notes
An oligonucleotide is a linear polymer consisting of nucleoside units connected via phosphodiester linkages, where each internucleotide bridge is a phosphodiester monoanion formed between the 3'-hydroxyl of one sugar moiety and the 5'-hydroxyl of the adjacent nucleoside through a central phosphorus(V) atom bearing a non-bridging oxygen with a formal negative charge at physiological pH. The backbone comprises alternating β-D-2'-deoxyribofuranose (or ribofuranose for RNA) residues and phosphate groups in the canonical 3'→5' regioisomeric orientation, with each pentose C1' position bearing a nucleobase (adenine, guanine, cytosine, thymine, or uracil) via an N-glycosidic bond that adopts an anti-conformation in B-form duplexes.
Oligonucleotide synthesis chemistry Oligonucleotide synthesis chemistry Background Historical Overview of Oligonucleotide Synthesis Preparation of a dithymidinyl nucleotide (Michelson and Todd, 1955) Phosphate Triester chemistry On/off protection scheme (Khorana) Exocyclic amine protecting groups (Khorana) Solid-Phase Peptide Synthesis (Merrifield approach) Solid phase peptide synthesis (Letsinger) The Phosphodiester Approach The Phosphotriester Approach (Letsinger) SES group The Solid-Phase Triester Approach (Itakura-Riggs) The H-Phosphonate Approach The Phosphite Triester…
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