Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1994-11-23
1998-02-10
Kunz, Gary L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536 253, C07H 102, C07H 2104
Patent
active
057170851
ABSTRACT:
A process for preparing a trinucleotide phosphoramidite comprising reacting a 3',5'-dihydroxy dinucleoside with a nucleoside 5'-phosphoramidite; oxidizing this trinucleotide phosphite to produce the 3'-hydroxyl trinucleotide; and finally converting the 3'-hydroxy trinucleotide to the 3'-phosphoramidite derivative. Such trinucleotide phosphoramidites provide a convenient route for synthesizing oligonucleotides with randomized codons at specified positions.
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Lyttle et al., "Mutagenesis Using trinucleotide .beta.-Cyanoethyl Phosphoramidites", Biotechniques 19:274-281 (1995).
Virenkas et al., "Trinucleotide phosphoramidites: ideal reagents for the synthesis of mixed oligonucleotides for random mutagenesis" Nucleic Acids Research, 22:5600-5607 (1994).
Wakabayashi et al., "Rapid Synthesis of Oligodeoxynucleotides by Using N-Methylimidazole as a Condensation Catalyst. Syntheses of Dodecanucleotides Corresponding to Complementary Deoxyribonucleic Acid of the Tetrapeptide Fragments of Cholecystokinin-Pancreozymin and Vasoactive Intestinal Peptide", Chem. Pharm. Bull., 30:11, 3951-58 (1982).
Ohtsuka et al., "Deoxyribonucleic Acids and Related Compounds. VIII. Solid-Phase Synthesis of Deoxyribooligonucleotides with 3'-Modification by Elongation in the 3'-Direction", Chem. Pharm. Bull., 32:1, 85-93 (1984).
Kumar et al., "Improvements in Oligodeoxyribonucleotide Synthesis: Methyl N,N-Dialkylphosphoramidite Dimer Units for Solid Support Phosphite Methodology", J. Org. Chem., 49:25, 4905-4911 (1984).
Glaser et al., "Antibody Engineering by Codon-based Mutagenesis in a Filamentous Phase Vector System", J. Immun., 149:12, 3903-3913 (1992).
Sondek et al., "A General Strategy for Random Insertion and Substitution Mutagenesis: Substoichiometric Coupling of Trinucleotie Phasphoramidites", Proc. Natl. Acad. Sci. USA, 89:3581-85 (1992).
Virnekas et al., "Trinucleotide Phosphoramidites: Ideal Reagents for the Synthesis of Mixed Oligonucleotides for Random Mutagenesis", Nucleic Acids Research, 22:25, 5600-5607 (1994).
Kauvar Lawrence M.
Lyttle Matthew H.
Kunz Gary L.
Terrapin Technologies, Inc.
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