Synthesis and biophysical evaluation of 2′,4′-Constrained 2′O-Methoxyethyl and 2′,4′-Constrained 2′O-Ethyl nucleic acid analogues

Journal of Organic Chemistry

Volumn 75, Issue 5, 2010, Pages 1569-1581

  Seth, Punit P ^a   Vasquez, Guillermo ^a   Allerson, Charles A ^a   Berdeja, Andres ^b   Gaus, Hans ^b   Kinberger, Garth A ^a   Prakash, Thazha P ^a   Migawa, Michael T ^a   Bhat, Balkrishen ^c   Swayze, Eric E ^a  

^a Department of Medicinal Chemistry ^*  (United States)

^b ISIS PHARMACEUTICALS   (United States)

^c REGULUS THERAPEUTICS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTISENSE OLIGONUCLEOTIDES; CHEMICAL EQUATIONS; CRYSTALLINITIES; EXONUCLEASE; HYDROXYL GROUPS; LEAVING GROUPS; LOCKED NUCLEIC ACID; METHYL GROUP; METHYLCYTOSINE; NUCLEOBASES; NUCLEOSIDE PHOSPHORAMIDITES; PHOSPHORAMIDITES; PROTECTING GROUP; RING CLOSURES; STEREOSELECTIVE MANNER; STRUCTURAL ELEMENTS; SYNTHESIS FEATURES; THERAPEUTIC INDEX;

AUDIO FREQUENCY AMPLIFIERS; BIOPHYSICS; CHEMICAL ELEMENTS; CHEMICAL MODIFICATION; CHEMICAL REACTIONS; HYDROCARBONS; LOW NOISE AMPLIFIERS; NUCLEIC ACIDS; OLIGONUCLEOTIDES; STEREOCHEMISTRY;

BIOMOLECULES;

7 [2 CYANOETHOXY(DIISOPROPYLAMINO)PHOSPHINOXY] 1 (4,4' DIMETHOXYTRITYLOXYMETHYL) 6 METHOXYMETHYL 3 (URACIL 1 YL) 2,5 DIOXABICYCLO[2.2.1]HEPTANE; 7 [2 CYANOETHOXY(DIISOPROPYLAMINO)PHOSPHINOXY] 1 (4,4' DIMETHOXYTRITYLOXYMETHYL) 6 METHYL 3 (URACIL 1 YL) 2,5 DIOXABICYCLO[2.2.1]HEPTANE; ACETONYLACETONE; EXONUCLEASE; HYDROXYL GROUP; MESYLIC ACID; METHYL GROUP; NUCLEIC ACID BASE; NUCLEOSIDE; OLIGONUCLEOTIDE; PHOSPHORAMIDOUS ACID; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HYBRIDIZATION; STEREOCHEMISTRY;

AMINO ACID SEQUENCE; BASE SEQUENCE; BINDING SITES; BIOPHYSICAL PHENOMENA; CATALYSIS; CRYSTALLINS; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR SEQUENCE DATA; MOLECULAR STRUCTURE; NUCLEIC ACIDS; NUCLEOSIDES; OLIGONUCLEOTIDES; STEREOISOMERISM;

EID: 77949297395     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo902560f     Document Type: Article

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