𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Nucleoside und Nucleotide. Teil 11. Phosphorylierung von 1-(2′-Desoxy-β-D-ribofuranosyl)-2(1H)-pyridon und dessen Verhalten bei der Synthese von Dinucleotiden

✍ Scribed by Felix Waldmeier; Christoph Tamm

Publisher
John Wiley and Sons
Year
1978
Tongue
German
Weight
996 KB
Volume
61
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Nucleosides and Nucleotides, Part 11. Phosphorylation of ~-(2'-Deoxy-~-~-ribofuranosyl)-2 (lH)-pyridon and its Behaviour in the Synthesis of Dinucleotides Summary The behaviour of the unnatural nucleoside 1-(2'-deoxy-~-~-ribofuranosyl)-2(1H)-pyridon (nd, 1) in the synthesis of dinucleotides with purine deoxynucleotides was studied. The optimized preparation of the protected dinucleoside phosphates (MeOTr)ndpGib (5) and (MeOTr)nd pA,b" (7) using the diester method of Khoruna with DCC as condensing agent is described. The removal of the N-acyland p-methoxytrityl groups was effected by successive treatment with conc. ammonia solution and acetic acid/water 1: 1 at 23" yielding the free dinucleoside phosphates n d p G d (9) and 17dpAd (11). In a similar way, starting from (CNEt)pnd (15), the dinucleotides pndpGib (16), plir,pGd (la), p n d p A P (17) and p n d PAd (19) were synthesized. The nucleotide 1 -(5'-O-Phosphoryl-2'-deoxy-/3-~-ribofuranosyl)-2 (1H)-pyridon (pnd, 3) was prepared in excellent yield by selective phosphorylation of nd (1)

using phosphorylchloride in triethyl phosphate at -40". Deoxyadenosine was phosphorylated in the same way. The compounds were characterized by UV. spectroscopy, chromatography and enzymatic degradation.

Einleitung.

📜 SIMILAR VOLUMES

Nucleoside und Nucleotide. Teil 10. Synt
Nucleoside und Nucleotide. Teil 10. Synthese von Thymidylyl-(3′-5′) -thymidylyl-(3′-5′)-1-(2′-desoxy-β-D-ribofuranosyl)-2(1 H)-pyridon
✍ Nico Cerletti; Christoph Tamm 📂 Article 📅 1977 🏛 John Wiley and Sons 🌐 German ⚖ 924 KB

Nucleosides and Nucleotides. Part 10. Synthesis of Thymidylyl-(3'-5')-thymidylyl-(3'-5')-l-(2'-deoxy-~-D-ribofuranosyl)-2(1 H)-pyridone Summary The synthesis of 5'-O-monomethoxytritylthymidylyl-(3'-5')-thymidylyl-(3'-5')-I -(2'deoxy-B-~-ribofuranosyl)-2(1 H)-pyridone ((MeOTr)TdpTdpnd, 5) and of thym

Nucleoside und Nucleotide. Teil 16. Verh
Nucleoside und Nucleotide. Teil 16. Verhalten von 1-(2′-Desoxy-β-D-ribofuranosyl)-2(1 H)-pyrimidinon-5′-triphosphat, 1-(2′-Desoxy-β-D-ribofuranosyl)-2(1 H)pyridinon-5′-triphosphat und 4-Amino-1-(2′-Desoxy-β-D-ribofuranosyl)-2(1 H)-pyridinon-5′-triphosphat gegenüber DNA-Polymerase
✍ Michael Wachtl; Peter Kohler; Christoph Tamm 📂 Article 📅 1980 🏛 John Wiley and Sons 🌐 German ⚖ 412 KB

Base1 (8.IX.80) Nucleosides and Nucleotides. Part 16. The Behaviour of 1-(2'-Deoxy-~-D-ribofurauosyl-2(1H)pyrimidinone-5'-triphosphate, 1~2'-Deoxy-~-~-ribofuranosyI-2(lH)-pyridinone-5'-triphosphate and 4-Amino-I -(2'-deoxy-~-~-ribofuranosyl)-2(1H)-pyridinone-5'-triphosphate towards DNA Polymerase #