Syntheses of [1-15N]-2'-deoxyinosine, [4-15N]-2'-deoxyAICAR, and [1-15N]-2'-deoxyguanosine

被引：0

作者：

Catalanotti, B

De Napoli, L

Galeone, A

Mayol, L

Oliviero, G

Piccialli, G

Varra, M

机构：

[1] Univ Naples Federico II, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy

[2] Univ Naples Federico II, Dipartimento Chim Organ & Biol, I-80134 Naples, Italy

[3] Univ Molise, Fac Sci, I-86170 Isernia, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 1999卷 / 09期

关键词：

labeled deoxyinosine; labeled deoxyAICAR; labeled deoxyguanosine; purine rearrangement; labeled nucleosides;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A high-yield synthesis of [1-N-15]-2'-deoxyinosine (5), [4-N-15]-2'-deoxy AICAR (7), and [1-N-15]-2'-deoxyguanosine (10) from 2'-deoxyinosine (1) using relatively low expensive (NH3)-N-15 as N-15 source is described. The method exploits 2-C reactivity of 2'-deoxyinosine (1) to obtain its N-15-labelled counterpart, through [1-N-15]-2'-deoxyinosine (5), and successively, [4-N-15]-2'-deoxyAICAR (7). [1-N-15]-2'-Deoxyguanosine (10) can be prepared as well, through an improved cyclization procedure. No protection of sugar hydroxyl groups is required at any stage.

引用

下载

页码：2235 / 2239

页数：5

共 50 条

[21] SYNTHESIS OF INDAZOLE-1-N-15 INDAZOLE-2-N-15 AND THEIR N-METHYL DERIVATIVES
PELLEGRIN, V
FRUCHIER, A
ELGUERO, J
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1981, 18 (07): : 999 - 1008
[22] SYNTHESES AND NMR-STUDIES OF SPECIFICALLY LABELED [2-N-15]PHOSPHOCREATINE, [2-N-15]CREATININE, AND RELATED N-15-LABELED COMPOUNDS
REDDICK, RE
KENYON, GL
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (14) : 4380 - 4387
[23] MASS SPECTRA OF N-2(14),N-14N-15 AND N-2(15)
DIBELER, VH
MOHLER, FL
REESE, RM
JOURNAL OF CHEMICAL PHYSICS, 1950, 18 (01): : 156 - 156
[24] SYNTHESES OF [6,7-N-15]-ADENOSINE, [6,7-N-15]-2'-DEOXYADENOSINE, AND [7-N-15]-HYPOXANTHINE
PAGANO, AR
LAJEWSKI, WM
JONES, RA
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (47) : 11669 - 11672
[25] SYNTHESIS AND EIMS FRAGMENTATION ANALYSIS OF [1,3-N-15(2)] XANTHINE AND [1,3-N-15(2)] CAFFEINE
KENANI, A
BERNIER, JL
HENICHART, JP
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1995, 36 (02): : 187 - 192
[26] SYNTHESES OF URACIL AND OF SOME N-1-ACYLDERIVATIVES DOUBLE-MARKED WITH N-15(2)
CRISTEA, I
CHICHISAN, S
REVISTA DE CHIMIE, 1995, 46 (09): : 798 - 801
[27] SYNTHESIS OF 1,2,4-TRIAZINES .5. 3-METHYL-1,2,4-TRIAZINE-[4-15N]
NEUNHOEFFER, H
FRUHAUF, HW
ANNALEN DER CHEMIE-JUSTUS LIEBIG, 1972, 760 (JUN-J): : 102 - +
[28] THE PREPARATION OF [N-15] 2-NAPHTHYLAMINE AND [1-C-13] 2-NAPHTHYLAMINE AND THEIR CONVERSIONS INTO [N-15, N-15']-2,2'-AZONAPHTHALENE AND [1,1'-C-13(2)]-2,2'-AZONAPHTHALENE
GRUSZECKA, E
SHINE, HJ
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1983, 20 (11): : 1257 - 1264
[29] PREPARATION OF (NO2BF4)-N-15 AND (NOBF4)-N-15
KRANKE, P
WAHREN, M
ISOTOPENPRAXIS, 1984, 20 (03): : 108 - 109
[30] Facile determination of the protecting group location of Nim-prected histidine derivatives by 1-15N hteronuclear correlation NMR
Zaramella, S
Heinonen, P
Yeheskiely, E
Strömberg, R
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (19): : 7521 - 7523

← 1 2 3 4 5 →