Polymers functionalized with fluorescent boronate motifs and methods for making them

  • US 6,927,246 B2
  • Filed: 02/14/2002
  • Issued: 08/09/2005
  • Est. Priority Date: 02/15/2001
  • Status: Active Grant
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First Claim
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1. A polymer composition comprising a fluorescent boronic acid of the general formula:

  • embedded imagewherein;

    F is a fluorophore;

    N is a nitrogen atom;

    B is a boron atom;

    R1 is selected from the functional group consisting of hydrogen, aliphatic and aromatic groups, wherein the functional group (R1O)2B is capable of binding glucose;

    R2, R3 and R4 are optional and independent hydrogen, aliphatic or aromatic groups, further functionalized aliphatic or aromatic groups or groups that are capable of forming a covalent linkage to the polymer matrix, wherein the polymerized matrix is a polystyrene or a polyvinylalcohol;

    L1 and L2 ate optional linking groups having from zero to four atoms selected from the group consisting of nitrogen, carbon, oxygen, sulfur and phosphorous; and

    wherein the polymer composition futher includes a reference fluorophore; and

    wherein the fluorescent boronic acid and the reference fluorophore are covalently coupled to the polymer matrix after polymerization; and

    further wherein;

    the polymer composition including the covalently coupled reference fluorophore and the covalently coupled fluorescent boronic acid is soluble in an aqueous environment; and

    the fluorescence of the polymer composition including the covalently coupled reference fluorophore and the covalently coupled fluorescent boronic acid increases in the presence of bound glucose.

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