Optically active cyclic hexapeptides with covalently attached pyrene probes: Selective alkaline earth metal ion recognition using excimer emission

被引:38
作者
Strauss, J [1 ]
Daub, J [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany
关键词
D O I
10.1021/ol0170354
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The synthesis of two optically active pyrene-modified cyclic hexapetides and their selectivity toward the complexation of alkaline earth metal ions are reported. Complexation was studied by optical and chiroptical methods. The cyclic peptides are forming 2:1 sandwich complexes with the metal ions.
引用
收藏
页码:683 / 686
页数:4
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共 41 条
  • [31] THE INTERACTION BETWEEN PROTEIN-KINASE-C AND LIPID COFACTORS STUDIED BY SIMULTANEOUS OBSERVATION OF LIPID AND PROTEIN FLUORESCENCE
    PAP, EHW
    VANDENBERG, PAW
    BORST, JW
    VISSER, AJWG
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 1995, 270 (03) : 1254 - 1260
  • [32] LIPID TUBULES - A PARADIGM FOR MOLECULARLY ENGINEERED STRUCTURES
    SCHNUR, JM
    [J]. SCIENCE, 1993, 262 (5140) : 1669 - 1676
  • [33] PHOTOINDUCED ELECTRON-TRANSFER ON A SINGLE ALPHA-HELICAL POLYPEPTIDE-CHAIN
    SISIDO, M
    TANAKA, R
    INAI, Y
    IMANISHI, Y
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) : 6790 - 6796
  • [34] A sensitive and rapid fluorescence-based assay for determination of tetanus toxin peptidase activity
    Soleilhac, JM
    Cornille, F
    Martin, L
    Lenoir, C
    FournieZaluski, MC
    Roques, BP
    [J]. ANALYTICAL BIOCHEMISTRY, 1996, 241 (01) : 120 - 127
  • [35] New fluorimetric alkali and alkaline earth metal cation sensors based on noncyclic crown ethers by means of intramolecular excimer formation of pyrene
    Suzuki, Y
    Morozumi, T
    Nakamura, H
    Shimomura, M
    Hayashita, T
    Bartsh, RA
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 1998, 102 (40): : 7910 - 7917
  • [36] DESTABILIZATION OF THE HEME REGION IN MUTANT CYTOCHROME-C BY REPLACEMENT OF PHE-82 WITH 3-(PYREN-1-YL)-L-ALANINE
    UEDA, T
    KIMURA, S
    IMANISHI, Y
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1995, (02): : 359 - 363
  • [37] Bispyrene based chiroptical molecular redox switch
    Westermeier, C
    Gallmeier, HC
    Komma, M
    Daub, J
    [J]. CHEMICAL COMMUNICATIONS, 1999, (23) : 2427 - 2428
  • [38] PHOTOPHYSICS OF PREASSOCIATED PYRENES IN AQUEOUS POLYMER-SOLUTIONS AND IN OTHER ORGANIZED MEDIA
    WINNIK, FM
    [J]. CHEMICAL REVIEWS, 1993, 93 (02) : 587 - 614
  • [39] CONFORMATIONAL STUDIES OF CYCLO-(-PRO-GLY-)(3) AND ITS COMPLEXES WITH CATIONS BY VIBRATIONAL CIRCULAR-DICHROISM
    XIE, P
    DIEM, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (01) : 429 - 437
  • [40] Selective potassium ion recognition by benzo-15-crown-5 fluoroionophore/y-cyclodextrin complex sensors in water
    Yamauchi, A
    Hayashita, T
    Kato, A
    Nishizawa, S
    Watanabe, M
    Teramae, N
    [J]. ANALYTICAL CHEMISTRY, 2000, 72 (23) : 5841 - 5846