Brian C. Froehler
Genentech
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Publication
Featured researches published by Brian C. Froehler.
Nucleic Acids Research | 1986
Brian C. Froehler; Peter Ng; Mark D. Matteucci
Deoxynucleoside H-phosphonates are used in the chemical synthesis of deoxyoligonucleotides up to 107 bases in length. The biological activity of the synthetic DNA is assessed by cloning into M13 and sequencing. An improved synthesis of protected deoxynucleoside H-phosphonates is also described.
Tetrahedron Letters | 1986
Brian C. Froehler; Mark D. Matteucci
Abstract Nucleoside H-Phosphonates are used directly in the synthesis of H-phosphonate linked deoxyoligonucleotides. A rapid and simplified procedure for the synthesis of deoxyoligonucleotides is described.
Tetrahedron Letters | 1992
Brian C. Froehler; Shalini Wadwani; Terry J. Terhorst; Sonja R. Gerrard
Abstract Oligodeoxynucleotides (ODN) containing 5-(1-propynyl)-2′-deoxyuridine and 5-(1-propynyl)-2′-deoxycytidine significantly enhance double-helix formation with single strand RNA and 5-(1-propynyl)-2′-deoxyuridine significantly enhances triple-helix formation with double stranded DNA.
Tetrahedron Letters | 1986
Brian C. Froehler
Abstract Polymer bound deoxynucleoside H-phosphonate diesters are used as precursors to phosphoramidate, thiophosphate and phosphate triester analogues of DNA.
Tetrahedron Letters | 1983
Brian C. Froehler; Mark D. Matteucci
Abstract 5-(p-nitrophenyl)tetrazole, a tetrazole of enhanced acidity relative to 5-H-tetrazole, is a superior activator of the N-morpholinophosphoramidite in the synthesis of deoxyoligonucleotides.
Nucleosides, Nucleotides & Nucleic Acids | 1991
S. McCurdy; C. Moulds; Brian C. Froehler
Abstract Deoxyoligonucleotides with inverted polarity (containing a 3′-3′ junction) are described. The ability of these oligonucleotides to bind to duplex DNA utilizing various linker elements is discussed.
Tetrahedron Letters | 1993
Brian C. Froehler; Robert J. Jones; Xiaodong Cao; Terry J. Terhorst
The protected nucleoside analogs of 5-(1-propynyl)-2′-O-allyl-uridine and 5-(1-propynyl)-2′-O-allyl-cytidine are described. Oligonucleotides containing this modification significantly enhance double-helix formation with single-strand RNA.
Annals of the New York Academy of Sciences | 1994
John F. Milligan; Robert J. Jones; Brian C. Froehler; Mark D. Matteucci
Gene inhibition by antisense oligodeoxynucleotides (ODNs) has been documented for numerous oncogenes important in human cancers.*.2 Many of the early studies led to speculation on the use of antisense ODNs in therapies. Unfortunately, more recent studies appear to indicate that much of the activity attributed to an antisense mechanism is due to a nonspecific and non-antisense mechanism of Advances in the antisense field will require new modifications that enhance cellular permeation, affinity, and stability of ODNs.
Bioorganic & Medicinal Chemistry Letters | 1994
Kuei-Ying Lin; Jeffrey S. Pudlo; Robert J. Jones; Norbert Bischofberger; Mark D. Matteucci; Brian C. Froehler
Abstract Oligodeoxynucleotides containing the C-5 propyne 2′-deoxyuridine analog in conjunction with the formacetal and 3′-thioformacetal linkage are described. Thermal denaturation analysis demonstrates that these analogs have enhanced binding affinity to both single-strand RNA and DNA and double-strand DNA.
Nucleosides, Nucleotides & Nucleic Acids | 1987
Brian C. Froehler; Mark D. Matteucci
Abstract Nucleoside H-phosphonates are valuable intermediates in the synthesis of deoxyoligonucleotides. The DBU salt form is more stable in solution and is consequently an improvement in routine synthesis of DNA.