Stereochemical control of the dna binding affinity, sequence...

Details Stereochemical control of the dna binding affinity, sequence... Stereochemical control of the dna binding affinity, sequence...

C - Chemistry, Metallurgy

08

G

C08G 69/00 (2006.01) A61K 31/415 (2006.01) A61K 31/785 (2006.01) A61K 38/00 (2006.01) A61K 38/03 (2006.01) A61K 38/04 (2006.01) A61K 49/00 (2006.01) A61P 43/00 (2006.01) C07D 207/34 (2006.01) C07D 233/90 (2006.01) C07D 403/12 (2006.01) C07D 403/14 (2006.01) C07K 4/00 (2006.01) C07K 7/00 (2006.01) C07K 7/02 (2006.01) C08G 69/08 (2006.01) C12Q 1/68 (2006.01) C12N 15/09 (2006.01)

Patent

CA 2281843

This invention provides improved polyamides comprising a hairpin loop derived from .gamma.-aminobutyric acid which bind to the minor groove of a promoter regions of a DNA sequence. Binding of the polyamide to the DNA sequence of the promoter region inhibits expression of the requisite gene. The improvement relates to the use of R-2,4-diaminobutyric acid and derivatives of the 2-amino group to form the hairpin loop. The improved asymmetric hairpin provides for tighter binding of the polyamides to the minor groove of DNA and additionally provides an amine function for derivatizing polyamides by, for example, forming amide linkages. Such derivatives may serve to attach detectable labels to the polyamide.

L'invention concerne des polyamides améliorés, renfermant une boucle en épingle à cheveux dérivée de l'acide .gamma.-aminobutyrique, lesdits polyamides étant fixés au sillon mineur de régions d'activation d'une séquence d'ADN. La fixation du polyamide à la séquence d'ADN de ladite région d'activation inhibe l'expression du gène requis. L'amélioration concerne l'utilisation d'acide R-2,4-diaminobutyrique et de dérivés du groupe 2-amino pour former ladite boucle en épingle à cheveux. Cette épingle à cheveux asymétrique améliorée permet une fixation plus solide des polyamides au sillon mineur de l'ADN, et fournit également une fonction amine, qui permet la dérivatisation desdits polyamides, grâce par exemple à la formation de liaisons amide. Ces dérivés peuvent servir à lier des marqueurs décelables au polyamide.

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