Open AccessSolid-phase synthesis of oligoribonucleotides using 9-fluorenylmethorycarbunyl (Fmoc) for 5′-hydroryl protection
Author(s) -
Christian Lehmann,
Yao–Zhong Xu,
Chris Christodoulou,
Zukun Tan,
Michael J. Gait
Publication year - 1989
Publication title -
nucleic acids research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 9.008
H-Index - 537
eISSN - 1362-4954
pISSN - 0305-1048
DOI - 10.1093/nar/17.7.2379
Subject(s) - ribonucleotide , combinatorial chemistry , biology , solid phase synthesis , yield (engineering) , monomer , protecting group , acetonitrile , nucleic acid , nucleotide , chromatography , biochemistry , chemistry , peptide , organic chemistry , materials science , alkyl , gene , metallurgy , polymer
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-methoxytetrahydropyran-4-yl (Mthp) for 2'-protection of ribonucleotide monomers and a phosphoramidite coupling procedure. The Fmoc group is removed after each coupling step by treatment with 0.1M DBU in acetonitrile. Oligoribonucleotides are isolated in 2'-protected form in good yield and shown to be readily and efficiently deprotected by mild acidic treatment.