Synthesis and spectroscopic properties of a water-soluble porphyrin-modified beta-cyclodextrin compound

被引:13
作者
Carofiglio, T
Fornasier, R
Gennari, G
Lucchini, V
Simonato, L
Tonellato, U
机构
[1] UNIV PADUA,DIPARTIMENTO CHIM ORGAN,I-35100 PADUA,ITALY
[2] UNIV PADUA,CMRO,CNR,I-35100 PADUA,ITALY
[3] UNIV PADUA,DIPARTIMENTO CHIM FIS,I-35100 PADUA,ITALY
[4] UNIV VENICE,DIPARTIMENTO SCI AMBIENTALI,I-30123 VENICE,ITALY
关键词
D O I
10.1016/S0040-4039(97)10047-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reductive amination of 6-deoxy-6-formyl-beta-cyclodextrin, 1, with 5-(p-aminophenyl)-10,15,20-tris(p-sulfonatophenyl)porphyrin, 2, in the presence of an excess of sodium cyanoborohydride, affords the water-soluble compound 3 (23% yield) as confirmed by NMR spectroscopy and mass spectrometry techniques. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:7919 / 7922
页数:4
相关论文
共 16 条
[1]   SENSITIVITY-ENHANCED TWO-DIMENSIONAL HETERONUCLEAR SHIFT CORRELATION NMR-SPECTROSCOPY [J].
BAX, A ;
SUBRAMANIAN, S .
JOURNAL OF MAGNETIC RESONANCE, 1986, 67 (03) :565-569
[2]   Selective catalytic oxidation of substrates that bind to metalloporphyrin enzyme mimics carrying two or four cyclodextrin groups and related metallosalens [J].
Breslow, R ;
Zhang, XJ ;
Xu, R ;
Maletic, M ;
Merger, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (46) :11678-11679
[3]   Selective catalytic hydroxylation of a steroid by an artificial cytochrome P-450 enzyme [J].
Breslow, R ;
Zhang, XJ ;
Huang, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (19) :4535-4536
[4]   Very strong binding and mode of complexation of water-soluble porphyrins with a permethylated beta-cyclodextrin [J].
Carofiglio, T ;
Fornasier, R ;
Lucchini, V ;
Rosso, C ;
Tonellato, U .
TETRAHEDRON LETTERS, 1996, 37 (44) :8019-8022
[5]   PREPARATION AND PROPERTIES OF A LINKED PORPHYRIN CYCLODEXTRIN [J].
GONZALEZ, MC ;
WEEDON, AC .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1985, 63 (03) :602-608
[6]   A CONTINUOUSLY VARIABLE FREQUENCY CROSS-CORRELATION PHASE FLUOROMETER WITH PICOSECOND RESOLUTION [J].
GRATTON, E ;
LIMKEMAN, M .
BIOPHYSICAL JOURNAL, 1983, 44 (03) :315-324
[7]   PHOTOPHYSICAL AND REDOX PROPERTIES OF WATER-SOLUBLE PORPHYRINS IN AQUEOUS-MEDIA [J].
KALYANASUNDARAM, K ;
NEUMANNSPALLART, M .
JOURNAL OF PHYSICAL CHEMISTRY, 1982, 86 (26) :5163-5169
[8]   REGIOSPECIFIC ARYL NITRATION OF MESO-SUBSTITUTED TETRAARYLPORPHYRINS - A SIMPLE ROUTE TO BIFUNCTIONAL PORPHYRINS [J].
KRUPER, WJ ;
CHAMBERLIN, TA ;
KOCHANNY, M .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) :2753-2756
[9]   CONTROLLED ELECTRON-TRANSFER BETWEEN CYCLODEXTRIN-SANDWICHED PORPHYRIN AND QUINONES [J].
KURODA, Y ;
ITO, M ;
SERA, T ;
OGOSHI, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (15) :7003-7004
[10]   REGIOSELECTIVITIES AND STEREOSELECTIVITIES OF SINGLET OXYGEN GENERATED BY CYCLODEXTRIN SANDWICHED PORPHYRIN SENSITIZATION - LIPOXYGENASE-LIKE ACTIVITY [J].
KURODA, Y ;
SERA, T ;
OGOSHI, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (07) :2793-2794