Rational molecular design and EPC synthesis of a type VI β-turn inducing peptide mimetic

被引:0
|
作者
Hoffmann, T
Lanig, H
Waibel, R
Gmeiner, P
机构
[1] Univ Erlangen Nurnberg, Comp Chem Ctr, D-91052 Erlangen, Germany
[2] Univ Erlangen Nurnberg, Dept Med Chem, Emil Fischer Ctr, D-91052 Erlangen, Germany
关键词
D O I
10.1002/1521-3773(20010917)40:18<3361::AID-ANIE3361>3.0.CO;2-9
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A fruitful combination of molecular dynamics based design and modern synthetic reactions led to a conformatively rigidized cis-peptidyl proline surrogate (see picture). NMR spectroscopic experiments clearly show the existance of type VIa β-turn properties that are of interest in drug discovery.
引用
收藏
页码:3361 / +
页数:5
相关论文
共 50 条
  • [41] Rational Molecular Design of Complementary Self-Assembling Peptide Hydrogels
    Kyle, Stuart
    Felton, Susan H.
    McPherson, Michael J.
    Aggeli, Amalia
    Ingham, Eileen
    [J]. ADVANCED HEALTHCARE MATERIALS, 2012, 1 (05) : 640 - 645
  • [42] Design and synthesis of nanomolar δ-opioid selective non-peptide mimetic agonists based on peptide leads
    Liao, SB
    Shenderovich, MD
    Alfaro-Lopez, J
    Stropova, D
    Hosohata, K
    Davis, P
    Jernigan, KA
    Porreca, F
    Yamamura, HI
    Hruby, VJ
    [J]. PEPTIDES: FRONTIERS OF PEPTIDES SCIENCE, 1999, : 214 - 215
  • [43] Synthesis and conformational analysis of a type VIb β-turn mimetic based on an eight-membered lactam
    Derrer, S
    Davies, JE
    Holmes, AB
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (17): : 2957 - 2967
  • [44] Secondary structure peptide mimetics:: Design, synthesis, and evaluation of β-strand mimetic thrombin inhibitors
    Boatman, PD
    Ogbu, CO
    Eguchi, M
    Kim, HO
    Nakanishi, H
    Cao, BL
    Shea, JP
    Kahn, M
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (08) : 1367 - 1375
  • [45] DESIGN, SYNTHESIS AND EVALUATION OF A NOVEL BICYCLIC LACTAM AS A GLY-PRO TYPE-VI BETA-TURN MIMIC
    DUMAS, JP
    GERMANAS, JP
    [J]. TETRAHEDRON LETTERS, 1994, 35 (10) : 1493 - 1496
  • [46] Design and synthesis of type II' β-turn constrained somatostatin analogs
    Kelleman, A
    Huang, H
    Melacini, G
    Van-Nieuwenhze, MS
    Goodman, M
    [J]. BIOPOLYMERS, 2005, 80 (04) : 508 - 508
  • [47] DIFFERENTIAL SIDE-CHAIN HYDRATION IN A LINEAR PEPTIDE-CONTAINING A TYPE-VI TURN
    YAO, J
    BRUSCHWEILER, R
    DYSON, HJ
    WRIGHT, PE
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (26) : 12051 - 12052
  • [48] Solution structure of a biologically active cyclic LDV peptide analogue containing a type II' beta-turn mimetic
    Doyle, PM
    Harris, JC
    Moody, CM
    Sadler, PJ
    Sims, M
    Thornton, JM
    Uppenbrink, J
    Viles, JH
    [J]. INTERNATIONAL JOURNAL OF PEPTIDE AND PROTEIN RESEARCH, 1996, 47 (06): : 427 - 436
  • [49] Rational Design of Functional Peptide-Gold Hybrid Nanomaterials for Molecular Interactions
    Liu, Xiaohu
    Zhang, Qingwen
    Knoll, Wolfgang
    Liedberg, Bo
    Wang, Yi
    [J]. ADVANCED MATERIALS, 2020, 32 (37)
  • [50] Rational Design of Hydrogels for Cationic Antimicrobial Peptide Delivery: A Molecular Modeling Approach
    Pereira, Alfredo
    Valdes-Munoz, Elizabeth
    Marican, Adolfo
    Cabrera-Barjas, Gustavo
    Vijayakumar, Sekar
    Valdes, Oscar
    Rafael, Diana
    Andrade, Fernanda
    Abaca, Paulina
    Bustos, Daniel
    Duran-Lara, Esteban F.
    [J]. PHARMACEUTICS, 2023, 15 (02)