Photocontrol of cell adhesion processes:: Model studies with cyclic azobenzene-RGD peptides

被引:55
|
作者
Schütt, M [1 ]
Krupka, SS [1 ]
Milbradt, AG [1 ]
Deindl, S [1 ]
Sinner, EK [1 ]
Oesterhelt, D [1 ]
Renner, C [1 ]
Moroder, L [1 ]
机构
[1] Max Planck Inst Biochem, D-82152 Martinsried, Germany
来源
CHEMISTRY & BIOLOGY | 2003年 / 10卷 / 06期
关键词
D O I
10.1016/S1074-5521(03)00128-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A photoresponsive integrin ligand was synthesized by backbone-cyclization of a heptapeptide containing the integrin binding motif Arg-Gly-Asp (RGD) with 4-(aminomethyl)phenylazobenzoic acid (AMPB). Surface plasmon enhanced fluorescence spectroscopy showed that binding of the azobenzene peptide to alpha(v)beta(3) integrin depends on the photoisomeric state of the peptide chromophore. The higher affinity of the trans isomer could be rationalized by comparing the NMR conformations of the cis and trans isomers with the recently solved X-ray structure of a cyclic RGD-pentapeptide bound to integrin.
引用
收藏
页码:487 / 490
页数:4
相关论文
共 50 条
  • [41] Structure-activity relationship studies on cyclic RGD peptides utilizing novel alkene dipeptide isosteres
    Oishi, S
    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 2004, 124 (05): : 269 - 277
  • [42] Interface Immobilization Chemistry of c RGD- based Peptides Regulates Integrin Mediated Cell Adhesion
    Pallarola, Diego
    Bochen, Alexander
    Boehm, Heike
    Rechenmacher, Florian
    Sobahi, Tariq R.
    Spatz, Joachim P.
    Kessler, Horst
    ADVANCED FUNCTIONAL MATERIALS, 2014, 24 (07) : 943 - 956
  • [43] A MODEL OF TRANSIENT PROCESSES IN CELL-ADHESION
    ZHU, C
    FASEB JOURNAL, 1991, 5 (04): : A652 - A652
  • [44] SYNTHESIS, SURFACE, AND CELL-ADHESION PROPERTIES OF POLYURETHANES CONTAINING COVALENTLY GRAFTED RGD-PEPTIDES
    LIN, HB
    SUN, W
    MOSHER, DF
    GARCIAECHEVERRIA, C
    SCHAUFELBERGER, K
    LELKES, PI
    COOPER, SL
    JOURNAL OF BIOMEDICAL MATERIALS RESEARCH, 1994, 28 (03): : 329 - 342
  • [45] Encapsulation of cell-adhesive RGD peptides into a polymeric physical hydrogel to prevent postoperative tissue adhesion
    Zhang, Zheng
    Ni, Jian
    Chen, Liang
    Yu, Lin
    Xu, Jianwei
    Ding, Jiandong
    JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART B-APPLIED BIOMATERIALS, 2012, 100B (06) : 1599 - 1609
  • [46] Function of a cyclic RGD-peptide in cell adhesion and cell differentiation of human bone marrow stromal cells.
    Amedee, J
    Pallu, S
    Verrier, S
    Bareille, R
    Meyer, J
    Dard, M
    JOURNAL OF BONE AND MINERAL RESEARCH, 2000, 15 : S385 - S385
  • [47] Kinetics of integrin expression in the mouse model of proliferative retinopathy and success of secondary intervention with cyclic RGD peptides
    E. Chavakis
    B. Riecke
    J. Lin
    T. Linn
    R. G. Bretzel
    K. T. Preissner
    M. Brownlee
    H.-P. Hammes
    Diabetologia, 2002, 45 : 262 - 267
  • [48] Kinetics of integrin expression in the mouse model of proliferative retinopathy and success of secondary intervention with cyclic RGD peptides
    Chavakis, E
    Riecke, B
    Lin, J
    Linn, T
    Bretzel, RG
    Preissner, KT
    Brownlee, M
    Hammes, HP
    DIABETOLOGIA, 2002, 45 (02) : 262 - 267
  • [49] NMR studies of proteins involved in cell adhesion processes
    Wagner, G
    Wyss, DF
    Choi, JS
    Antonio, R
    Arulanandam, N
    Reinherz, EL
    Krezel, A
    Lazarus, RA
    NMR AS A STRUCTURAL TOOL FOR MACROMOLECULES: CURRENT STATUS AND FUTURE DIRECTIONS, 1996, : 51 - 62
  • [50] PHARMACOPHORE REFINEMENT OF GPIIB/IIIA ANTAGONISTS BASED ON COMPARATIVE-STUDIES OF ANTIADHESIVE CYCLIC AND ACYCLIC RGD PEPTIDES
    MULLER, G
    GURRATH, M
    KESSLER, H
    JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN, 1994, 8 (06) : 709 - 730