosylated proteins may include a bacterial polysaccharide conjugated to a carrier, which may be utilized to generate an immune response in an immunized host against the polysaccharide conjugated to the carrier. The glycosylated proteins may be synthesized in cell-free glycoprotein synthesis (CFGpS) systems using prokaryote cell lysates that are enriched in components for glycoprotein synthesis such as oligosaccharyltransferases (OSTs) and lipid-linked oligosaccharides (LLOs) including OSTs and LLOs associated with synthesis of bacterial O antigens.
专利号:US-9938509-B2 优先权日:2010-12-08 标 题 :Biocatalysts and methods for the synthesis of armodafinil 发明人:ANG EE LUI; ALVIZO OSCAR; BEHROUZIAN BEHNAZ; CLAY MICHAEL D; COLLIER STEVEN J; EBERHARD ELLEN D; FAN FU; SONG SHIWEI; SMITH DEREK J; WIDEGREN MAGNUS; WILSON ROBERT; XU JUNYE; ZHU JUN 权利人:CODEXIS INC 摘要:The present invention relates to non-naturally occurring polypeptides useful for preparing armodafinil, polynucleotides encoding the polypeptides, and methods of using the polypeptides. The non-naturally occurring polypeptides of the present invention are effective in carrying out biocatalytic conversion of the (i) 2-(benzhydrylsulfinyl)acetamide to (−)-2-[(R)-(diphenylmethyl)sulfinyl]acetamide (armodafinil), or (ii) benzhydryl-thioacetic acid to (R)-2-(benzhydrylsulfinyl)acetic acid, which is a pivotal intermediate in the synthesis of armodafinil, in enantiomeric excess.
专利号:US-10087221-B2 优先权日:2013-03-21 标题 :Synthesis of hydantoin containing peptide products 发明人:HENKEL BERND 权利人:SANOFI AVENTIS DEUTSCHLAND 摘要:The present invention relates to a method of synthesizing a peptide product comprising at least one hydantoin group. The peptide product may be used as a reference material for the quality control of pharmaceutical peptides, particularly for the quality control of exendin peptides. Further, the invention relates to hydantoin building blocks, a method for manufacturing such building blocks and their use for the synthesis of peptide products.
专利号:US-2024209029-A1 优先权日:2021-04-21 标题:Adiponectin glycopeptides and compositions and methods of use thereof 发明人:WANG YU; LI XUECHEN; XU AIMIN; WU HONGXIANG; ZHANG YIWEI; LI YUANXIN 权利人:UNIV HONG KONG 摘要:An improved method for the chemical synthesis of glycosylated peptides has been developed. The method uses stereoselective glycan synthesis and chemical peptide ligation to produce glycopeptides at lower-cost and with higher efficiency/yield compared to conventional methods. In particular, a method for the large-scale, chemical synthesis of hydroxylated amino acid building blocks and glycosylated amino acids suitable for solid phase peptide synthesis (SPPS) are disclosed. SPPS-based methods using the glycosylated amino acids to chemically synthesize adiponectin-like peptides are also described. In vivo studies show that the adiponectin mimicking glycopeptides exhibit significant anticancer, anti-obesity and insulin sensitizing effects. Pharmaceutical compositions of the synthetic glycopeptides and methods of use thereof in treating diseases associated with deficient adiponectin are also described.
专利号:US-2023212788-A1 优先权日:2020-03-26 标 题:New method for automated on-demand biomolecular array synthesis 发明人:ZHANG YIXIN; LIN WEILIN 权利人:UNIV DRESDEN TECH 摘要:The invention provides an amphiphilic coating for the direct and rapid synthesis of an array of peptides and small molecular compounds on a planar surface of a solid support, comprising a hydrophilic chemical structure and a lipophilic group, wherein said peptides and small molecular compounds differ from spot to spot from each other in the chemical structure, characterized in that said amphiphilic coating possesses low wettability to polar aprotic solvents used in the array synthesis; said amphiphilic coating possessing low wettability is designed that it can be converted to a coating possessing high wettability by hydrolysis of the lipophilic group; and said amphiphilic coating comprises an amino group for the reaction with an electrophilic reagent. The invention further provides a solid support comprising said amphiphilic coating and a method for method for the direct and rapid synthesis of an array of peptides and small molecular compounds on a planar surface of a solid support, wherein said planar surface of a solid support comprises said amphiphilic coating. Said method includes the enhancing of the wettability of a glass surface to organic solvents to realize automated on-demand biomolecular array synthesis comprising both, peptides and small molecular compounds. The amphiphilic surface can be switched to a hydrophilic surface, resulting in high density arrays suitable for protein- and cell-based screening.
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合成参考文献
参考文献:10.1002/jms.296 摘要:Perera BA, Gallardo AL, Barr JM, Tekarli SM, Anbalagan V, Talaty ER, Van Stipdonk MJ. Influence of a ring substituent on the tendency to form H2O adducts to Ag+ complexes with phenylalanine analogues in an ion trap mass spectrometer. J. Mass Spectrom. 2002 Feb 08;37(4):401–13. doi: 10.1002/jms.296. 参考文献:10.1007/10_2015_336 摘要:Grinstead K, Joel S, Zingg JM, Dikici E, Daunert S. Enabling Aequorin for Biotechnology Applications Through Genetic Engineering. Adv Biochem Eng Biotechnol. 2015 Oct 17;(). doi: 10.1007/10_2015_336. 参考文献:10.1007/s00259-003-1445-1 摘要:Samnick S, Romeike BFM, Kubuschok B, Hellwig D, Amon M, Feiden W, Menger MD, Kirsch C. p -[ 123 I]iodo-l-phenylalanine for detection of pancreatic cancer: basic investigations of the uptake characteristics in primary human pancreatic tumour cells and evaluation in in vivo models of human pancreatic adenocarcinoma. European Journal of Nuclear Medicine and Molecular Imaging. 2004 Apr 01;31(4):532–41. doi: 10.1007/s00259-003-1445-1.