Patent ID: 8778624

Claim:
A chemiluminescent acridinium compound having the following structure, wherein said acridinium compound exhibits reduced non-specific binding to a solid phase as compared to an otherwise identical acridinium compound not comprising said zwitterionic functional group: wherein: R 1 is a C 1-35 alkyl, alkenyl, alkynyl or aralkyl group, each of which may contain up to 20 heteroatoms, or a sulfopropyl or sulfobutyl group, or R 1 is a group —R a —Z; R 2 and R 3 are independently selected from (i) hydrogen, (ii) an electron donating group, or (iii) a group —Z; Z is a zwitterionic group of the form: wherein: X is independently selected at each occurrence from a bond, —CH 2 —, oxygen, sulfur, —NR N —, amide (—NR N (CO)—), carbamate (—NR N C(O)O—), or urea (—NR N C(O)NR N —); R′ and R″ are independently selected at each occurrence from C 1-35 alkyl, alkenyl, alkynyl, aryl, or aralkyl, each optionally containing up to 20 heteroatoms; Z 1 is a group —R a —Z 2 where Z 2 is selected from carboxylate (—COO − ), sulfonate (—SO 3 − ), sulfate (—OSO 3 − ), phosphate (—OP(O)(OR)(O − )), or oxide (—O − ); or, in the case where Z 2 is an oxide (—O − ), R a may be absent; and n is, independently selected at each occurrence, an integer between one and 12; R 4 and R 8 are the same or different and are selected from hydrogen, C 1-35 alkyl, alkenyl, alkynyl, alkoxyl (—OR), alkylthiol (—SR), or substituted amino groups (—NR 2 ); R a is a divalent radical selected from C 1-35 alkyl, alkenyl, alkynyl, aryl, or aralkyl group, each optionally containing up to 20 heteroatoms; R N is independently selected at each occurrence from hydrogen, C 1-35 alkyl, alkenyl, alkynyl, aryl, or aralkyl groups each containing up to 20 heteroatoms; R is independently selected at each occurrence from C 1-35 alkyl, alkenyl, alkynyl, aryl, or aralkyl groups each containing up to 20 heteroatoms; R* is selected from hydrogen, C 1-35 alkyl, alkenyl, alkynyl, aryl, or aralkyl, each optionally containing up to 20 heteroatoms, or R* is a group —R a -L, wherein L is a leaving group for forming a conjugate with an analyte, analyte analog, or binding partner for an analyte; and n′, m′, and q′ are each independently an integer from 1-4.