SYNTHESIS AND CHARACTERIZATION OF PHOSPHORYLATED POLYSTYRENE DERIVATIVES FOR USE IN CHROMATOGRAPHY - DNA-LIKE AND PHOSPHOLIPID-LIKE BEHAVIOR

被引:42
作者
LETOURNEUR, D
DOUZON, C
JOZEFOWICZ, M
机构
[1] Laboratoire de Recherches Sur Les Macromolécules, Université Paris Xiii, Villetaneuse, 93430, Avenue J. B. Clément
关键词
D O I
10.1002/pola.1991.080291001
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
New functional crosslinked polystyrene derivatives have been synthesized. These polymers are substituted with chemical groups such as phosphate, purine, and pyrimidine bases, choline, serine, and nucleotides in order to mimic DNA and phospholipids. For this purpose, hydroxylated polystyrene beads were prepared, where monomer units were substituted via spacers. Then, phosphomonoester groups at various substitution ratios were grafted onto hydroxylated resins by using a phosphorus oxychloride method. Nucleosides and nucleic acid bases derivatives were coupled with dicyclohexylcarbodiimide on phosphorylated polymers whereas nucleotides, phosphorylcholine, and phosphorylserine were grafted onto hydroxylated polystyrene. The synthesis and characterization of these DNA-like and phospholipid-like polystyrene resins are described here extensively.
引用
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页码:1367 / 1377
页数:11
相关论文
共 28 条
[1]  
AYRES JT, 1965, POLYM LETT, V3, P505
[2]   SELECTIVE REDUCTIONS .15. REACTION OF DIBORANE IN TETRAHYDROFURAN WITH SELECTED ORGANIC COMPOUNDS CONTAINING REPRESENTATIVE FUNCTIONAL GROUPS [J].
BROWN, HC ;
HEIM, P ;
NUNGMINY. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (06) :1637-&
[3]   CHEMICAL MODIFICATION OF POLYSTYRENE RESINS - APPROACHES TO THE BINDING OF REACTIVE FUNCTIONALITIES TO POLYSTYRENE RESINS THROUGH A DIMETHYLENE SPACER [J].
DARLING, GD ;
FRECHET, JMJ .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (12) :2270-2276
[4]   BIOMEMBRANES AS MODELS FOR POLYMER SURFACES .2. THE SYNTHESES OF REACTIVE SPECIES FOR COVALENT COUPLING OF PHOSPHORYLCHOLINE TO POLYMER SURFACES [J].
DURRANI, AA ;
HAYWARD, JA ;
CHAPMAN, D .
BIOMATERIALS, 1986, 7 (02) :121-125
[5]  
EDMUNDSON RS, 1962, CHEM IND-LONDON, V20, P1928
[6]   NEW HEPARIN-LIKE INSOLUBLE MATERIALS .2. [J].
FOUGNOT, C ;
JOZEFOWICZ, M ;
SAMAMA, M ;
BARA, L .
ANNALS OF BIOMEDICAL ENGINEERING, 1979, 7 (5-6) :441-450
[7]   FUNCTIONALIZATION OF CROSSLINKED POLYSTYRENE RESINS .2. PREPARATION OF NUCLEOPHILIC RESINS CONTAINING HYDROXYL OR THIOL FUNCTIONALITIES [J].
FRECHET, JMJ ;
SMET, MDD ;
FARRALL, MJ .
POLYMER, 1979, 20 (06) :675-680
[8]   APPLICATION OF PHASE-TRANSFER CATALYSIS TO THE CHEMICAL MODIFICATION OF CROSS-LINKED POLYSTYRENE RESINS [J].
FRECHET, JMJ ;
DESMET, MD ;
FARRALL, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (11) :1774-1779
[9]  
FRECHET JMJ, 1977, CHEM PROPERTIES CROS, P59
[10]   NUCLEIC-ACID COMPONENTS AND THEIR ANALOGS .172. ALIPHATIC ANALOGS OF NUCLEOSIDES, NUCLEOTIDES, AND OLIGONUCLEOTIDES [J].
HOLY, A .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1975, 40 (01) :187-214