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基于固相方法的环肽合成研究进展 被引量:2

Advances in research on solid-synthesis of cyclic peptides
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摘要 环肽是一类肽链一端(N端)游离的α氨基与另一端(C端)游离的α羧基发生缩合脱水反应而形成的化合物,具有多方面的生物活性,在许多领域具有广阔的应用前景.固相合成是将反应物连接在固相载体上在一个反应容器中进行所有反应的合成方法,该法便于自动化操作,产率高,产物易分离.介绍了基于固相合成方法的环肽合成进展,包括环肽的合成原理、一般合成步骤以及影响成环的因素等. Cyclic peptide is obtained by the dehydration and condensation of one free N-terminus e^-amino group and another free C-terminal c^-carboxy group of the peptide, with a lot of biological activities such as anti-tumor, an- ti-HIV, antibacterial, antimalarial and so on. So, we believe the cyclic peptide will have a wide application prospect in many fields including biochemistry, materials, environmental protection and especially the medicine. In a whole chemical reaction,the reactant is connected to the solid phase and participates in a reaction vessel,which we call a solid-phase synthesis. The synthesis method is convenient for automatic operation, high in yield and easy to separate the product. In this paper,the principle, steps of the solid-phase synthesis and factors influencing the cyclization of cyclic peptide were reviewed.
出处 《南京信息工程大学学报(自然科学版)》 CAS 2013年第3期193-200,共8页 Journal of Nanjing University of Information Science & Technology(Natural Science Edition)
基金 江苏省"六大人才高峰"高层次人才项目 江苏省高校产业化推进项目(JH10-17) 江苏省"青蓝工程"中青年学术带头人培养项目
关键词 环肽 固相合成 影响成环因素 cyclic peptide solid-phase synthesis factors influencing the cyclization
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参考文献30

  • 1唐敏,樊建芬,刘健,何梁君,何珂.环肽纳米管的应用研究[J].化学进展,2010,22(4):648-653. 被引量:4
  • 2Carrefio C,Mendez M E, Kim Y D, et al. Nsc and Fmoc N^α-amino protection for solid-phase peptide synthesis:A parallel study[J]. Journal of Peptide Research,2000,56 (2) :63-69.
  • 3Miyoshi K, Otaka A, Kaneko M, et al. A new practical strategy for the synthesis of long-chain phosphopeptide [ J ]. Chem Pharm Bu11,2000,48 ( 8 ) : 1230-1233.
  • 4Tortok B,Bucsi I,Prakash G K S, et al. Deprotection and cleavage of peptides bound to Merrifield resin by stable di-methyl ether-poly ( hydrogen fluoride ) ( DMEPHF ) complex : A new and convenient reagent for peptide chem- istry[ J ]. Chem Commun,2002 (23) :2882-2883.
  • 5Jubilut G N, Cilli E M, Tominaga M, et al. Evaluation of the trifluoromethanosulfonic acid/trifluoroacetic acid/thi- oanisole cleavage procedure for application in solid-phase peptide synthesis [ J 1. Chem Pharm Bull, 2001,49 ( 9 ) : 1089-1092.
  • 6Msagati T A, Siame B A, Shushu D D, et al. Evaluation of m-ethods for the isolation, detection and quantification of cyanobacterial hepatotoxins [ J ~. Aquat Toxicol, 2006,78 (4) :382-397.
  • 7Hu F, Chou C J, Gottesfeld J M, et al. Design and synthe- sis of novel hybrid benzamide: Peptide histone deacety- lase inhibitors [ J ]. Bioorganic & Medicinal Chemistry Letters, 2009,19 (14) : 3928-3931.
  • 8Osapay G, Profit A, Taylor J W. Synthesis of tyrocidine : Use of oxime resin for peptide chain assembly and cycli- zation [ J ]. Tetrahedron Letters, 1990, 31 ( 43 ) : 6121-6124.
  • 9Valero M L, Giralt E, Andreu D. A comparative study of cyclization strategies applied to the synthesis of head-to- tail cyclic analogs of a viral epitope [ J ]. J Pept Res,1999,53( 1 ) :56-67.
  • 10Berthelot T, Gonqalves M, Laan G, et al. New strategy to- wards the efficient solid phase synthesis of cyclopeptides [ J ]. Tetrahedron, 2006,62 ( 6 ) : 1124-1130.

