Synthesis of a novel pyrene-containing nucleoside and its incorporation into oligonucleotides

被引：12

作者：

Frazer, JD ^{[1
]}

Horner, SM ^{[1
]}

Woski, SA ^{[1
]}

机构：

[1] Univ Alabama, Dept Chem, Tuscaloosa, AL 35487 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 11期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(97)10853-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the aryl nucleoside analogue beta-2'-deoxy-D-ribofuranosyl-1'-N-pyrenyl-carboxamide (4) is described. This compound can be converted into a phosphoramidite reagent and used in solid phase oligonucleotide synthesis. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1279 / 1282

页数：4

共 14 条

[1] FACILE SYNTHESIS OF CARBOXAMIDES BY USING 1-METHYL-2-HALOPYRIDINIUM IODIDES AS COUPLING REAGENTS
BALD, E
SAIGO, K
MUKAIYAMA, T
[J]. CHEMISTRY LETTERS, 1975, (11) : 1163 - 1166
[2] Chaudhuri NC, 1997, SYNLETT, P341
[3] Experimental measurement of aromatic stacking affinities in the context of duplex DNA
Guckian, KM
Schweitzer, BA
Ren, RXF
Sheils, CJ
Paris, PL
Tahmassebi, DC
Kool, ET
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (34) : 8182 - 8183
[4] STUDIES IN SUGAR CHEMISTRY .2. A SIMPLE METHOD FOR O-DEACYLATION OF POLYACYLATED SUGARS
HERZIG, J
NUDELMAN, A
GOTTLIEB, HE
FISCHER, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (05) : 727 - 730
[5] ALPHA-THYMIDIN
HOFFER, M
[J]. CHEMISCHE BERICHTE-RECUEIL, 1960, 93 (12): : 2777 - 2781
[6] 1-CHLORO-2-DEOXY-3,5-DI-PARA-TOLUOYL-D-ERYTHRO-PENTOSYL CHLORIDE - A VERSATILE SYNTHETIC INTERMEDIATE
IYER, RP
PHILLIPS, LR
EGAN, W
[J]. SYNTHETIC COMMUNICATIONS, 1991, 21 (20) : 2053 - 2063
[7] SYNTHESIS OF IMIDAZO-FUSED BRIDGEHEAD-NITROGEN 2'-DEOXYRIBO-C-NUCLEOSIDES - COUPLING ELIMINATION-REACTIONS OF 2,5-ANHYDRO-3,4,6-TRI-O-BENZOYL-D-ALLONIC ACID
KNUTSEN, LJS
JUDKINS, BD
NEWTON, RF
SCOPES, DIC
KLINKERT, G
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (03): : 621 - 630
[8] SYNTHESIS AND BIOPHYSICAL STUDIES OF SHORT OLIGODEOXYNUCLEOTIDES WITH NOVEL MODIFICATIONS - A POSSIBLE APPROACH TO THE PROBLEM OF MIXED BASE OLIGODEOXYNUCLEOTIDE SYNTHESIS
MILLICAN, TA
MOCK, GA
CHAUNCEY, MA
PATEL, TP
EATON, MAW
GUNNING, J
CUTBUSH, SD
NEIDLE, S
MANN, J
[J]. NUCLEIC ACIDS RESEARCH, 1984, 12 (19) : 7435 - 7453
[9] INCORPORATION OF A PYRENE NUCLEOSIDE ANALOG INTO SYNTHETIC OLIGODEOXYNUCLEOTIDES USING A NUCLEOSIDE-LIKE SYNTHON
PROKHORENKO, IA
KORSHUN, VA
PETROV, AA
GONTAREV, SV
BERLIN, YA
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (18) : 2081 - 2084
[10] Naphthalene, phenanthrene, and pyrene as DNA base analogues: Synthesis, structure, and fluorescence in DNA
Ren, RXF
Chaudhuri, NC
Paris, PL
Rumney, S
Kool, ET
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (33) : 7671 - 7678

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