Protein surface recognition by synthetic receptors based on a tetraphenylporphyrin scaffold

被引:94
作者
Jain, RK [1 ]
Hamilton, AD [1 ]
机构
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
关键词
D O I
10.1021/ol005871s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Receptors based on a tetraphenylporphyrin scaffold bearing different charged and hydrophobic groups have been synthesized, The interactions of these with horse heart cytochrome c were studied by fluorescence spectroscopy. Receptor 4 was identified to be the strongest synthetic receptor (K-d = 20 nM) for cytochrome c. The differences in affinity among the receptors reflected a dependence on the number of anionic and hydrophobic groups.
引用
收藏
页码:1721 / 1723
页数:3
相关论文
共 19 条
[11]   COMPLEX-FORMATION BETWEEN CYTOCHROME-C AND CYTOCHROME-C PEROXIDASE - KINETIC STUDIES [J].
NICHOLLS, P ;
MOCHAN, E .
BIOCHEMICAL JOURNAL, 1971, 121 (01) :55-&
[12]   Novel approaches to molecular recognition using porphyrins [J].
Ogoshi, H ;
Mizutani, T .
CURRENT OPINION IN CHEMICAL BIOLOGY, 1999, 3 (06) :736-739
[13]   Protein surface recognition by synthetic receptors:: A route to novel submicromolar inhibitors for α-chymotrypsin [J].
Park, HS ;
Lin, Q ;
Hamilton, AD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (01) :8-13
[14]   Porphyrin and phthalocyanine antiscrapie compounds [J].
Priola, SA ;
Raines, A ;
Caughey, WS .
SCIENCE, 2000, 287 (5457) :1503-1506
[15]   Anionic- and lipophilic-mediated surface binding inhibitors of human leukocyte elastase [J].
Regan, J ;
McGarry, D ;
Bruno, J ;
Green, D ;
Newman, J ;
Hsu, CY ;
Kline, J ;
Barton, J ;
Travis, J ;
Choi, YM ;
Volz, F ;
Pauls, H ;
Harrison, R ;
Zilberstein, A ;
BenSasson, SA ;
Chang, M .
JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (21) :3408-3422
[16]  
Scott R.A., 1996, CYTOCHROME C MULTIDI
[17]   Protein-protein interactions: Interface structure, binding thermodynamics, and mutational analysis [J].
Stites, WE .
CHEMICAL REVIEWS, 1997, 97 (05) :1233-1250
[18]  
WILCOX CS, 1990, FRONTIERS SUPRAMOLEC, P123
[19]   PHOTOINDUCED ELECTRON-TRANSFER IN SELF-ASSOCIATED COMPLEXES OF SEVERAL UROPORPHYRINS AND CYTOCHROME-C [J].
ZHOU, JS ;
GRANADA, ESV ;
LEONTIS, NB ;
RODGERS, MAJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (13) :5074-5080