二级参考文献87

  • 1Dehez F, Tarek M, Chipot C. J. Phys. Chem. B, 2007, 111 (36) : 10633-10635.
  • 2Delemotte L, Dehez F, Treptow W, et al. J. Phys. Chem. B, 2008, 112 (18) : 5547-5550.
  • 3Engels M, Bashford D, Ghadiri M R. J. Am. Chem. Soc. , 1995, 117(36) : 9151-9158.
  • 4Tarek M, Maigret B, Chipot C. Biophys. J. , 2003, 85 (4): 2287-2298.
  • 5De Groot B L, Grubmuller H. Science, 2001, 294 : 2353-2357.
  • 6Cho E C, Choi J W, Lee M, et al. Colloids and Surfaces A: Physicochem. Eng. Aspects, 2008, 313/314:95-99.
  • 7Motesharei K, Ghadiri M R. J. Am. Chem. Soc. , 1997, 119 (46) : 11306-11312.
  • 8Horne W S, Wiethoff C M, Cui C, et al. Bioorganic & Medicinal Chemistry, 2005, 13 : 5145-5153.
  • 9Fernandez-Lopez S, Kim H S, Choi E C, et al. Nature, 2001, 412(6845 ) : 452-455.
  • 10YanX H, He Q, WangK W, et al. Angew. Chem. Int. Ed., 2007, 46 : 2431-2434.

共引文献37

同被引文献18

  • 1高德民,刘金锋,王凤山.多肽类药物结构稳定性的研究进展[J].中国医药生物技术,2007,2(5):380-382. 被引量:5
  • 2Chen, Jian,Zhang, Bei,Xie, Cao,Lu, Yi,Wu, Wei.Synthesis of a highly hydrophobic cyclic decapeptide by solid-phase synthesis of linear peptide and cyclization in solution[J].Chinese Chemical Letters,2010,21(4):391-394. 被引量:5
  • 3Sharma V, Sharma S, Bentrup K H Z, et al. Structure of Isocitrate Lyase, a Persistence Factor of Mycobacterium Tuberculosis [J], Nat Struct Biol, 2007, 7(8): 663-668.
  • 4McKinney J D, Bentrup K H Z, Munoz-Elias E J, et al. Persistence of Mycobacterium Tuberculosis in Macrophages and Mice Requires the Glyoxylate Shunt Enzyme Isocitrate Lyase [J]. Nature, 2000, 406: 735-738.
  • 5牛雪.以异柠檬酸裂解酶为靶点筛选肽类抑制剂[D].长春:长春工业大学,2011.
  • 6Bryan A, Joseph L, Bennett J A, et al. Design and Synthesis of Biologically Active Peptides: Acids Can Modulate Activity of Synthetic Peptides [J]. Peptides, 2011, 32(12):2504-2510.
  • 7Flora D, MO Huaping, Mayer J P, et al. Detection and Control of Aspartimide Formation Cyclic Peptides [J]. Bioorganic and Medicinal Chemistry Letters, 2005, 15(4): 1066 -1068.
  • 8A ' Tail' of Amino in the Synthesis of Napolitano A, Bruno I, Rovero P, et al. Synthesis, Structural Aspects and Bioactivity of the Marine Cyclopeptide Hymenamide C [J]. Tetrahedron, 2001, 57(29) : 6249-6255.
  • 9刘红美.内吗啡肽-1衍生多肽的设计合成、生物学活性及血脑屏障通透性研究[D].兰州:兰州大学,2008.
  • 10王德心,韩香,龚喜,冯鹤鹤.环肽的合成研究进展[J].有机化学,2008,28(4):549-573. 被引量:5

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