SITE-SPECIFIC LABELING OF CAGED-ATP WITH DEUTERIUM OR O-18

被引：7

作者：

CORRIE, JET ^{[1
]}

REID, GP ^{[1
]}

机构：

[1] NATL INST MED RES,LONDON NW7 1AA,ENGLAND

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1995年 / 36卷 / 03期

关键词：

NITRATION; DEAMINATION; ISOTOPE EXCHANGE; NUCLEOTIDES; NMR SPECTRA;

D O I：

10.1002/jlcr.2580360312

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

[3-D]2-Nitroacetophenone and [alcohol-O-18]-1-(2-nitrophenyl)ethyl alcohol were prepared and used to synthesise labelled P-3-1-(2-nitrophenyl)ethyl esters of ATP (''caged ATP'') with isotope present either as deuterium on the 3-position of the nitrosubstituted ring or as (18)oxygen in the bridging position between the terminal phosphate and the nitrophenylethyl group. The availability of the deuterated compounds enabled complete assignment of their H-1 NMR spectra.

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页码：289 / 300

页数：12

相关论文

共 14 条

[1] STRUCTURES OF THE C2H4O+.GAS-PHASE ISOMERS - EVIDENCE FOR THE FORMATION OF THE CH2OCH2+.ION FROM ETHYLENE CARBONATE [J].

BAUMANN, BC ;

MACLEOD, JK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (20) :6223-6224

[2] THE MECHANISM OF HYDROLYSIS OF ACETYL DIHYDROGEN PHOSPHATE [J].

BENTLEY, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (08) :2765-2767

[3]

BEYNON JH, 1968, MASS SPECTRA ORGANIC, P325

[4]

Corrie J. E. T., 1993, BIOORGANIC PHOTOCHEM, P243

[5] SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF THE 2 DIASTEREOISOMERS OF P3-1-(2-NITROPHENYL)ETHYL ADENOSINE-TRIPHOSPHATE (CAGED ATP) [J].

CORRIE, JET ;

REID, GP ;

TRENTHAM, DR ;

HURSTHOUSE, MB ;

MAZID, MA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (08) :1015-1019

[6] SYNTHESIS OF ORTHO, META AND PARA DUETERIO-, [N-15]- AND MONO[O-18]NITROBENZENE [J].

HOG, JH .

JOURNAL OF LABELLED COMPOUNDS, 1971, 7 (02) :179-&

[7]

Kornblum N., 1944, ORG REACTIONS, V2, P262

[8] CINNOLINES .1. SYNTHESIS OF AMINOACETOPHENONES AND AMINOPROPIOPHENONES [J].

LEONARD, NJ ;

BOYD, SN .

JOURNAL OF ORGANIC CHEMISTRY, 1946, 11 (04) :405-418

[9] TRANSITION-METAL-CATALYZED REACTIONS OF DIAZO-COMPOUNDS, EFFICIENT SYNTHESIS OF FUNCTIONALIZED ETHERS BY CARBENE INSERTION INTO THE HYDROXYLIC BOND OF ALCOHOLS [J].

NOELS, AF ;

DEMONCEAU, A ;

PETINIOT, N ;

HUBERT, AJ ;

TEYSSIE, P .

TETRAHEDRON, 1982, 38 (17) :2733-2739

[10]

PAULISSEN R, 1973, TETRAHEDRON LETT, P2233