TEMPLATE ASSEMBLED SYNTHETIC PROTEINS - CONDENSATION OF A MULTIFUNCTIONAL PEPTIDE TO A TOPOLOGICAL TEMPLATE VIA CHEMOSELECTIVE LIGATION

被引:53
作者
TUCHSCHERER, G
机构
[1] Institute of Organic Chemistry, University of Lausanne, CH-1005 Lausanne
基金
瑞士国家科学基金会;
关键词
TEMPLATE ASSEMBLED SYNTHETIC PROTEINS; CHEMOSELECTIVE LIGATION; MULTIFUNCTIONAL PEPTIDE; TOPOLOGICAL TEMPLATE; OXIME BOND FORMATION;
D O I
10.1016/S0040-4039(00)61348-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A chemoselective ligation via oxime bond formation is used for the chemical synthesis of template assembled peptides according to the TASP (Template Assembled Synthetic Proteins) approach. Aminooxyacetylation of the multifunctional partial sequence Lys- Arg- Asp- Ser of lactoferrin and subsequent condensation in aqueous solution with a topological template containing four selectively addressable aldehyde functions as attachment sites gives readily access to the TASP molecule.
引用
收藏
页码:8419 / 8422
页数:4
相关论文
共 20 条
[1]   TRANSFERRINS - INSIGHTS INTO STRUCTURE AND FUNCTION FROM STUDIES ON LACTOFERRIN [J].
BAKER, EN ;
RUMBALL, SV ;
ANDERSON, BF .
TRENDS IN BIOCHEMICAL SCIENCES, 1987, 12 (09) :350-353
[2]   CONVENIENT TOTAL SYNTHESIS OF A 4-HELIX TASP MOLECULE BY CHEMOSELECTIVE LIGATION [J].
DAWSON, PE ;
KENT, SBH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (16) :7263-7266
[3]  
DEGRADO WF, 1988, ADV PROTEIN CHEM, V39, P51
[4]  
ERNEST I, 1993, HELV CHIM ACTA, V76, P1539
[5]   SYNTHESIS OF A 4-HELIX BUNDLE-LIKE TEMPLATE-ASSEMBLED SYNTHETIC PROTEIN (TASP) BY CONDENSATION OF A PROTECTED PEPTIDE ON A CONFORMATIONALLY CONSTRAINED CYCLIC CARRIER [J].
ERNEST, I ;
VUILLEUMIER, S ;
FRITZ, H ;
MUTTER, M .
TETRAHEDRON LETTERS, 1990, 31 (28) :4015-4018
[6]   MOLECULAR-DYNAMICS CONFORMATIONAL SEARCH OF 6 CYCLIC-PEPTIDES USED IN THE TEMPLATE ASSEMBLED SYNTHETIC PROTEIN APPROACH FOR PROTEIN DENOVO DESIGN [J].
FLOEGEL, R ;
MUTTER, M .
BIOPOLYMERS, 1992, 32 (10) :1283-1310
[7]   CONVERGENT SOLID-PHASE PEPTIDE-SYNTHESIS .7. GOOD YIELDS IN THE COUPLING OF PROTECTED SEGMENTS ON A SOLID SUPPORT [J].
GRANDAS, A ;
ALBERICIO, F ;
JOSA, J ;
GIRALT, E ;
PEDROSO, E ;
SABATIER, JM ;
VANRIETSCHOTEN, J .
TETRAHEDRON, 1989, 45 (14) :4637-4648
[8]   TEMPLATE-ASSEMBLED SYNTHETIC PROTEINS WITH 4-HELIX-BUNDLE TOPOLOGY - TOTAL CHEMICAL SYNTHESIS AND CONFORMATIONAL STUDIES [J].
MUTTER, M ;
TUCHSCHERER, GG ;
MILLER, C ;
ALTMANN, KH ;
CAREY, RI ;
WYSS, DF ;
LABHARDT, AM ;
RIVIER, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (04) :1463-1470
[9]   A CHEMICAL APPROACH TO PROTEIN DESIGN - TEMPLATE-ASSEMBLED SYNTHETIC PROTEINS (TASP) [J].
MUTTER, M ;
VUILLEUMIER, S .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1989, 28 (05) :535-554
[10]  
RABANAL F, 1992, PEPTIDES, P288