POSTSYNTHETIC TRANSFORMATIONS OF OLIGODEOXYNUCLEOTIDES ORIGINATED AT 6-METHYLTHIO-PURINE SITE

被引:10
作者
BURDZY, A
SKALSKI, B
BIALA, E
KOWALEWSKI, A
PASZYC, S
ADAMIAK, RW
机构
[1] POLISH ACAD SCI,INST BIOORGAN CHEM,POZNAN,POLAND
[2] ADAM MICKIEWICZ UNIV POZNAN,FAC CHEM,POZNAN,POLAND
来源
NUCLEOSIDES & NUCLEOTIDES | 1995年 / 14卷 / 3-5期
关键词
D O I
10.1080/15257779508012515
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
New route to oligodeoxynucleotides labeled with fluorescent luminarine was explored. Regioselective oxidation of 6-methylthio-purines to 6-methylsulphoxides reactive toward pyridine was achieved. Upon UV irradiation of 6-pyridinium-purines oligonucleotide cleavage instead of phototransformation to luminarine was observed.
引用
收藏
页码:979 / 982
页数:4
相关论文
共 9 条
[1]   CHEMICAL SYNTHESIS OF ANTICODON LOOP OF AN EUKARYOTIC INITIATOR TRANSFER-RNA CONTAINING HYPERMODIFIED NUCLEOSIDE N-6-N-THREONYLCARBONY-ADENOSINE-T6A-1 [J].
ADAMIAK, RW ;
BIALA, E ;
GRZESKOWIAK, K ;
KIERZEK, R ;
KRASZEWSKI, A ;
MARKIEWICZ, WT ;
OKUPNIAK, J ;
STAWINSKI, J ;
WIEWIOROWSKI, M .
NUCLEIC ACIDS RESEARCH, 1978, 5 (06) :1889-1905
[2]   NEW, IONIC SIDE-PRODUCTS IN OLIGONUCLEOTIDE SYNTHESIS - FORMATION AND REACTIVITY OF FLUORESCENT N-/PURIN-6-YL/PYRIDINIUM SALTS [J].
ADAMIAK, RW ;
BIALA, E ;
SKALSKI, B .
NUCLEIC ACIDS RESEARCH, 1985, 13 (08) :2989-3003
[3]  
BURDZY A, UNPUB
[4]   DEOXYLUMINAROSINE - NEW, PHOTOCHEMICALLY PREPARED FLUOROPHORE FOR THE SEQUENCE-SPECIFIC OLIGONUCLEOTIDE LABELING [J].
MIELEWCZYK, S ;
DOMINIAK, G ;
GDANIEC, Z ;
KRZYMANSKAOLEJNIK, E ;
ADAMIAK, RW .
NUCLEOSIDES & NUCLEOTIDES, 1991, 10 (1-3) :263-267
[5]   PHOTOPHYSICAL STUDIES OF LUMINAROSINE - A NEW, HIGHLY FLUORESCENT RIBONUCLEOSIDE WITH PTERIDINE-LIKE BETAINE AS THE AGLYCONE [J].
SKALSKI, B ;
PASZYC, S ;
ADAMIAK, RW ;
STEER, RP ;
VERRALL, RE .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1989, (11) :1691-1696
[6]   FLUORESCENT NUCLEOSIDE WITH A NEW HETEROCYCLIC BETAINE AS THE AGLYCONE PHOTOCHEMICAL PREPARATION AND PROPERTIES [J].
SKALSKI, B ;
BARTOSZEWICZ, J ;
PASZYC, S ;
GDANIEC, Z ;
ADAMIAK, RW .
TETRAHEDRON, 1987, 43 (17) :3955-3961
[7]   PHOTOCHEMISTRY OF N-[9-(2',3',5'-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL)PURIN-6-YL]-PYRIDINIUM CHLORIDE IN AQUEOUS-SOLUTIONS - MECHANISM OF THE FORMATION OF TRI-O-ACETYLLUMINAROSINE [J].
SKALSKI, B ;
STEER, RP ;
VERRALL, RE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (05) :1756-1762
[8]  
SWIDERSKI P, 1987, NUCL ACIDS RES S SER, V18, P105
[9]  
SWIDERSKI P, 1991, NUCLEOS NUCLEOT, V10, P589