Alkylation o f ethyl acetoacetate-13Cq with eth lene oxide and ethylene oxide-13C2 af Eorded 2-a~etylbutyrolactone-'~C~, (5) and the hexalabeled form (c), respectively. Treatment o f the lactone with an excess of 48% hydrobromic acid effected decarboxylation with bromide displacement t o yield 5-bro
A convenient synthesis of carbon labeled adenine nucleotides: Adenosine-2-13C 5′ -phosphate
✍ Scribed by Rich B. Meyer Jr.; Corinne G. Wong
- Publisher
- John Wiley and Sons
- Year
- 1981
- Tongue
- French
- Weight
- 171 KB
- Volume
- 18
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Treatment of adenosine 5′‐phosphate 1‐oxide with base gave 5‐amino‐1‐β‐ D‐ribofuranosylimidazole‐4‐carboxamidoxime 5′‐ phosphate. Catalytic reduction of this amidoxime gave the versatile intermediate, 5‐amino‐1‐β‐D‐ribofuranosylimidazole‐ 4‐carboxamidine 5′‐phosphate. Condensation of this nucleo‐ tide with formaldehyde‐^13^C in the presence of palladium provided a simple preparation of adenosine‐2‐^13^C 5′‐phosphate.
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## Abstract 2′,3′‐Dideoxyinosine‐^13^C~5~ (ddI‐^13^C~5~) and the related 2′,3′‐dideoxyadenosine‐^13^C~5~ (ddA‐^13^C~5~) were prepared from (S)‐5‐[^13^C~5~]2,3‐dideoxyribonolactone 1. From a batch of this starting material ddI‐^13^C~5~ was made in 27% overall yield in seven steps and ddA‐^13^C~5~ in
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