Triazine compounds and their use in forming multidimensional libraries for affinity chromatography
View Patent ↗A compound of the formula (I) wherein each Z is the same or different and is formula (a) or —Y wherein each X is the same or different and is a multivalent aminyl group or diaminyl-terminated spacer; each Y is the same or different aminyl group; and M is a support matrix.
1. A compound comprising affinity ligands wherein the compound is immobilized on a support matrix, and wherein the compound, together with the support matrix, is represented by the formula
wherein each Z is the same or different and is
wherein each X is independently selected from —NH— and diaminoalkane, diethylenetriamine or tris(aminoethyl)amine spacers linked to the triazine rings by amine groups,
each Y is independently selected from optionally substituted aliphatic and aromatic primary amines, and the Y groups provide the affinity ligands; and
M is a support matrix.
2. The compound according to claim 1 , of the formula
3. The compound according to claim 2 , wherein either or each Z is Y.
4. The compound according to claim 1 , wherein each X independently represents a secondary amino group or a diaminoalkane.
5. The compound according to claim 1 , of the formula
6. A method for the synthesis of a compound comprising affinity ligands wherein the compound is immobilized on a support matrix, and wherein the compound, together with the support matrix, is represented by the formula
wherein each Z is the same or different and is
wherein each X is independently selected from —NH— and diaminoalkane, diethylenetriamine or tris(aminoethyl)amine spacers linked to the triazine rings by amine groups;
each Y is independently selected from optionally substituted aliphatic and aromatic primary amines, and the Y groups provide the affinity ligands; and
M is a support matrix:
wherein said method comprises the reaction of a compound of the formula
wherein each Z is the same or different and is
with an amine-containing support matrix.
7. A library of compounds of the formula:
wherein each Z is the same or different and is
wherein each X is independently selected from —NH— and diaminoalkane, diethylenetriamine or tris(aminoethyl)amine spacers linked to the triazine rings by amine groups;
each Y is independently selected from optionally substituted aliphatic and aromatic primary amines, and the Y groups provide the affinity ligands; and
M is a support matrix.
8. A method for the production of a library of compounds of the formula:
wherein each Z is the same or different and is
wherein each X is independently selected from —NH— and diaminoalkane, diethylenetriamine or tris(aminoethyl)amine spacers linked to the triazine rings by amine groups; each Y is independently selected from optionally substituted aliphatic and aromatic primary amines, and the Y groups provide the affinity ligands; and
M is a support matrix;
wherein said method comprises the synthesis of intermediate structures, either singly or in multiples, dividing the structures into smaller portions, and carrying out appropriate subsequent reaction steps.
9. A method for the separation, isolation, and/or purification of peptides and proteins from a preparation of biological or pharmaceutical compound wherein said method comprises the use of a compound of the formula
wherein each Z is the same or different and is
wherein each X is independently selected from —NH— and diaminoalkane, diethylenetriamine or tris(aminoethyl)amine spacers linked to the triazine rings by amine groups;
each Y is independently selected from optionally substituted aliphatic and aromatic primary amines, and the Y groups provide the affinity ligands; and
M is a support matrix.
10. The method, according to claim 9 , which comprises subjecting a sample containing a proteinaceous material to affinity chromatography using said compound.
11. The process according to claim 10 , wherein the proteinaceous material is an immunoglobulin or a subclass, fragment, precursor or derivative thereof, including fusion proteins, whether derived from natural or recombinant sources.
12. The method according to claim 9 , for the removal of contaminants, including toxic or pathogenic entities, from a preparation of biological or pharmaceutical compound.
13. The library, according to claim 7 , wherein the compounds are on a common support.
14. The compound according to claim 1 , which contains 2 or more triazine rings and 3 independently available Y groups.
15. The compound according to claim 1 , which contains 3 or more triazine rings and 4 independently available Y groups.