THE 2-(ACETOXYMETHYL)BENZOYL (AMB) GROUP AS A NEW BASE-PROTECTING GROUP, DESIGNED FOR THE PROTECTION OF (PHOSPHATE) MODIFIED OLIGONUCLEOTIDES

被引：21

作者：

KUIJPERS, WHA

HUSKENS, J

VANBOECKEL, CAA

机构：

[1] ORGANON INT BV,POB 20,5340 BH OSS,NETHERLANDS

[2] EINDHOVEN UNIV TECHNOL,5600 MB EINDHOVEN,NETHERLANDS

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 46期

关键词：

D O I：

10.1016/S0040-4039(00)97159-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 2-(acetoxymethyl)benzoyl (AMB) group is a new base-protecting group that facilitates the synthesis of labile, modified nucleotides, since it can be rapidly cleaved under mild basic conditions. © 1990.

引用

页码：6729 / 6732

页数：4

共 18 条

[1] 2-ACYLOXYMETHYLBENZOIC ACIDS - NOVEL AMINE PROTECTIVE FUNCTIONS PROVIDING AMIDES WITH LABILITY OF ESTERS [J].

CAIN, BF .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (11) :2029-2031

[2] THE USE OF LABILE BASE PROTECTING GROUPS IN OLIGORIBONUCLEOTIDE SYNTHESIS [J].

CHAIX, C ;

MOLKO, D ;

TEOULE, R .

TETRAHEDRON LETTERS, 1989, 30 (01) :71-74

[3] A NEW PROTECTED ACYL PROTECTING GROUP FOR EXOCYCLIC AMINO FUNCTIONS OF NUCLEOBASES [J].

DREEFTROMP, CM ;

HOOGERHOUT, P ;

VANDERMAREL, GA ;

VANBOOM, JH .

TETRAHEDRON LETTERS, 1990, 31 (03) :427-430

[4] ALKYL PHOSPHOTRIESTER MODIFIED OLIGODEOXYRIBONUCLEOTIDES .5. SYNTHESIS AND ABSOLUTE-CONFIGURATION OF RP AND SP DIASTEREOMERS OF AN ETHYL PHOSPHOTRIESTER (ET) MODIFIED ECORI RECOGNITION SEQUENCE, D[GGAA(ET)TTCC] - A SYNTHETIC APPROACH TO REGIOSPECIFIC AND STEREOSPECIFIC ETHYLATION-INTERFERENCE STUDIES [J].

GALLO, KA ;

SHAO, KL ;

PHILLIPS, LR ;

REGAN, JB ;

KOZIOLKIEWICZ, M ;

UZNANSKI, B ;

STEC, WJ ;

ZON, G .

NUCLEIC ACIDS RESEARCH, 1986, 14 (18) :7405-7420

[5] THE 9-FLUORENYLMETHOXYCARBONYL (FMOC) GROUP FOR THE PROTECTION OF AMINO FUNCTIONS OF CYTIDINE, ADENOSINE, GUANOSINE AND THEIR 2'-DEOXYSUGAR DERIVATIVES [J].

HEIKKILA, J ;

CHATTOPADHYAYA, J .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1983, 37 (03) :263-265

[6] SYNTHESIS AND HYBRIDIZATION OF DODECADEOXYRIBONUCLEOTIDES CONTAINING A FLUORESCENT PYRIDOPYRIMIDINE DEOXYNUCLEOSIDE [J].

INOUE, H ;

IMURA, A ;

OHTSUKA, E .

NUCLEIC ACIDS RESEARCH, 1985, 13 (19) :7119-7128

[7] OLIGONUCLEOTIDE N-ALKYLPHOSPHORAMIDATES - SYNTHESIS AND BINDING TO POLYNUCLEOTIDES [J].

JAGER, A ;

LEVY, MJ ;

HECHT, SM .

BIOCHEMISTRY, 1988, 27 (19) :7237-7246

[8] SYNTHESIS OF PHOSPHATE-METHYLATED DNA FRAGMENTS USING 9-FLUORENYLMETHOXYCARBONYL AS TRANSIENT BASE PROTECTING GROUP [J].

KOOLE, LH ;

MOODY, HM ;

BROEDERS, NLHL ;

QUAEDFLIEG, PJLM ;

KUIJPERS, WHA ;

VANGENDEREN, MHP ;

COENEN, AJJM ;

VANDERWAL, S ;

BUCK, HM .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (07) :1657-1664

[9]

KUIJPERS WHA, IN PRESS NUCL ACIDS

[10] SYNTHESIS OF PHOSPHOROTHIOATE ANALOGS OF OLIGODEOXYRIBONUCLEOTIDES AND THEIR ANTIVIRAL ACTIVITY AGAINST HUMAN-IMMUNODEFICIENCY-VIRUS (HIV) [J].

MATSUKURA, M ;

ZON, G ;

SHINOZUKA, K ;

STEIN, CA ;

MITSUYA, H ;

COHEN, JS ;

BRODER, S .

GENE, 1988, 72 (1-2) :343-347

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