Literature DB >> 325524

Synthesis of oligonucleotides with sequences identical with or analogous to the 3'-end of 16S ribosomal RNA of Escherichia coli: preparation of A-C-C-U-C-C via the modified phosphotriester method.

J H van Boom, P M Burgers, G van der Marel, C H Verdegaal, G Wille.   

Abstract

A combination of two different methods for the synthesis of oligoribonucleotides, i.e. the two-step phosphotriester method with 2-chlorophenyl phosphate as bifunctional phosphate source and the modified triester method with 2,2,2-trichloroethyl 2-chlorophenyl phosphorochloridate as monofunctional phosphate source, is applied for the synthesis of the fully-protected hexaribonucleotide A-C-C-U-C-C. The two-step method is used for the synthesis of the required dinucleotide monophosphates 9, 10 and 11. Application of the modified triester method for the coupling of the oligonucleotide blocks results in the formation of the fully-protected hexamer 15. Furthermore, attention is paid to 2,4,6-triisopropylbenzenesulphonyl 4-nitroimidazolide as a new condensing agent for the coupling of larger oligonucleotide blocks.

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Year:  1977        PMID: 325524      PMCID: PMC342504          DOI: 10.1093/nar/4.4.1047

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN: 0305-1048            Impact factor:   16.971


  12 in total

1.  The synthesis of oligoribonucleotides. Part XI. Preparation of ribonucleoside 2'-acetal 3'-esters by selective deacylation.

Authors:  C B Reese; J C Stewart; J H van Boom; H P de Leeuw; J Nagel; J F de Rooy
Journal:  J Chem Soc Perkin 1       Date:  1975

2.  Improved triester approach for the synthesis of pentadecathymidylic acid.

Authors:  K Itakura; N Katagiri; C P Bahl; R H Wightman; S A Narang
Journal:  J Am Chem Soc       Date:  1975-12-10       Impact factor: 15.419

3.  Sequence analysis of synthetic oligonucleotides by high-performance liquid anion-exchange chromatography.

Authors:  J H van Boom; J F de Rooy
Journal:  J Chromatogr       Date:  1977-01-21

4.  Synthesis of 3'-phosphates of diribonucleoside monophosphates via phosphotriester intermediates.

Authors:  J H van Boom; P M Burgers; C A Haasnoot
Journal:  Nucleic Acids Res       Date:  1976-10       Impact factor: 16.971

5.  Mechanism of kasugamycin resistance in Escherichia coli.

Authors:  T L Helser; J E Davies; J E Dahlberg
Journal:  Nat New Biol       Date:  1972-01-05

6.  Specific inactivation of ribosomes by colicin E3 in vitro and mechanism of immunity in colicinogenic cells.

Authors:  C M Bowman; J Sidikaro; M Nomura
Journal:  Nat New Biol       Date:  1971-12-01

7.  Deoxy oligonucleotide synthesis via the triester method.

Authors:  J C Catlin; F Cramer
Journal:  J Org Chem       Date:  1973-01-26       Impact factor: 4.354

8.  The synthesis of oligoribonucleotides-8. The preparation of ribonucleoside 2',5'-bisketals.

Authors:  D P Green; T Ravindranathan; C B Reese; R Saffhill
Journal:  Tetrahedron       Date:  1970-02       Impact factor: 2.457

9.  Specific in situ cleavage of 16S ribosomal RNA of Escherichia coli interferes with the function of initiation factor IF-1.

Authors:  R A Baan; J J Duijfjes; E van Leerdam; P H van Knippenberg; L Bosch
Journal:  Proc Natl Acad Sci U S A       Date:  1976-03       Impact factor: 11.205

10.  The 3'-terminal sequence of Escherichia coli 16S ribosomal RNA: complementarity to nonsense triplets and ribosome binding sites.

Authors:  J Shine; L Dalgarno
Journal:  Proc Natl Acad Sci U S A       Date:  1974-04       Impact factor: 11.205

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  6 in total

1.  Neighbouring group participation in the unblocking of phosphotriesters of nucleic acids.

Authors:  J F de Rooij; G Wille-Hazeleger; P M Burgers; J H van Boom
Journal:  Nucleic Acids Res       Date:  1979       Impact factor: 16.971

2.  The chemical synthesis of oligoribonucleotides VII. A comparison of condensing agents in the coupling of silylated ribonucleosides.

Authors:  K K Ogilvie; R T Pon
Journal:  Nucleic Acids Res       Date:  1980-05-10       Impact factor: 16.971

3.  Protected deoxyribonucleoside-3' aryl phosphodiesters as key intermediates in polynucleotide synthesis. Construction of an icosanucleotide analogous to the sequence at the ends of Rous sarcoma virus 35S RNA.

Authors:  G R Gough; C K Singleton; H L Weith; P T Gilham
Journal:  Nucleic Acids Res       Date:  1979-04       Impact factor: 16.971

4.  Simplications in the synthesis of short oligonucleotide blocks.

Authors:  C Broka; T Hozumi; R Arentzen; K Itakura
Journal:  Nucleic Acids Res       Date:  1980-11-25       Impact factor: 16.971

5.  Solid-phase synthesis of polynucleotides. II. Synthesis of polythymidylic acids by the block coupling phosphotriester method.

Authors:  K Miyoshi; T Miyake; T Hozumi; K Itakura
Journal:  Nucleic Acids Res       Date:  1980-11-25       Impact factor: 16.971

6.  Synthesis of short RNA fragments by the benzotriazolyl phosphotriester approach.

Authors:  C T Wreesmann; A Fidder; G A van der Marel; J H van Boom
Journal:  Nucleic Acids Res       Date:  1983-12-10       Impact factor: 16.971

  6 in total

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