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

Christian Lehman | Zendy; Yao−Zhong Xu | Zendy; Chris Christodoulou | Zendy; Zukun Tan | Zendy; Michael J. Gait | Zendy

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

Author(s) -

Christian Lehman,

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.

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