Commissariat a L'energie Atomique

Centre National De La Recherche Scientifique

Centre National Detudes Spatiales

Cis Bio International

Didier Molko

Robert Teoule

Jean-Paul Issartel

Sylvie Sauvaigo

Florence Marciacq

Jean-François Mouret

Jean-Claude Schulhof

Thierry Livache

Andre Roget

Didier Gasparutto

Anne-Marie Duplaa

Isabelle Cimaz

Jean Cadet

The invention relates to the use of morpholino-nucleosides of formula: in which Rrepresents a nucleic base and Rrepresents a group corresponding to one of the following formulae:&#x2014;(CH)&#x2014;NH&#x2014;(CH)&#x2014;SH&#x2014;(CH)&#x2014;COOH &#x2014;(CH)&#x2014;OH&#x2014;(CH)&#x2014;NH&#x2014;R&#x2014;(CH)&#x2014;SR&#x2014;(CH)&#x2014;CO&#x2014;R&#x2014;(CH)&#x2014;ORin which n is an interger ranging from 1 to 12 and Ris a group derived from a label, from a protein, from an enzyme, from a fatty acid or from a peptide, as chain terminators in a process of DNA or RNA sequencing by the Sanger method, or for the labelling of DNA or RNA fragments.

Process for manufacturing morpholino-nucleotides, and use thereof for the analysis of and labelling of nucleic acid sequences

The invention relates to the use of morpholino-nucleosides of formula: in which Rrepresents a nucleic base and Rrepresents a group corresponding to one of the following formulae:&#x2014;(CH)&#x2014;NH&#x2014;(CH)&#x2014;SH&#x2014;(CH)&#x2014;COOH &#x2014;(CH)&#x2014;OH&#x2014;(CH)&#x2014;NH&#x2014;R&#x2014;(CH)&#x2014;SR&#x2014;(CH)&#x2014;CO&#x2014;R&#x2014;(CH)&#x2014;OR

The invention relates to the use of morpholino-nucleosides of formula:in which Rrepresents a nucleic base and Rrepresents a group corresponding to one of the following formulae:

Derivatives of nucleosides, processes for the production of these

Process for the synthesis of ribonucleic acid (RNA) using a novel

The invention relates to derivatives of nucleosides and their use for the synthesis of oligonucleotides. These derivatives are in accordance with the formula: ##STR1## in which B represents a radical derived from guanine, cytosine or adenine, whose exocylic NH group is protected by the group ##STR2## with R.sup.1 representing a hydrogen atom or a alkyl radical and R.sup.2 a hydrogen atom, and alkyl radical, an alkoxy radical and optionally substituted aryloxy radical, R.sup.3 represents a hydrogen atom, the dimethoxytrityl radical or the radical ##STR3## R.sup.4 represents a hydrogen atom, the radical of formula: ##STR4## or a radical suitable for the synthesis of polynucelotides and R.sup.5 represents a hydrogen atom or the protected or unprotected hydroxyl OH radical.

Derivatives of nucleosides and their use for the synthesis of

N4-(3-phenylproprionyl)-2'-deoxycytidine derivatives are disclosed having the following formula: ##STR1## wherein R.sup.1 is --CO--CH.sub.2 --CH.sub.2 --C.sub.6 H.sub.5, R.sup.5 is hydrogen, a trityl group or the group --CO--CH.sub.2 --CH.sub.2 --C.sub.6 H.sub.5, R.sup.6 is selected from the group consisting of hydrogen, --CO--CH.sub.2 --CH.sub.2 --C.sub.6 H.sub.5, ##STR2## and R.sup.7 is hydrogen or OH. These derivatives are useful in oligonucleotide synthesis because the 3-phenyl-proprionyl blocking group can be removed rapidly by ammonia.

N4-(3-phenylproprionyl)-2'-deoxycytidine

The invention relates to derivatives of nucleosides and their use for the synthesis of oligonucleotides. These derivatives are in accordance with the formula: ##STR1## in which B represents a radical derived from guanine, cytosine or adenine, whose exocylic NH group is protected by the group ##STR2## with R.sup.1 representing a hydrogen atom or an alkyl radical and R.sup.2 a hydrogen atom, and alkyl radical, an alkoxy radical and optionally substituted aryloxy radical, R.sup.3 represents a hydrogen atom, the dimethoxytrityl radical or the radical ##STR3## R.sup.4 represents a hydrogen atom, the radical of formula: ##STR4## or a radical suitable for the synthesis of polynucleotides and R.sup.5 represents a hydrogen atom or the protected or unprotected hydroxyl OH radical.

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Tullins, France

Didier Molko