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26
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9544232865
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note
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1H NMR spectrum of the crude irradiated mixture.
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27
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9544258583
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note
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Purification was achieved on a medium-pressure (400 mhar) RP 18 column using a gradient of acetonitrile in water. Nucleosides 1 and 2 were recovered in 24% and 33% yield, respectively.
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28
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9544234813
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note
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13C NMR chemical shifts of the aglycon nuclei are almost identical to those of 3.
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29
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9544246144
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Attributed from the HMBC spectrum
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Attributed from the HMBC spectrum.
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32
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9544235489
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note
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Purification was performed by HPLC on a semipreparative NOVA-PAK C18, 6μ radial pak cartridge, using a gradient of acetonitrile in 0.05 M sodium acetate.
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34
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9544225383
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note
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w= 0.086, goodness of fit 1.04, number of observed reflexions 1945.
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39
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84981860904
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The preferred N7-C8 imidazole ring fission of adenosine leading to a an W-9-formyl derivative is probably governed by the electron deficient nature of the N-7-substituent. This is inferred from analogous ring opening of 9-alkylated adenines undergoing N-7-acylation (Altman, J.; Ben-Ishai, D. J. Heterocycl. Chem. 1968, 5, 679-682. Leonard, N. J.; McDonald, J. J.; Henderson, R. E. L.; Reichmann, M. E. Biochemistry 1971, 10, 3335-3342).
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J. Heterocycl. Chem.
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Altman, J.1
Ben-Ishai, D.2
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40
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0015247071
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The preferred N7-C8 imidazole ring fission of adenosine leading to a an W-9-formyl derivative is probably governed by the electron deficient nature of the N-7-substituent. This is inferred from analogous ring opening of 9-alkylated adenines undergoing N-7-acylation (Altman, J.; Ben-Ishai, D. J. Heterocycl. Chem. 1968, 5, 679-682. Leonard, N. J.; McDonald, J. J.; Henderson, R. E. L.; Reichmann, M. E. Biochemistry 1971, 10, 3335-3342).
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Biochemistry
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Leonard, N.J.1
McDonald, J.J.2
Henderson, R.E.L.3
Reichmann, M.E.4
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41
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0025830119
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Kumar, S.; Joshi, P. C.; Sharma, N. D.; Bose, S. N.; Davies, R. J. H.; Takeda, N.; McCloskey, J. A. Nucleic Acids Res. 1991, 19, 2841-2847.
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Kumar, S.1
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Davies, R.J.H.5
Takeda, N.6
McCloskey, J.A.7
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