Zwitterionic reagents

摘要

Zwitterion-containing compounds for the modification of hydrophobic molecules to improve their solubility and/or to lower their non-specific binding as provided. The zwitterion-containing compounds may be suitable for modification of detectable labels such as biotin and fluorescein to improve their solubility. The zwitterion-containing compounds may also be useful for the preparation of conjugates of proteins, peptides and other macromolecules or for crosslinking molecules and/or macromolecules.

主权项

1. A zwitterion-containing compound for forming a conjugate with a peptide, protein, or macromolecule, said compound having the structure of formula (I): wherein, L1 is a divalent C1-20 hydrocarbon radical selected from the group consisting of alkyl, alkenyl, alkynyl, aryl, and aralkyl groups, each optionally substituted with up to 20 heteroatoms independently selected from the group consisting of halogen, nitrogen, oxygen, sulfur, and phosphorus; L2 is a bond or a divalent C1-4 hydrocarbon radical selected from the group consisting of alkyl, alkenyl, and alkynyl groups, each optionally substituted with up to 10 heteroatoms independently selected from the group consisting of halogen, nitrogen, oxygen, sulfur, and phosphorus: Z is an anion-containing group selected from the group consisting of sulfonate (—SO3−), sulfate (—OSO3−), and phosphate (—OP(O)(OR)(O−)), where R is a C1-12 hydrocarbon radical selected from the group consisting of alkyl, alkenyl, alkynyl, aryl, and aralkyl groups, each optionally substituted with up to 20 heteroatoms independently selected from the groups consisting of halogen, nitrogen, oxygen, sulfur, and phosphorus; Y1 is a reactive-functional group for forming covalent linkages with a peptide, a protein, or a macromolecule, said functional group comprising a electrophilic group, nucleophilic group, or a photoreactive group; wherein Y1 is selected from the group consisting of: where R is an alkyl, alkenyl, alkynyl, aryl, or aralkyl group, optionally substituted with up to 20 heteroatoms each independently selected from the group consisting of halogen, nitrogen, oxygen, sulfur, and phosphorus, and R1 and R2 are independently selected at each occurrence from a C1-20 hydrocarbon radical selected from the group consisting of alkyl, alkenyl, alkynl, aryl and aralkyl groups, each optionally substituted with up to 20 heteroatoms independently selected from the group consisting of halogen, nitrogen, oxygen, sulfur, and phosphorus.