Oligo-and poly-nucleotides: 50 years of chemical synthesis

CB Reese - Organic & biomolecular chemistry, 2005 - pubs.rsc.org
It is fifty years since the first chemical synthesis of a dinucleoside phosphate and a
dinucleotide with natural 3′→ 5′-internucleotide linkages was reported. The main …

Advances in the synthesis of oligonucleotides by the phosphoramidite approach

SL Beaucage, RP Iyer - Tetrahedron, 1992 - Elsevier
Historically, the discovery of the helical structure of DNA by Watson and Crick1 provided the
impetus to attempt the challenging synthesis of oligonucleotides of defined sequences …

Antisense oligonucleotides: a new therapeutic principle

E Uhlmann, A Peyman - Chemical Reviews, 1990 - ACS Publications
Anuschirwan Peyman was born on October 19, 1958, in Freiburg i. Br., FRG He attended
Albert-Ludwigs Universitat Freiburg from 1977 to 1983, where he received his Diplom in …

The chemical synthesis of oligo-and poly-nucleotides: a personal commentary

CB Reese - Tetrahedron, 2002 - Elsevier
In October 1953, I began my research career as a Ph. D. student in the laboratory of
Alexander Todd (who became Sir Alexander Todd in 1954 and then Lord Todd of …

Studies on the t-butyldimethylsilyl group as 2'-O-protection in oligoribonucleotide synthesis via the H-phosphonate approach

J Stawinski, R Strömberg, M Thelin… - Nucleic acids …, 1988 - academic.oup.com
Abstract Two model compounds, 1 and 2, have been studied to test the stability of the t-
butyldimethylsilyl (t-BDMSi) group towards conditions used during chemical synthesis of …

Solid-phase synthesis of oligoribonucleotides using 9-fluorenylmethorycarbunyl (Fmoc) for 5′-hydroryl protection

C Lehman, YZ Xu, C Christodoulou, Z Tan… - Nucleic acids …, 1989 - academic.oup.com
Efficient solid-phase synthesis of a series of oligoribonucleotides of up to 20 residues is
described that utilises the 9-fluorenylmethoxycarbonyl group (Fmoc) for 5′-protection and 4 …

Protecting groups in oligonucleotide synthesis

S Agrawal, E Sonveaux - Protocols for Oligonucleotide Conjugates …, 1994 - Springer
A biopolymer is synthesized by assembling monomeric or oligomeric blocks. Each block
features at least a nucleophilic and an electrophilic function, ie, the α-amino and the …

Use of the 1-(2-fluorophenyl)-4-methoxypiperidin-4-yl (Fpmp) and related protecting groups in oligoribonucleotide synthesis: stability of internucleotide linkages to …

DC Capaldi, CB Reese - Nucleic acids research, 1994 - academic.oup.com
The internucleotide linkage of uridylyl-(3′→ 5′)-uridine (r [UpU]) does not undergo
detectable hydrolytic cleavage or migration in ca. 24 hr in 0.01 mol dm-3 hydrochloric acid …

Use of the 1-(2-fluorophenyl)-4-methoxypiperidin-4-yl (Fpmp) protecting group in the solid-phase synthesis of oligo-and poly-ribonucleotides

MV Rao, CB Reese, V Schehimann… - Journal of the Chemical …, 1993 - pubs.rsc.org
An approach to the solid-phase synthesis of oligo-and poly-ribonucleotides is described.
The synthetic strategy involves the use of building blocks in which two acid-labile groups, 1 …

Evaluation of 2′-hydroxyl protection in RNA-synthesis using the H-phosphonate approach

E Rozners, E Westman, R Strömberg - Nucleic Acids Research, 1994 - academic.oup.com
A number of different protecting groups were compared with respect to their usefulness for
protection of 2′-hydroxyl functions during synthesis of oligoribonucleotides using the H …