Literature DB >> 4011437

Synthesis of riboguanosine pentaphosphate ppprGpp (Magic Spot II) via a phosphotriester approach.

C Schattenkerk, C T Wreesmann, G A van der Marel, J H van Boom.   

Abstract

The bifunctional phosphorylating reagent O,O-bis[1-benzotriazolyl]phosphoromorpholidate was used to introduce a 5'-O-triphosphate and a 3'-O-diphosphate function in a partially protected riboguanosine. Pilot studies indicated that protection of the 2'-OH of ribonucleosides with the acid-labile tetrahydropyranyl group, instead of the more labile 4-methoxytetrahydropyran-4-yl group, was most satisfactory for the preparation of the Magic Spot II.

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Year:  1985        PMID： 4011437      PMCID： PMC341263          DOI： 10.1093/nar/13.10.3635

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


  11 in total

1.  Letter: Levulinic esters. An alcohol protecting group applicable to some nucleosides.

Authors:  A Hassner; G Strand; M Rubenstein; A Patchornik
Journal:  J Am Chem Soc       Date:  1975-03-19       Impact factor: 15.419

2.  Ribonucleoside 3'-di- and -triphosphates. Synthesis of guanosine tetraphosphate (ppGpp).

Authors:  J W Kozarich; A C Chinault; S M Hecht
Journal:  Biochemistry       Date:  1975-03-11       Impact factor: 3.162

3.  Chemical synthesis of ppGpp.

Authors:  A Simoncsits; J Tomasz
Journal:  Biochim Biophys Acta       Date:  1974-04-10

4.  Two compounds implicated in the function of the RC gene of Escherichia coli.

Authors:  M Cashel; J Gallant
Journal:  Nature       Date:  1969-03-01       Impact factor: 49.962

5.  The synthesis of oligoribonucleotides. IV. Preparation of dinucleoside phosphates from 2',5'-protected ribonucleoside derivatives.

Authors:  B E Griffin; M Jarman; C B Reese
Journal:  Tetrahedron       Date:  1968-01       Impact factor: 2.457

6.  Synthesis of deoxyguanosine polyphosphates and their interactions with the guanosine 5'-triphosphate requiring protein synthetic enzymes of Escherichia coli.

Authors:  E Hamel; E P Heimer; A L Nussbaum
Journal:  Biochemistry       Date:  1975-11-18       Impact factor: 3.162

7.  A general method for the synthesis of 5'-monophosphates of DNA fragments via phosphotriester intermediates.

Authors:  G A van der Marel; C A van Boeckel; G Wille; J H van Boom
Journal:  Nucleic Acids Res       Date:  1982-04-10       Impact factor: 16.971

8.  Guanosine tetraphyosphate and its analogues. Chemical synthesis of guanosine 3',5'-dipyrophosphate, deoxyguanosine 3',5'-dipyrophosphate, guanosine 2',5'-bis(methylenediphosphonate), and guanosine 3',5'-bis(methylenediphosphonate).

Authors:  G N Bennett; G R Gough; P T Gilham
Journal:  Biochemistry       Date:  1976-10-19       Impact factor: 3.162

9.  Chemical synthesis of a messenger ribonucleic acid fragment: AUGUUCUUCUUCUUCUUC.

Authors:  J A den Hartog; G Wille; R A Scheublin; J H van Boom
Journal:  Biochemistry       Date:  1982-03-02       Impact factor: 3.162

10.  Preparation of guanosine tetraphosphate (ppGpp) and guanosine pentaphosphate (pppGpp) from Escherichia coli ribosomes.

Authors:  M Cashel
Journal:  Anal Biochem       Date:  1974-01       Impact factor: 3.365
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  3 in total

1.  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

2.  A widespread toxin-antitoxin system exploiting growth control via alarmone signaling.

Authors:  Steffi Jimmy; Chayan Kumar Saha; Tatsuaki Kurata; Constantine Stavropoulos; Sofia Raquel Alves Oliveira; Alan Koh; Albinas Cepauskas; Hiraku Takada; Dominik Rejman; Tanel Tenson; Henrik Strahl; Abel Garcia-Pino; Vasili Hauryliuk; Gemma C Atkinson
Journal:  Proc Natl Acad Sci U S A       Date:  2020-04-28       Impact factor: 11.205

3.  Four Phosphates at One Blow: Access to Pentaphosphorylated Magic Spot Nucleotides and Their Analysis by Capillary Electrophoresis.

Authors:  Thomas M Haas; Danye Qiu; Markus Häner; Larissa Angebauer; Alexander Ripp; Jyoti Singh; Hans-Georg Koch; Claudia Jessen-Trefzer; Henning J Jessen
Journal:  J Org Chem       Date:  2020-06-22       Impact factor: 4.354
  3 in total

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