Preparation of Imino and Amino N-15 Enriched 2-Aminopurine Deoxynucleoside

Lawrence C. Sowers; Dhananjaya N. Mhaskar; Tasneem A. Khwaja; Myron F. Goodman

doi:10.1080/07328318908054155

Preparation of Imino and Amino N-15 Enriched 2-Aminopurine Deoxynucleoside

Lawrence C. Sowers, Dhananjaya N. Mhaskar, Tasneem A. Khwaja, Myron F. Goodman

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

We report the synthesis of N-15 enriched 2-aminopurine-2kleoxynucleoside (AMR). Both ring and 2-amino nitrogens were labelled via a Dimroth rearrangement of the free base. The corresponding deoxynucleoside was prepared enzymatically. Results of both proton and N-15 NMR studies show that the predominant tautomeric form of APdR is amino and the Ni position is sham to be the site of protonation.

Original language	English (US)
Pages (from-to)	23-34
Number of pages	12
Journal	Nucleosides and Nucleotides
Volume	8
Issue number	1
DOIs	https://doi.org/10.1080/07328318908054155
State	Published - Jan 1989
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Genetics

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10.1080/07328318908054155

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title = "Preparation of Imino and Amino N-15 Enriched 2-Aminopurine Deoxynucleoside",

abstract = "We report the synthesis of N-15 enriched 2-aminopurine-2kleoxynucleoside (AMR). Both ring and 2-amino nitrogens were labelled via a Dimroth rearrangement of the free base. The corresponding deoxynucleoside was prepared enzymatically. Results of both proton and N-15 NMR studies show that the predominant tautomeric form of APdR is amino and the Ni position is sham to be the site of protonation.",

author = "Sowers, \{Lawrence C.\} and Mhaskar, \{Dhananjaya N.\} and Khwaja, \{Tasneem A.\} and Goodman, \{Myron F.\}",

note = "Funding Information: Work reported here was supported i n part by grants GM 33863, GM 21422 and Biomedical Research Support Grant \#2S07RR05471 from the National Institutes of Health.",

year = "1989",

month = jan,

doi = "10.1080/07328318908054155",

language = "English (US)",

volume = "8",

pages = "23--34",

journal = "Nucleosides and Nucleotides",

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T1 - Preparation of Imino and Amino N-15 Enriched 2-Aminopurine Deoxynucleoside

AU - Sowers, Lawrence C.

AU - Mhaskar, Dhananjaya N.

AU - Khwaja, Tasneem A.

AU - Goodman, Myron F.

N1 - Funding Information: Work reported here was supported i n part by grants GM 33863, GM 21422 and Biomedical Research Support Grant #2S07RR05471 from the National Institutes of Health.

PY - 1989/1

Y1 - 1989/1

N2 - We report the synthesis of N-15 enriched 2-aminopurine-2kleoxynucleoside (AMR). Both ring and 2-amino nitrogens were labelled via a Dimroth rearrangement of the free base. The corresponding deoxynucleoside was prepared enzymatically. Results of both proton and N-15 NMR studies show that the predominant tautomeric form of APdR is amino and the Ni position is sham to be the site of protonation.

AB - We report the synthesis of N-15 enriched 2-aminopurine-2kleoxynucleoside (AMR). Both ring and 2-amino nitrogens were labelled via a Dimroth rearrangement of the free base. The corresponding deoxynucleoside was prepared enzymatically. Results of both proton and N-15 NMR studies show that the predominant tautomeric form of APdR is amino and the Ni position is sham to be the site of protonation.

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DO - 10.1080/07328318908054155

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SN - 0732-8311

VL - 8

SP - 23

EP - 34

JO - Nucleosides and Nucleotides

JF - Nucleosides and Nucleotides

IS - 1

ER -

Preparation of Imino and Amino N-15 Enriched 2-Aminopurine Deoxynucleoside

Abstract

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