Analytical studies of 'mixed sequence' oligodeoxyribonucleotides synthesized by competitive coupling of either methyl- or beta-cyanoethyl-N,N-diisopropylamino phosphoramidite reagents, including 2'-deoxyinosine.

Nucleic acids research ·Vol. 13 ·No. 22 ·1985-11-25 ·Pages 8181-96

Zon G, Gallo KA, Samson CJ, Shao KL, Summers MF, Byrd RA

Abstract

High-performance liquid chromatography (HPLC) and 1H/31P nuclear magnetic resonance (NMR) spectroscopy were used to measure the molar ratio of oligodeoxyribonucleotide products in mixtures obtained with automated DNA synthesizers that employed competitive coupling of either standard methyl- or newer beta-cyanoethyl-N,N-diisopropylamino phosphoramidite reagents, which include deoxyinosine. Mixtures of these reagents when used as freshly prepared solutions afforded ratios of products that indicated negligibly small differences among the rates of the various competitive coupling reactions. However, studies of reagent stability in solution revealed that both types of the N-isobutyryl deoxyguanosine reagent decompose faster than their corresponding dA, dC, and dT phosphoramidites, which led to significantly lower proportions of dG-containing sequences. This problem was attenuated for the beta-cyanoethyl reagents due to their slower rate of decomposition.

MeSH Terms

Base Sequence Biochemistry/instrumentation Chromatography, High Pressure Liquid Inosine/analogs & derivatives Magnetic Resonance Spectroscopy Nitriles Oligodeoxyribonucleotides/analysis,chemical synthesis Organophosphates Time Factors

Chemicals

Nitriles Oligodeoxyribonucleotides Organophosphates Inosine deoxyinosine

Authors & Affiliations

6 authors, click to expand affiliations / ORCID

Zon G

Gallo K A

Samson C J

Shao K L

Summers M F

Byrd R A

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17 references, click to expand

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Article Info

Journal

Nucleic acids research

Abbr.

Nucleic Acids Res

ISSN

0305-1048

DOI

10.1093/nar/13.22.8181

Published

1985-11-25

Pages

8181-96

Language

English

Region

England

NLM ID

0411011

PMCID

PMC322118

Subset

External Links

PubMed source DOI: 10.1093/nar/13.22.8181 PMC Full Text View journal details

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Analytical studies of 'mixed sequence' oligodeoxyribonucleotides synthesized by competitive coupling of either methyl- or beta-cyanoethyl-N,N-diisopropylamino phosphoramidite reagents, including 2'-deoxyinosine.

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