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卤代苯丙氨酸衍生物的合成与拆分 被引量:11

Synthesis and Resolution of Phenylalanine Analogues Substituted by Halogen
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摘要 以苯胺类化合物为起始原料 ,经重氮化、丙烯酸加成、氨解等过程合成了 5种消旋苯环取代苯丙氨酸衍生物 ,并采用α-糜蛋白酶和枯草杆菌蛋白酶对所有氨基酸进行了拆分 ,通过 IR,1 H NMR,元素分析和旋光等技术进行表征 .其中 Five kinds of racemic ring modified phenylalanines were synthesized by using aniline derivatives as the raw materials and further characterized with routine analysis. Most of the amino acids were resolved with chymotrypsin or subtilisin and some protected forms of the amino acids were obtained. The possible mechanism of the method for the relatively large scale synthesis was discussed. These unusual amino acids were used as the building blocks for peptide based antagonists. It had latent investigation values that the physicochemical properties and metabolism behavior in vivo of the peptide containing the amino acids were changed.
出处 《高等学校化学学报》 SCIE EI CAS CSCD 北大核心 2002年第7期1314-1317,共4页 Chemical Journal of Chinese Universities
基金 军事医学科学院创新基金资助
关键词 卤代苯丙氨酸衍生物 合成 Α-糜蛋白酶 枯草杆菌蛋白酶 重氮化 拆分 非灰氨基酸 高效液相色谱 酶法 Chymotrypsin Subtilisin Diazotization Resolution Unnatural amino acids HPLC
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  • 1陈庆华,邹昶.光学活性化合物的工业合成[J].有机化学,1994,14(1):1-11. 被引量:22
  • 2王积涛,杨晓萍,许育明,王善伟.双环氮杂锡氧烷配合物与醛的缩合反应的研究[J].高等学校化学学报,1996,17(11):1717-1720. 被引量:3
  • 3Ji J G,Natural Product R & D,1998年,10卷,3期,80页
  • 4Wang R,Chin J Medicinal Chem,1996年,6卷,227页
  • 5Long Y C,Int J Peptide Protein Res,1996年,47卷,42页
  • 6Steven R L,Int J Peptide Protein Res,1996年,48卷,411页
  • 7Deng J,Tetrahedron Lett,1996年,37卷,2261页
  • 8Cheng L S,World pharmacy,1996年,17卷,67页
  • 9Deng J,J Am Chem Soc,1995年,117卷,7824页
  • 10Deng J,Angew Chem Int Ed Engl,1994年,33卷,1729页

共引文献25

同被引文献105

  • 1马士忠,左美林,高仰哲,刘明君,魏东芝.甲基苯丙氨酸的合成与拆分[J].氨基酸和生物资源,2005,27(3):52-54. 被引量:2
  • 2姜凤超,刘剑敏,成冲云,葛燕丽.β-锗代α-氨基酸衍生物的合成、抗肿瘤活性及构效关系研究[J].中南药学,2006,4(1):3-7. 被引量:5
  • 3谢斌,左莉,江志奎,徐大林,朱华庆,周青,胡若磊,桂淑玉,汪渊.全反式维甲酸诱导HepG2细胞分化和降低软琼脂克隆形成[J].安徽医科大学学报,2007,42(2):143-146. 被引量:8
  • 4[1]Bommarius A S,Schwarm M,Stingl K,et al.Synthesis and use of enantiomerically pure tert-leucine[J].Tetrahedron:Asymmetry,1995,6(12):2851-2888.
  • 5[2]Ettmayer P,Hübner M,Billich A,et al.Novel extended transition state mimic in HIV-1 protease inhibitors with peripheral C2-symmetry[J].Bioorganic and Medicinal Chemistry Letters,1994,4:2851-2856.
  • 6[4]Kopf-Maier P,Tornieporth-Oetting I C.Antitumor activity of titanocene aminoacid complexes[J].Biometals,1996,9 (3):267-271.
  • 7[5]Mineura K,Shioya H,Kowada M,et al.Tumor extent of slowly progressive oligodendroglioma determined by 18F-fluorophenylalanine positron emission tomography[J].European Journal of Radiology,1997,25 (1):30-35.
  • 8[6]Busca P,Paradisi F,Moynihan E,et al.Enantioselective synthesis of non-natural amino acids using phenylalanine dehydrogenases modified by site-directed mutagenesis[J].Organic and Biomolecular Chemistry,2004,2 (18):2684-2691.
  • 9[7]Samet A V,Coughlin D J,Buchanan ACIII,et al.An improved 'one-pot' procedure for synthesis of fluorinated DL-phenylalanines[J].Synthetic Communications,2002,32 (6):941-946.
  • 10[8]Lemaire C,Guillaume M,Christiaens L,et al.A new route for the synthesis of[18F]fluoroar-omatic substituted amino acids:no carrier added L-p-[18F]fluorophenylalanine[J].Applied Radiation and Isotopes,1987,38 (12):1033-1038.

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