AN IMPROVED METHOD FOR THE PREPARATION OF THE PHOSPHORAMIDITES OF MODIFIED 2'-DEOXYNUCLEOTIDES - INCORPORATION OF 8-OXO-2'-DEOXY-7H-GUANOSINE INTO SYNTHETIC OLIGOMERS

被引：56

作者：

BODEPUDI, V

IDEN, CR

JOHNSON, F

机构：

[1] Department of Pharmacological Sciences, School of Medicine, Health Sciences Center, State University of New York at Stony Brook, Stony Brook

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 1991年 / 10卷 / 04期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1080/07328319108046660

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：

3'-O-(Diisopropylamino-2-cyanoethoxyphosphinyl)-5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-8-oxo-2'-deoxy-7H-guanosine (7) was synthesized and used for the introduction of an 8-oxo-2'-deoxy-7H-guanosine residue into a DNA oligomer by means of automated synthesis. A modification of the preparation of the phosphoramidite markedly improves the coupling efficiency in the oligomer synthesis in this and several other cases that were tested.

引用

页码：755 / 761

页数：7

共 24 条

[1] INSITU ACTIVATION OF BIS-DIALKYLAMINOPHOSPHINES - A NEW METHOD FOR SYNTHESIZING DEOXYOLIGONUCLEOTIDES ON POLYMER SUPPORTS
BARONE, AD
TANG, JY
CARUTHERS, MH
[J]. NUCLEIC ACIDS RESEARCH, 1984, 12 (10) : 4051 - 4061
[2] DEOXYNUCLEOSIDE PHOSPHORAMIDITES - A NEW CLASS OF KEY INTERMEDIATES FOR DEOXYPOLYNUCLEOTIDE SYNTHESIS
BEAUCAGE, SL
CARUTHERS, MH
[J]. TETRAHEDRON LETTERS, 1981, 22 (20) : 1859 - 1862
[3] SYNTHESIS OF OLIGONUCLEOTIDES CONTAINING THE ABASIC SITE MODEL-COMPOUND 1,4-ANHYDRO-2-DEOXY-D-RIBITOL
ERITJA, R
WALKER, PA
RANDALL, SK
GOODMAN, MF
KAPLAN, BE
[J]. NUCLEOSIDES & NUCLEOTIDES, 1987, 6 (04): : 803 - 814
[4] PURINE NUCLEOSIDES .9. SYNTHESIS OF 9-BETA-D-RIBOFURANOSYL URIC ACID AND OTHER RELATED 8-SUBSTITUTED PURINE RIBONUCLEOSIDES
HOLMES, RE
ROBINS, RK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (08) : 1772 - &
[5] 8-HYDROXYDEOXYGUANOSINE IN DNA INHIBITS RESTRICTION ENDONUCLEASE DIGESTION
JONES, DS
NEMOTO, F
KUCHINO, Y
OHTSUKA, E
NISHIMURA, S
[J]. NUCLEOSIDES & NUCLEOTIDES, 1990, 9 (02): : 223 - 233
[6] KARPYSHEV NN, 1988, RUSS CHEM REV, V57, P886
[7] HYDROXYLATION OF DEOXYGUANOSINE AT THE C-8 POSITION BY ASCORBIC-ACID AND OTHER REDUCING AGENTS
KASAI, H
NISHIMURA, S
[J]. NUCLEIC ACIDS RESEARCH, 1984, 12 (04) : 2137 - 2145
[8] FORMATION OF 8-HYDROXYGUANINE MOIETY IN CELLULAR DNA BY AGENTS PRODUCING OXYGEN RADICALS AND EVIDENCE FOR ITS REPAIR
KASAI, H
CRAIN, PF
KUCHINO, Y
NISHIMURA, S
OOTSUYAMA, A
TANOOKA, H
[J]. CARCINOGENESIS, 1986, 7 (11) : 1849 - 1851
[9] KASAI H, 1984, JPN J CANCER RES, V75, P1037
[10] KASAI H, 1984, JPN J CANCER RES, V75, P565

← 1 2 3 →