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Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole
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| Zeitschriftentitel: | Journal of Labelled Compounds and Radiopharmaceuticals |
|---|---|
| Personen und Körperschaften: | , , |
| In: | Journal of Labelled Compounds and Radiopharmaceuticals, 45, 2002, 8, S. 665-673 |
| Format: | E-Article |
| Sprache: | Englisch |
| veröffentlicht: |
Wiley
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| Schlagwörter: |
| author_facet |
Schneider, R.F. Price, W.A. Chapman, J.D. Schneider, R.F. Price, W.A. Chapman, J.D. |
|---|---|
| author |
Schneider, R.F. Price, W.A. Chapman, J.D. |
| spellingShingle |
Schneider, R.F. Price, W.A. Chapman, J.D. Journal of Labelled Compounds and Radiopharmaceuticals Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole Organic Chemistry Spectroscopy Drug Discovery Radiology, Nuclear Medicine and imaging Biochemistry Analytical Chemistry |
| author_sort |
schneider, r.f. |
| spelling |
Schneider, R.F. Price, W.A. Chapman, J.D. 0362-4803 1099-1344 Wiley Organic Chemistry Spectroscopy Drug Discovery Radiology, Nuclear Medicine and imaging Biochemistry Analytical Chemistry http://dx.doi.org/10.1002/jlcr.596 <jats:title>Abstract</jats:title><jats:p>The title compound, <jats:bold><jats:styled-content>3a</jats:styled-content></jats:bold>, when exchange labeled with <jats:sup>125</jats:sup>I results in three new labeled products. The major labeled product (84.1%) is 1‐(4‐deoxy‐4‐iodo‐<jats:italic>β</jats:italic>‐L‐arabinopyranosyl)‐2‐nitroimidazole, <jats:bold><jats:styled-content>3b</jats:styled-content></jats:bold>, that could result from inversion of configuration at C‐4. Exchange labeling carried out under conditions of kinetic control yielded dramatically different product ratios than thermodynamic equilibrium reactions. Confirmation of these results was established by extensive <jats:sup>1</jats:sup>HNMR spectral analyses. A possible mechanism is presented. Copyright © 2002 John Wiley & Sons, Ltd.</jats:p> Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐<i>β</i>‐D‐xylopyranosyl)‐2‐nitroimidazole Journal of Labelled Compounds and Radiopharmaceuticals |
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| title |
Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_unstemmed |
Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_full |
Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_fullStr |
Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_full_unstemmed |
Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_short |
Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_sort |
exchange radioiodination produces inversion at c‐4 of 1‐(4‐deoxy‐4‐iodo‐<i>β</i>‐d‐xylopyranosyl)‐2‐nitroimidazole |
| topic |
Organic Chemistry Spectroscopy Drug Discovery Radiology, Nuclear Medicine and imaging Biochemistry Analytical Chemistry |
| url |
http://dx.doi.org/10.1002/jlcr.596 |
| publishDate |
2002 |
| physical |
665-673 |
| description |
<jats:title>Abstract</jats:title><jats:p>The title compound, <jats:bold><jats:styled-content>3a</jats:styled-content></jats:bold>, when exchange labeled with <jats:sup>125</jats:sup>I results in three new labeled products. The major labeled product (84.1%) is 1‐(4‐deoxy‐4‐iodo‐<jats:italic>β</jats:italic>‐L‐arabinopyranosyl)‐2‐nitroimidazole, <jats:bold><jats:styled-content>3b</jats:styled-content></jats:bold>, that could result from inversion of configuration at C‐4. Exchange labeling carried out under conditions of kinetic control yielded dramatically different product ratios than thermodynamic equilibrium reactions. Confirmation of these results was established by extensive <jats:sup>1</jats:sup>HNMR spectral analyses. A possible mechanism is presented. Copyright © 2002 John Wiley & Sons, Ltd.</jats:p> |
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| author | Schneider, R.F., Price, W.A., Chapman, J.D. |
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| description | <jats:title>Abstract</jats:title><jats:p>The title compound, <jats:bold><jats:styled-content>3a</jats:styled-content></jats:bold>, when exchange labeled with <jats:sup>125</jats:sup>I results in three new labeled products. The major labeled product (84.1%) is 1‐(4‐deoxy‐4‐iodo‐<jats:italic>β</jats:italic>‐L‐arabinopyranosyl)‐2‐nitroimidazole, <jats:bold><jats:styled-content>3b</jats:styled-content></jats:bold>, that could result from inversion of configuration at C‐4. Exchange labeling carried out under conditions of kinetic control yielded dramatically different product ratios than thermodynamic equilibrium reactions. Confirmation of these results was established by extensive <jats:sup>1</jats:sup>HNMR spectral analyses. A possible mechanism is presented. Copyright © 2002 John Wiley & Sons, Ltd.</jats:p> |
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| spelling | Schneider, R.F. Price, W.A. Chapman, J.D. 0362-4803 1099-1344 Wiley Organic Chemistry Spectroscopy Drug Discovery Radiology, Nuclear Medicine and imaging Biochemistry Analytical Chemistry http://dx.doi.org/10.1002/jlcr.596 <jats:title>Abstract</jats:title><jats:p>The title compound, <jats:bold><jats:styled-content>3a</jats:styled-content></jats:bold>, when exchange labeled with <jats:sup>125</jats:sup>I results in three new labeled products. The major labeled product (84.1%) is 1‐(4‐deoxy‐4‐iodo‐<jats:italic>β</jats:italic>‐L‐arabinopyranosyl)‐2‐nitroimidazole, <jats:bold><jats:styled-content>3b</jats:styled-content></jats:bold>, that could result from inversion of configuration at C‐4. Exchange labeling carried out under conditions of kinetic control yielded dramatically different product ratios than thermodynamic equilibrium reactions. Confirmation of these results was established by extensive <jats:sup>1</jats:sup>HNMR spectral analyses. A possible mechanism is presented. Copyright © 2002 John Wiley & Sons, Ltd.</jats:p> Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐<i>β</i>‐D‐xylopyranosyl)‐2‐nitroimidazole Journal of Labelled Compounds and Radiopharmaceuticals |
| spellingShingle | Schneider, R.F., Price, W.A., Chapman, J.D., Journal of Labelled Compounds and Radiopharmaceuticals, Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole, Organic Chemistry, Spectroscopy, Drug Discovery, Radiology, Nuclear Medicine and imaging, Biochemistry, Analytical Chemistry |
| title | Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_full | Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_fullStr | Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_full_unstemmed | Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_short | Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| title_sort | exchange radioiodination produces inversion at c‐4 of 1‐(4‐deoxy‐4‐iodo‐<i>β</i>‐d‐xylopyranosyl)‐2‐nitroimidazole |
| title_unstemmed | Exchange radioiodination produces inversion at C‐4 of 1‐(4‐deoxy‐4‐iodo‐β‐D‐xylopyranosyl)‐2‐nitroimidazole |
| topic | Organic Chemistry, Spectroscopy, Drug Discovery, Radiology, Nuclear Medicine and imaging, Biochemistry, Analytical Chemistry |
| url | http://dx.doi.org/10.1002/jlcr.596 |