Biomerieux, Inc.

Nicolas Spinelli

Bernard F Mandrand

Alain Laurent

Carole Chaix

Francis Garnier

Corinne Moustrou

Daniela Zsoldos

Carole Chaix-Bauvais

Aude-Emmanuelle Navarro

Hugues Brisset

The invention relates to novel pyrrole derivatives of the formula (I) which make it possible to immobilize and address oligonucleotides by electropolymerization. Said invention also relates to thus produced electroactive polymers and to methods for using them for detecting, identifying and dosing analytes in a sample. (I) wherein Ris one type of oligonucleotide, Y is S or O, X is a spacer arm selected from &#x2014;(CH)&#x2014;O&#x2014;, &#x2014;(CH)&#x3c;SB&#x3e;P&#x3c;/SB&#x3e;O&#x2014;[(CH)&#x2014;O]&#x2014;, &#x2014;(CH2); &#x2014;CO&#x2014;NR'&#x2014;(CH)&#x2014;O&#x2014;, &#x2014;CH&#x2014;NCH&#x2014;(CH)&#x2014;O&#x2014;, &#x2014;CH)CO&#x2014;NR&#x2032;&#x2014;[CH)&#x2014;O]&#x2014;, &#x2014;(CH)NCH[(CH)&#x2014;O]&#x3c;SB&#x3e;S&#x3c;/SB&#x3e;&#x2014;, R&#x2032; is H or CH, n is an integer number ranging from 1 to 5, p is an integer number ranging from 1 to 2, q is an integer number ranging from 1 to 4, r is an integer number ranging from 1 to 3, r&#x2032; is an integer number ranging from 1 to 3, s is an integer number ranging from 1 to 3, n, p, q, r, r&#x2032; and s are identical or different, a pyrrole cycle is substituted in a position 2, 3, 4 or 5.

Pyrroles substituted by oligonucleotides

The invention relates to bi-functionalised metallocenes of general formula (I) where Me=a transition metal, preferably chosen from Fe, Ru and Os, Y and Z, when identical are selected from &#x2014;(CH)&#x2014;O&#x2014;, (CH)&#x2014;O&#x2014;[(CH)&#x2014;O]&#x2014; and &#x2014;(CH)&#x2014;CONH&#x2014;(CH)&#x2014;O&#x2014;, or Y=&#x2014;(CH)&#x2014;NH&#x2014; and Z=&#x2014;(CH)&#x2014;COO&#x2014;,=a whole number from 3 to 6 inclusive, p=a whole number from 1 to 4 inclusive, q=a whole number from 0 to 2 inclusive, r=a whole number from 0 to 2 inclusive, s=a whole number from 2 to 5 inclusive, t=a whole number from 3 to 6 inclusive, R and R'=H atoms or are protective groups used in oligonucleotide and peptide synthesis, where at least one of R or R&#x2032; is protective group used in oligonucleotide and peptide synthesis and R and R&#x2032; are as defined below: (i) when Z and Y are selected from (CH)&#x2014;O&#x2014;, &#x2014;(CH)&#x2014;O&#x2014;[(CH)&#x2014;O]&#x2014; and &#x2014;(CH)&#x2014;CONH&#x2014;(CH)&#x2014;O&#x2014;, then R and R&#x2032; are protective groups used in oligonucleotide synthesis and R is a group which can leave a free OH group after deprotection, preferably a photolabile group such as monomethroxythoxytrityl, dimethoxytrityl, t-butyldimethylsilyl, acetyl or trifluroacetyl, and R&#x2032; is a phosphorylated group which can react with a free OH, preferably a phosphodiester, phosphoramidite or H-phosphonate and (ii) when Y=&#x2014;(CH)&#x2014;NH&#x2014; and Z=&#x2014;(CH)&#x2014;COO&#x2014;, then R is a protective group used in the synthesis of peptides and is an amino-protecting group, preferably 9-fluorenyloxycarbonyl, t-butoxycarbonyl or benzyloxycarbonyl and R&#x2032;=H. The above is applied in marking.

Bi-functional metallocenes, preparation process and use in the labeling or biological molecules

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Lyons, France

Nicolas Spinelli