LNA 5'-phosphoramidites for 5'→3'-oligonucleotide synthesis.
Hereby we report an efficient synthesis of LNA thymine and LNA 5-methylcytosine 5'-phosphoramidites, allowing incorporation of LNA thymine and LNA 5-methylcytosine into oligonucleotides synthesized in the 5'→3' direction. Key steps include regioselective enzymatic benzoylation of the 5'-hydroxy group of unprotected LNA thymine, and subsequent 4,4'-dimethoxytritylation of the 3'-hydroxy group of the O5'-benzoylated LNA thymine nucleoside.
Madsen
Andreas Stahl
AS
Nucleic Acid Center, Department of Physics and Chemistry, University of Southern Denmark, 5230, Odense M, Denmark. asm@ifk.sdu.dk
Kumar
T Santhosh
TS
Wengel
Jesper
J
D044503:5-Methylcytosine / Q000737:chemistry* / Q000378:metabolism; D002175:Candida / Q000201:enzymology; D005656:Fungal Proteins; D008049:Lipase / Q000378:metabolism; D015394:Molecular Structure; D009841:Oligonucleotides / Q000737:chemistry* / Q000378:metabolism; D009943:Organophosphorus Compounds / Q000737:chemistry* / Q000378:metabolism; D013237:Stereoisomerism; D013941:Thymine / Q000737:chemistry* / Q000378:metabolism
D005656:Fungal Proteins; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D044503:5-Methylcytosine; D008049:Lipase; C431349:lipase B, Candida antarctica; D013941:Thymine