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5
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0029310521
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a) B. Giese, X. Beyrich-Graf, P. Erdmann, M. Petretta, U. Schwitter, Chem. Biol. 1995, 2, 367;
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(1995)
Chem. Biol.
, vol.2
, pp. 367
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Giese, B.1
Beyrich-Graf, X.2
Erdmann, P.3
Petretta, M.4
Schwitter, U.5
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6
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0031029302
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b) A. Marx, M. P. MacWilliams, T. A. Bickle, U. Schwitter, B. Giese, J. Am. Chem. Soc. 1997, 119, 1131.
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(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 1131
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Marx, A.1
MacWilliams, M.P.2
Bickle, T.A.3
Schwitter, U.4
Giese, B.5
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7
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0012016313
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R. Youssefyeh, D. Tegg, J. H. Verheyen, G. H. Jones, G. H. Moffat, Tetrahedron Lett. 1977, 18, 435.
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(1977)
Tetrahedron Lett.
, vol.18
, pp. 435
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Youssefyeh, R.1
Tegg, D.2
Verheyen, J.H.3
Jones, G.H.4
Moffat, G.H.5
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8
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0345143273
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note
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The stereochemistry at C4′ of nucleotide 11 was determined by NOE experiments. A medium-sized NOE effect was observed between 5′-H and 3′-H, a small NOE effect between C4′-(acetoxymethyl) and 1′-H, as well as between the methyl group of the acetate and one of the methyl groups of the isopropylidene protecting group.
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9
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0344280908
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note
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Phosphite 13 was activated with pivaloyl chloride, subsequently coupled with the oligonucleotide bound to the solid phase, and the oligonucleotide synthesis was finally performed with a synthesizer.
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-
-
-
10
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0030693623
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H was determined from the ratio of products (17 + 18)/19 and the glutathione concentration, see B. Giese, A. Dussy, E. Meggers, M. Petretta, U. Schwitter, J. Am. Chem. Soc. 1997, 119, 11 130.
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(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 11130
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Giese, B.1
Dussy, A.2
Meggers, E.3
Petretta, M.4
Schwitter, U.5
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11
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0030581388
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C. Tronche, F. N. Martinez, J. H. Horner, M. Newcomb, M. Senn, B. Giese, Tetrahedron Lett. 1996, 37, 5845.
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(1996)
Tetrahedron Lett.
, vol.37
, pp. 5845
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-
Tronche, C.1
Martinez, F.N.2
Horner, J.H.3
Newcomb, M.4
Senn, M.5
Giese, B.6
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12
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0344712844
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These experiments were carried out as described in ref. [8]
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These experiments were carried out as described in ref. [8].
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13
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0031048783
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In model studies with noncharged phosphate triesters in alcoholic solutions the effect of the 2′-OH group is considerably larger: D. Crich, X. Mo, J. Am. Chem. Soc: 1997, 119, 245. This shows how risky it is to extrapolate results obtained from model reactions with small molecules in organic solvents to explain biomolecules in water.
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(1997)
J. Am. Chem. Soc
, vol.119
, pp. 245
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Crich, D.1
Mo, X.2
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14
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0023025440
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a) S. Ajmera, J. C. Wu, L. Worth, Jr., L. E. Rabow, J. Stubbe, J. W. Kozarich Biochemistry 1986, 25, 6586;
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(1986)
Biochemistry
, vol.25
, pp. 6586
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Ajmera, S.1
Wu, J.C.2
Worth L., Jr.3
Rabow, L.E.4
Stubbe, J.5
Kozarich, J.W.6
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15
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0026628980
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b) G. H. McGall, L. E. Rabow, G. W. Ashley, S. H. Wu, J. W. Kozarich, J. Stubbe J. Am. Chem. Soc. 1992, 114, 4958.
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J. Am. Chem. Soc.
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, pp. 4958
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McGall, G.H.1
Rabow, L.E.2
Ashley, G.W.3
Wu, S.H.4
Kozarich, J.W.5
Stubbe, J.6
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16
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0345143272
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note
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2. After photolyzing for 5-10 min (Osram 500 W, 320 nm filter, 25°C) the products were separated by HPLC on a reversed-phase column and the peaks were analyzed by MALDI-TOF MS. The compounds 5′-phosphate 2 and 3′-phosphoglycolate 7 were obtained in all experiments together with 2-8% of 3′-phosphate.
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17
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11544259897
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The preferred formation of 3′-phosphoglycolate 7 can also be explained by the Burger mechanism in which the cleavage of intermediate 6a in DNA leads preferentially to 7, see R. M. Burger, Chem. Rev. 1998, 98, 1153.
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(1998)
Chem. Rev.
, vol.98
, pp. 1153
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Burger, R.M.1
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