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Protection of 2,6-diaminopurine 2'-deoxyriboside

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Luyten, I Vanaerschot, A. Rozenski, J. Busson, Roger [KUL] Herdewijn, P.

Protection of both amine moieties of 2,6-diaminopurine 2'-deoxyriboside as a dimethylformamidine group did not proove feasable, while protection with a phenoxyacetyl group afforded only a mono-protected analogue 5. This analogue can be incorporated into oligonucleotides without difficulties. However, oligonucleotides with diaminopurine substituted for adenine did not yield more stable duplexes for the two sequences tested here.

Document type Communication à un colloque (Conference Paper) – Présentation orale avec comité de sélection
Publication date 1997
Language Anglais
Conference "XII International Round Table on Nucleosides, Nucleotides and their Biological Applications - Making Drugs Out of Nucleosides and Oligonucleotides", LA JOLLA(Ca) (Sep 15-19, 1996)
Journal information "Nucleosides and Nucleotides" - Vol. 16, no. 7-9, p. 1649-1652 (1997)
Peer reviewed yes
issn 0732-8311
Publisher Marcel Dekker Inc (New York)
Affiliation UCL - Autre
Links
  1. Brown Tom, Craig Alister, The Incorporation of 2,6-Diaminopurine Into Oligodeoxyribonucleotides by the Phosphoramidite Method, 10.1080/07328318908054277
  2. Gaffney Barbara L., Marky Luis A., Jones Roger A., The influence of the purine 2-amino group on DNA conformation and stability-II, 10.1016/0040-4020(84)85098-x
  3. Canol Angeles, Goodman Myron F., Eritja Ramon, Synthesis of Oligodeoxyribonucleotides Containing 2,6-Diaminopurine, 10.1080/15257779408013258
  4. Gryaznov Sergei, Schultz Ronald G., Stabilization of DNA:DNA and DNA:RNA duplexes by substitution of 2′-deoxyadenosine with 2′-deoxy-2-aminoadenosine, 10.1016/s0040-4039(00)77151-6
  5. Reza Fathi, Bhaswati Goswami, Pei-Pei Kung, Gaffney Barbara L., Jones Roger A., Synthesis of 6-substituted 2′-deoxyguanosine derivatives using trifluoroacetic anhydride in pyridine, 10.1016/s0040-4039(00)94543-x
Bibliographic reference Luyten, I ; Vanaerschot, A. ; Rozenski, J. ; Busson, Roger ; Herdewijn, P.. Protection of 2,6-diaminopurine 2'-deoxyriboside.XII International Round Table on Nucleosides, Nucleotides and their Biological Applications - Making Drugs Out of Nucleosides and Oligonucleotides (LA JOLLA(Ca), Sep 15-19, 1996). In: Nucleosides and Nucleotides, Vol. 16, no. 7-9, p. 1649-1652 (1997)
Permanent URL http://hdl.handle.net/2078.1/62651