We describe the reaction of formamide with 2′-deoxyadenosine and 2′-deoxyguanosine to give imidazole ringopeningbynucleophilicadditionontheelectrophilicC(8)-positionofthepurinering. Thisinformationallows improvement of the one-lane chemical DNA sequencing procedure based on the base-selective reaction of formamide with DNA. The reactivity with formamide of several 7-deazapurine analogues (7-deaza-2′-deoxyinosine, 7-deaza- 2′-deoxyguanosine, and 7-deaza-2′-deoxyadenosine) incorporated into polynucleotides is also described. The wide spectrum of different sensitivities to formamide displayed by these purine analogues provides the single-lane DNA chemical sequencing procedures with the possibility of specificity.
Mechanism of degradation of purines nucleosides by formamide. Implications for chemical DNA sequencing procedures
CRESTINI C;
1996-01-01
Abstract
We describe the reaction of formamide with 2′-deoxyadenosine and 2′-deoxyguanosine to give imidazole ringopeningbynucleophilicadditionontheelectrophilicC(8)-positionofthepurinering. Thisinformationallows improvement of the one-lane chemical DNA sequencing procedure based on the base-selective reaction of formamide with DNA. The reactivity with formamide of several 7-deazapurine analogues (7-deaza-2′-deoxyinosine, 7-deaza- 2′-deoxyguanosine, and 7-deaza-2′-deoxyadenosine) incorporated into polynucleotides is also described. The wide spectrum of different sensitivities to formamide displayed by these purine analogues provides the single-lane DNA chemical sequencing procedures with the possibility of specificity.File | Dimensione | Formato | |
---|---|---|---|
JACS1996.pdf
non disponibili
Dimensione
258.97 kB
Formato
Adobe PDF
|
258.97 kB | Adobe PDF | Visualizza/Apri |
I documenti in ARCA sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.