Novel Silane Compounds and Use of Same for Functionalizing Solid Supports and Immobilizing Biological Molecules on These Supports

A silane compound corresponding to one of the following formulae:

• A-E-X (I)
• wherein A, E and X in the formula (I) correspond to the following definitions:
• X represents a silyl group capable of creating a covalent bond after reaction with hydroxyl or hydride functional groups of the support;
• E represents an organic spacer group;
• and
• A represents a group chosen from the groups of formulae below:
• wherein:
• Z1 to Z5 independently represent a hydrogen atom or a halogen atom;
• Z8 to Z12 independently represent a group for protecting the carboxylic acid functional group, a hydrogen atom or a monovalent cation;
• and
• Z13 represents an imidazole, N-hydroxysuccinimide, nitrophenyl, pentafluorophenyl or acid anhydride group,
• with the exclusion of phenyloxyundecyltrimethoxysilane and compounds of the following formulae:

A process of functionalizing a solid support comprising hydroxyl or hydride functional groups at a surface of the support, said process comprising a step of bringing into contact with said support a solution comprising at least one silane compound corresponding to one of the following formulae:

• A-E-X (I)
• wherein A, E and X in the formula (I) correspond to the following definitions:
• X represents a silyl group capable of creating a covalent bond after reaction with hydroxyl or hydride functional groups of the support;
• E represents an organic spacer group;
• and
• A represents a group selected from the groups of formulae below:
• wherein:
• Z1 to Z5 independently represent a hydrogen atom or a halogen atom;
• Z8 to Z12 independently represent a group for protecting the carboxylic acid functional group, a hydrogen atom or a monovalent cation;
• and
• Z13 represents an imidazole, N-hydroxysuccinimide, nitrophenyl, pentafluorophenyl or acid anhydride group,
• with the exclusion of phenyloxyundecyltrimethoxysilane.

A process of immobilizing biological molecules on a solid support successively comprising:

• a) a step of functionalizing the solid support comprising hydroxyl or hydride functional groups at a surface of the support, consisting of bringing into contact with said support a solution comprising at least one silane compound corresponding to the following formula:
• A-E-X (I)
• wherein:
• X represents a silyl group capable of creating a covalent bond after reaction with hydroxyl or hydride functional groups of the support;
• E represents an organic spacer group;
• and
• A represents a group selected from the groups of formulae below:
• wherein:
• Z1 to Z5 independently represent a hydrogen atom or a halogen atom;
• Z6 and Z7 represent a group for protecting the phosphonic acid functional group, a hydrogen atom or a monovalent cation;
• Z8 to Z12 independently represent a group for protecting the carboxylic acid functional group, a hydrogen atom or a monovalent cation;
• and
• Z13 represents an imidazole, N-hydroxysuccinimide, nitrophenyl, pentafluorophenyl or acid anhydride group,
• with the exclusion of phenyloxyundecyltrimethoxysilane;
• and
• b) a step of bringing the support obtained in step a) into contact with a solution comprising a biological molecule(s) to be immobilized.