Literature DB >> 2426660

Use of a 1-hydroxybenzotriazole activated phosphorylating reagent towards the synthesis of short RNA fragments in solution.

E de Vroom, A Fidder, J E Marugg, G A van der Marel, J H van Boom.   

Abstract

Evidence will be presented to show that the reagents 3a-c (X = O) obtained by the reaction of 2-chlorophenylphosphorodichloridate with 1-hydroxybenzotriazole or 1-hydroxy-6-trifluoromethyl (6-nitro) benzotriazoles, respectively, do not give, under normal coupling conditions, phosphorylation of the lactam functions in uracil or guanine. Reagent 3b (X = O) proved to be very convenient for the in situ formation of 3'-5'-phosphotriester linkage. The latter will be illustrated by the synthesis of several RNA fragments.

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Year:  1986        PMID： 2426660      PMCID： PMC311598          DOI： 10.1093/nar/14.14.5885

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


  6 in total

1.  [A new method for synthesis of peptides: activation of the carboxyl group with dicyclohexylcarbodiimide using 1-hydroxybenzotriazoles as additives].

Authors:  W König; R Geiger
Journal:  Chem Ber       Date:  1970

2.  Polymer supported DNA synthesis using hydroxybenzotriazole activated phosphotriester intermediates.

Authors:  J E Marugg; N Piel; L W McLaughlin; M Tromp; G H Veeneman; G A van der Marel; J H van Boom
Journal:  Nucleic Acids Res       Date:  1984-11-26       Impact factor: 16.971

3.  Improved rapid phosphotriester synthesis of oligodeoxyribonucleotides using oxygen-nucleophilic catalysts.

Authors:  V A Efimov; O G Chakhmakhcheva
Journal:  Nucleic Acids Res       Date:  1985-05-24       Impact factor: 16.971

4.  Arylsulfonyltetrazoles, new coupling reagents and further improvements in the triester method for the synthesis of deoxyribooligonucleotides.

Authors:  J Stawinski; T Hozumi; S A Narang; C P Bahl; R Wu
Journal:  Nucleic Acids Res       Date:  1977-02       Impact factor: 16.971

5.  Some observations relating to the oximate ion promoted unblocking of oligonucleotide aryl esters.

Authors:  C B Reese; L Zard
Journal:  Nucleic Acids Res       Date:  1981-09-25       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
  8 in total

1.  Bulge-out structures in the single-stranded trimer AUA and in the duplex (CUGGUGCGG).(CCGCCCAG). A model-building and NMR study.

Authors:  Y T van den Hoogen; A A van Beuzekom; E de Vroom; G A van der Marel; J H van Boom; C Altona
Journal:  Nucleic Acids Res       Date:  1988-06-10       Impact factor: 16.971

2.  Circulation of oligonucleotides by disulfide bridge formation.

Authors:  H Gao; M Yang; R Patel; A F Cook
Journal:  Nucleic Acids Res       Date:  1995-06-11       Impact factor: 16.971

3.  Enzymatic and NMR analysis of oligoribonucleotides synthesized with 2'-tert-butyldimethylsilyl protected cyanoethylphosphoramidite monomers.

Authors:  Y Y Wang; M H Lyttle; P N Borer
Journal:  Nucleic Acids Res       Date:  1990-06-11       Impact factor: 16.971

4.  One pot solution synthesis of cyclic oligodeoxyribonucleotides.

Authors:  M L Capobianco; A Carcuro; L Tondelli; A Garbesi; G M Bonora
Journal:  Nucleic Acids Res       Date:  1990-05-11       Impact factor: 16.971

5.  Preparation of the individual diastereomers of adenylyl-(2'-5')-P-thioadenylyl-(2'-5')-adenosine and their 5'-phosphorylated derivatives.

Authors:  E de Vroom; A Fidder; C P Saris; G A van der Marel; J H van Boom
Journal:  Nucleic Acids Res       Date:  1987-12-10       Impact factor: 16.971

6.  Synthesis of cyclic oligonucleotides by a modified phosphotriester approach.

Authors:  E de Vroom; H J Broxterman; L A Sliedregt; G A van der Marel; J H van Boom
Journal:  Nucleic Acids Res       Date:  1988-05-25       Impact factor: 16.971

Review 7.  Synthesis of oligonucleotides on a soluble support.

Authors:  Harri Lönnberg
Journal:  Beilstein J Org Chem       Date:  2017-07-12       Impact factor: 2.883

8.  Preparation of a disulfide-linked precipitative soluble support for solution-phase synthesis of trimeric oligodeoxyribonucleotide 3´-(2-chlorophenylphosphate) building blocks.

Authors:  Amit M Jabgunde; Alejandro Gimenez Molina; Pasi Virta; Harri Lönnberg
Journal:  Beilstein J Org Chem       Date:  2015-09-07       Impact factor: 2.883
  8 in total

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