Biologically active polymers

• US 5,453,461 A
• Filed: 10/04/1993
• Issued: 09/26/1995
• Est. Priority Date: 10/09/1992
• Status: Expired due to Fees

• Current Assignee: Bayer AG
• Original Assignee: Bayer AG
• Inventors: Lobberding, Antonious, Heiliger, Ludger, Kuckert, Eberhard, Springer, Wolfgang
• Primary Examiner(s): Nutter, Nathan M.
• Application Number:
  US08/131,368
• Time in Patent Office: 722 Days
• Field of Search: 525/54.1, 525/54.11, 525/63, 525/70, 525/123, 525/326.1, 525/327.4, 525/329.4, 525/329.5, 525/329.7, 525/330.3, 525/330.7, 525/333.3, 525/374
• US Class Current: 525/54.1
• CPC Class Codes: C08F 12/00 Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
• CPC Class Codes: C08F 20/00 Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
• CPC Class Codes: C08F 26/00 Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
• CPC Class Codes: C08F 8/00 Chemical modification by after-treatment graft polymers, block polymers, crosslinking with unsaturated monomers or with polymers C08F251/00 - C08F299/00; of conjugated diene rubbers C08C
• CPC Class Codes: G01N 33/54353 with ligand attached to the carrier via a chemical coupling agent coatings G01N33/54393

Abstract

The present invention relates to novel, biologically active polymers, methods for their preparation and their use for biochemical identification reactions and/or for further reaction with biologically active molecules such as, for example, proteins or nucleic acids.

Claims

1. A biologically active water-soluble polymer of the general formula (I)

View Dependent Claims (2, 3, 4)

2. A biologically active polymer according to claim 1, wherein the monomer units are obtained from:

i) compounds corresponding to formula (II) ##STR38## in which Z represents hydrogen, a C₁ -C₂₀ -alkyl, --CO--OR², --CO-- NR³ R⁴ or --OOCR⁵ group and

R¹, R², R³, R⁴ and R⁵ independently of each other, represent hydrogen or a C₁ -C₂₀ -alkyl,

and

ii) styrene, α

-methyl styrene or compounds corresponding to formula (III) ##STR39## in which R⁶ represents hydrogen or methyl,

R⁷ represents CH₂ or SO₂,

m is zero or 1 and

X represents halogen, SO₂ --CH₂ --CH₂ -halogen, OMe, SO--CH₃ or methyl, where Me represents an equivalent of a metal,

and wherein at least one of the monomers contains an attached dye.

3. A biologically active polymer according to claim 2, comprising the following units as the monomer units:

##STR40## and wherein A is biotin.

4. A biologically active polymer as claimed in claim 2, wherein the dye comprises a coumarin or fluorescein dye.

5. A biologically active water-soluble polymer of the general formula (I)

View Dependent Claims (6, 7, 8, 9, 10, 11, 12, 13)

6. A biologically active polymer as claimed in claim 5, wherein the polymer further comprises an additional monomer selected from the group consisting of (meth)acrylic acid chloride, N-hydroxy-succinimide (meth)acrylate, N-hydroxy-phthalimide (meth)acrylate, N-(meth)acryloyl benztriazole, 3- or 4- isothiocyanatophenyl (meth) acrylate, 2-isocyanatoethyl (meth)acrylate, isocyanato-isopropenylbenzene, isopropenyl-α

,α

-dimethyl-benzyl isocyanate, vinyloxirane, and combined (meth)acrylic acid and carbodiimides, to which additional monomer a chelating agent is covalently attached.

7. A biologically active polymer as claimed in claim 5, wherein the chelating agent has the formula C1) or (C2):

##STR43##

8. A biologically active polymer as claimed in claim 5, wherein at least one of the monomer units derived from the formula (II) and/or the formula (III) contains carboxylic acid or sulfonic acid groups and their conjugated bases as water-solubilizing groups.

9. A biologically active polymer as claimed in claim 5, wherein the polymer further comprises a coumarin-containing monomer of the formula (C3) or (C4):

##STR44## in which ##STR45## where R^a =H, CH₃ ##STR46## where R═

H, CH₃

10. A biologically active polymer as claimed in claim 5, wherein the polymer comprises the following monomer unit:

##STR47##

11. A biologically active polymer as claimed in claim 5, wherein the polymer comprises the following monomer unit:

##STR48##

12. A biologically active polymer as claimed in claim 5, wherein the polymer comprises the following monomer unit:

##STR49##

13. A biologically active polymer as claimed in claim 5, wherein the polymer comprises the following monomer unit:

##STR50##