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7-Nitro-7-deaza-2′-deoxyadenosine and 8-Methyl-7-deaza-2′-deoxyguanosine: Pyrrolo[2,3-d]pyrimidine Nucleosides with Different Sugar Conformations

✍ Scribed by Seela, Frank ;Rosemeyer, Helmut ;Zulauf, Matthias ;Chen, Yaoming ;Kastner, Guido ;Reuter, Hans

Book ID
102902816
Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
572 KB
Volume
1997
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

The crystal structures of 7‐nitro‐7‐deaza‐2′ ‐deoxyadenosine (3) and 8‐methyl‐7‐deaza‐2′ ‐deoxyguanosine (5) have been determined and were compared with those of the parent 7‐deaza‐2′ ‐deoxyadenosine (2) and other 7‐substituted 7‐deazapurine 2′ ‐deoxynucleosides 4 and 6. The sugar pucker of compound 3 is N (^3′^T~2′~) whereas compound 5 shows ^2′^E conformation (S‐type). Despite the methyl group, compound 5 exhibits anti conformation about the N‐glycosylic bond as in all other cases. The predominant conformations of 3 and 5 in aqueous solution, determined by ^1^H NMR spectroscopy, is consistent with those in the solid state.

📜 SIMILAR VOLUMES

ChemInform Abstract: 7-Nitro-7-deaza-2′-
ChemInform Abstract: 7-Nitro-7-deaza-2′-deoxyadenosine and 8-Methyl-7-deaza-2′-deoxyguanosine: Pyrrolo[2,3-d]pyrimidine Nucleosides with Different Sugar Conformations.
✍ F. SEELA; H. ROSEMEYER; M. ZULAUF; Y. CHEN; G. KASTNER; H. REUTER 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

ChemInform Abstract: Regioselectivity of
ChemInform Abstract: Regioselectivity of the Mannich Reaction on Pyrrolo[2,3-d]pyrimidine Nucleosides Related to 7-Deaza-2′-deoxyadenosine or 7-Deaza-2′-deoxyguanosine.
✍ F. SEELA; Y. CHEN; M. ZULAUF 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v