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.

Claims

29 · 2 independent · depth 6

29 granted claims

›1.independentA zwitterion-containing compound for forming a conjugate with a peptide, protein, or macromolecule, said compound having the structure of formula (I):+19

›2.↳ 1The zwitterion-containing compound according to claim 1, wherein Y1 is N-succinimidyloxycarbonyl and Z is sulfonate.d2

›3.↳ 1The zwitterion-containing compound according to claim 1, wherein Y1 is selected from a pentafluorophenyl (PFP) ester, maleimide, or N-succinimidyloxyc…d2

›4.↳ 1The zwitterion-containing compound according to claim 1, wherein L1 is a divalent C1-10 alkyl, optionally substituted with up to 20 heteroatoms indepe…d2+9

›5.↳ 4The zwitterion-containing compound according to claim 4, wherein L1 is a divalent radical of the form â€”(CH2)nâ€” where n=1 to 6.d3

›6.↳ 4The zwitterion-containing compound according to claim 4, wherein L2 is a divalent C1-4 alkyl, optionally substituted with up to 10 heteroatoms indepen…d3+7

›14.↳ 1The zwitterion-containing compound according to claim 1, having the structure:d2

›15.↳ 1A method of improving the aqueous solubility of a peptide, protein or macromolecule comprising covalently attaching the zwitterion-containing compound…d2

›16.↳ 1A method of reducing non-specific binding of an analyte, analyte analog, or binding partner for an analyte in a biologic binding assay comprising cova…d2

›17.↳ 1The zwitterion-containing compound according to claim 1 wherein L1 is a divalent C1-20 hydrocarbon radical selected from the group consisting of alkyl…d2+3

›21.independentA zwitterion-containing compound for forming a conjugate with a peptide, protein, or macromolecule, said compound having the structure of formula (I):+8

›22.↳ 21The zwitterion-containing compound according to claim 21, wherein R1 and R2 are methyl groups.d2

›23.↳ 21The zwitteriion-containing compound according to claim 21, wherein Y1 is selected from a pentafluorophenyl (PFP) ester, maleimide, or N-succinimidylox…d2

›24.↳ 21The zwitterion-containing compound according to claim 21, wherein L1 is a divalent C1-10 alkyl, optionally substituted with up to 20 heteroatoms indep…d2+5

Classifications

10 codes

IPC · International Patent Classification

Section A — Human necessities

A61K47/48

Section C — Chemistry; metallurgy

C07D207/14
C07D493/10
C07C309/14
C07D495/04
C07D403/12
C07C309/13
C07D207/46
C07D207/452
C07F9/09

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Pendency

5.0 y

1,840 days filing → grant

Office actions

non-final + final

Responses

2 RCE

Examiner

Shafiqul Haq

art unit 1678 · TC 1600

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Citations: 15 back · 0 forward

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Priority chain

2 priority documents

Priority

21 May 2010

earliest claimed

›Priority documents — 2

Type	Document	Date
provisional	US 61346926	21 May 2010
related publication	US 20130065325 A1	14 Mar 2013

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