Novel nucleotide-calixarene conjugates via phosphoester linkage

被引:16
作者
Consoli, GML [1 ]
Granata, G [1 ]
Galante, E [1 ]
Cunsolo, F [1 ]
Geraci, C [1 ]
机构
[1] CNR, Ist Chim Biomol, I-95028 Valverde, CT, Italy
关键词
calixarene; nucleotide; assembly; molecular recognition;
D O I
10.1016/j.tetlet.2006.03.043
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Calix[4]arenes bearing thymine, adenine, cytosine, guanine 2'-deoxynucleotide residues have been synthesized following the phosphoramidite chemistry. Hybrid Compounds 2a-d and 3a-d represent the first example of nucleotides linked to the calixarene lower rim by a phosphoester bond. Preliminary studies about their assembling in apolar solvent and host properties toward biologically interesting guests are also reported. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3245 / 3249
页数:5
相关论文
共 29 条
[1]   Highly selective recognition of thymidine mono- and diphosphate nucleotides in aqueous solution by ditopic receptors zinc(II)-bis(cyclen) complexes (cyclen 1,4,7,10-tetraazacyclododecane) [J].
Aoki, S ;
Kimura, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (19) :4542-4548
[2]  
Brody MS, 1999, ANGEW CHEM INT EDIT, V38, P1640, DOI 10.1002/(SICI)1521-3773(19990601)38:11<1640::AID-ANIE1640>3.0.CO
[3]  
2-Y
[4]   The recognition of nucleotides with model ß-hairpin receptors:: Investigation of critical contacts and nucleotide selectivity [J].
Butterfield, SM ;
Sweeney, MM ;
Waters, ML .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (04) :1105-1114
[5]  
Casnati A, 2001, CALIXARENES 2001, P365
[6]  
Chillemi R, 2002, EUR J ORG CHEM, V2002, P3622, DOI 10.1002/1099-0690(200211)2002:21<3622::AID-EJOC3622>3.0.CO
[7]  
2-4
[8]   TRANSDUCTION OF SELECTIVE RECOGNITION OF HEAVY-METAL IONS BY CHEMICALLY MODIFIED FIELD-EFFECT TRANSISTORS (CHEMFETS) [J].
COBBEN, PLHM ;
EGBERINK, RJM ;
BOMER, JG ;
BERGVELD, P ;
VERBOOM, W ;
REINHOUDT, DN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (26) :10573-10582
[9]   EFFECTS OF METHYLATION ON STABILITY OF NUCLEIC-ACID CONFORMATIONS - STUDIES AT MONOMER LEVEL [J].
ENGEL, JD ;
HIPPEL, PHV .
BIOCHEMISTRY, 1974, 13 (20) :4143-4158
[10]  
Gutsche C.D., 1998, CALIXARENES REVISITE