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5.
Bioorg Med Chem ; 7(7): 1467-73, 1999 Jul.
Article in English | MEDLINE | ID: mdl-10465421

ABSTRACT

1-[3-Deoxy-5-O-(4,4'-dimethoxytriphenylmethyl)-3-C-hydroxymethyl-2 -O-(2-methoxyethoxymethyl)-beta-D-erythro-pentofuranosyl]thymine (13) was synthesized from 1,2-isopropylidene-D-xylose (1) as a building block of modified oligonucleotides. Three types of novel oligonucleotides were synthesized from 13 and their T(m)s were compared with those of the corresponding natural oligonucleotides. It was found that our synthesized oligomers had lower affinity to DNA and RNA than the natural oligomers.


Subject(s)
Oligonucleotides/chemistry , Base Sequence , DNA/chemistry , DNA/metabolism , In Situ Hybridization , Oligonucleotides/chemical synthesis , Oligonucleotides/metabolism , Phosphates/chemistry , RNA/chemistry , RNA/metabolism , Xylose/chemistry
6.
Bioorg Med Chem Lett ; 9(24): 3407-10, 1999 Dec 20.
Article in English | MEDLINE | ID: mdl-10617081

ABSTRACT

A modified nucleoside was synthesized with adenine and a 6-membered azasugar, and it was converted to the phosphoramidite which was used for the incorporation into oligonucleotides. The hybridization properties of the modified oligonucleotides with DNA and RNA were studied.


Subject(s)
Aza Compounds/chemistry , Carbohydrates/chemistry , Oligonucleotides/chemical synthesis , Chromatography, High Pressure Liquid , Electrophoresis, Polyacrylamide Gel , Nucleic Acid Hybridization , Oligonucleotides/chemistry , Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization , Thionucleotides/chemistry
7.
Arch Pharm Res ; 20(4): 346-50, 1997 Aug.
Article in English | MEDLINE | ID: mdl-18975177

ABSTRACT

The synthesis ofcis- and trans-1,6-dihydroxypyrrolizidine starting fromtrans-4-hydroxyl-L-proline and their evaluation as glycosidase inhibitors are reported. Thecis-isomer was found to be a potent inhibitor against alpha-glucosidase and showed weak inhibitory effect against other glycosidases. Thetrans-isomer exhibited weak inhibitions of b-glucosidase and amyloglucosidase and poor inhibition of other glycosidases.

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