欢迎登录材料期刊网

材料期刊网

高级检索

研究了核苷结构中2'-位含有不同取代基时Burkholderia cepacia脂肪酶促3'-位羟基高区域选择性酰化反应.结果表明,该脂肪酶催化核苷类似物酰化的优势产物均为3'-酯,且随着酰基供体链的增长,3'-区域选择性逐渐升高;在酶促核苷癸酰化反应中,当核苷2'-位含有H,F,Cl和Br取代基时,3'-区域选择性最高(89%~98%);当2'-位含有OH或OCH3时,3'.区域选择性较低(69%~74%).

参考文献

[1] Ferrero M.;Gotor V. .Chemoenzymatic transformations in nucleoside chemistry [Review][J].Monatshefte fur Chemie,2000(6):585-616.
[2] Matsuda A;Sasaki T .Antitumor activity of sugar-modified cytosine nucleosides.[J].Cancer science,2004(2):105-111.
[3] Garcia J;Fernandez S;Ferrero M;Sanghvi YS;Gotor V .Direct regioselective enzymatic acylation of nucleosides: building-blocks for the solution phase synthesis of oligonucleotides.[J].Nucleosides, nucleotides and nucleic acids,2003(5/8):1455-1457.
[4] Sun X F'Wang N;Wu Q;Lin X F .[J].Biotechnology Letters,2004,26:1019.
[5] Wang P.;Dordick JS. .Enzymatic synthesis of unique thymidine-containing polyphenols[J].Macromolecules,1998(3):941-943.
[6] Hamamura E K;Prystasz M;Verheyden J P H;Moffan J G Yamaguchi K Uchida N Sato K Nomura A Shiratori O .[J].Journal of Medicinal Chemistry,1976,19:654.
[7] Pejanovid V;Piperski V;Uglje(s)i(c)-Kilibarda D;Tasi(c) J Da(c)evi(c) M Medid-Mija(c)evi(c) L Guni(c) E Popsavin M Popsavin V .[J].European Journal of Medicinal Chemistry,2006,41:503.
[8] Garcia J;Fernández S;Ferrero M;Sanghvi Y S Gotor V .[J].Tetrahedron Letters,2004,45:1709.
[9] Li N;Ma D;Zong MH .Enhancing the activity and regioselectivity of lipases for 3'-benzoylation of floxuridine and its analogs by using ionic liquid-containing systems[J].Journal of Biotechnology,2008(1):103-109.
[10] Lavandera W;Fernandez S;Magdalenala J;Ferrero M;Grewal H;Savile CK;Kazlauskas RJ;Gotor V .Remote interactions explain the unusual regioselectivity of lipase from Pseudomonas cepacia toward the secondary hydroxyl of 2 '-deoxynucleosides[J].Chembiochem: A European journal of chemical biology,2006(4):693-698.
[11] Wang Z Y;Li N;Zong M H .[J].Journal of Mol CatalB,2009,59:212.
[12] Wang Z Y;Zong M H .[J].Biotechnology Progress,2009,25:784.
[13] Li, N;Zong, MH;Ma, D .Thermomyces lanuginosus lipase-catalyzed regioselective acylation of nucleosides: Enzyme substrate recognition[J].Journal of Biotechnology,2009(3/4):250-253.
[14] Li N;Zong M H;Ma D .[J].EurJOeg Chem,2008,2008:5375.
[15] Therisod M;Klibanov A M .[J].Journal of the American Chemical Society,1986,108:5638.
[16] Ozaki S;Yamashita K;Konishi T;Maekawa T Eshima M Uemura A Ling L .[J].Nucleosides,Nucleotides and Nucleic Acids,1995,14:401.
[17] Pleiss J;Fischer M;Schmid R D .[J].Chemistry and Physics of Lipids,1998,93:67.
[18] 程咏梅,吴坚平,徐刚,杨立荣.有机相中利用脂肪酶催化的醇解反应拆分炔丙醇酮乙酸酯[J].催化学报,2010(02):225-228.
[19] 陈志刚,宗敏华.分子量及酰基供体对酶促魔芋葡甘聚糖酰化反应的影响[J].催化学报,2007(04):339-344.
[20] Li X;Wu Q;Lv D S;Lin X F .[J].Bioorganic and Medicinal Chemistry Letters,2006,14:3377.
[21] Li N;Zong MH;Liu XM;Ma D .Regioselective synthesis of 3 '-O-caproyl-floxuridine catalyzed by Pseudomonas cepacia lipase[J].Journal of molecular catalysis, B. Enzymatic,2007(1/2):6-12.
[22] Tuomi W V;Kazlauskas R J .[J].Journal of Organic Chemistry,1999,64:2638.
上一张 下一张
上一张 下一张
计量
  • 下载量()
  • 访问量()
文章评分
  • 您的评分:
  • 1
    0%
  • 2
    0%
  • 3
    0%
  • 4
    0%
  • 5
    0%