Poly and copoly(N-vinylamide)s and their use in capillary electrophoresis

Patent metadata

Field	Value
Publication number	US-10551345-B2
Application number	US-201715595439-A
Country	US
Kind code	B2
Filing date	May 15, 2017
Priority date	May 15, 2003
Publication date	Feb 4, 2020
Grant date	Feb 4, 2020

Abstract

The invention relates generally to polymers and copolymers comprising N-vinylamide-type monomers, their preparation, and compositions, such as electrophoresis separation media, containing the same; to supports, such as capillaries, containing these polymers; and methods for separating a mixture of biomolecules, especially polynucleotides, using capillary electrophoresis. Separation media comprising such polymers yield advantageous performance in the analysis and separation of biomolecules by capillary electrophoresis.

First claim

What is claimed is:

1. A composition comprising a buffer and a polymer having the form poly(M 1 x M 2 Y ), or a salt thereof, comprising one or more monomers of type M1 and optionally one or more monomers of type M 2 , wherein:
(a) each monomer in the polymer is of type M 1 or M 2 ;
(b) x is an integer ranging from 1 to 5 and represents the number of monomer subtypes of type M 1 that are present in the polymer;
(c) y is an integer ranging from 0 to 5 and represents the number of monomer subtypes of type M 2 that are present in the polymer;
(d) each monomer subtype of type M 1 in the polymer is independently:
N-vinylformamide, N-vinylacetamide, N-vinylpropamide, N-vinylbutamide, N-vinylpentamide, N-vinylhexamide, N-vinylheptamide, N-vinyloctamide, N-vinylnonamide, N-vinyldecamide, N-methyl-N-vinylformamide, N-methyl-N-vinylacetamide, N-methyl-N-vinylpropamide, N-methyl-N-vinylbutamide, N-methyl-N-vinylpentamide, N-methyl-N-vinylhexamide, N-methyl-N-vinylheptamide, N-methyl-N-vinyloctamide, N-methyl-N-vinylnonamide, N-methyl-N-vinyldecamide, N-ethyl-N-vinylformamide, N-ethyl-N-vinylacetamide, N-ethyl-N-vinylpropamide, N-ethyl-N-vinylbutamide, N-ethyl-N-vinylpentamide, N-ethyl-N-vinylhexamide, N-ethyl-N-vinylheptamide, N-ethyl-N-vinyloctamide, N-ethyl-N-vinylnonamide, N-ethyl-N-vinyldecamide, N-n-propyl-N-vinylformamide, N-n-propyl-N-vinylacetamide, N-n-propyl-N-vinyl propamide, N-n-propyl-N-vinylbutamide, N-n-propyl-N-vinylpentamide, N-n-propyl-N-vinylhexamide, N-n-propyl-N-vinylheptamide, N-n-propyl-N-vinyloctamide, N-n-propyl-N-vinylnonamide, N-n-propyl-N-vinyldecamide, N-iso-propyl-N-vinylformamide, N-iso-propyl-N-vinylacetamide, N-iso-propyl-N-vinylpropamide, N-iso-propyl-N-vinylbutamide, N-iso-propyl-N-vinylpentamide, N-iso-propyl-N-vinylhexamide, N-iso-propyl-N-vinylheptamide, N-isa-propyl-N-vinyloctamide, N-iso-propyl-N-vinylnonamide or N-iso-propyl-N-vinyldecamide;
(e) when y is not zero, each monomer subtype of type M 2 in the polymer is independently:
N-hydroxy-acrylamide, N-methoxy-acrylamide, acryloyl urea, 1-vinyl-pyrrolidine-2,5-dione, 3-vinyl -oxazolidin-2-one, 1-vinyl-imidazolidin-2-one, 4-vinyl-morpholin-3,5-dione, 4-vinyl-morpholin-3-one, 4-vinyl-morpholine, 2-vinyl-1,3-dioxolane, 2-vinylene carbonate, methoxyethylene, vinyl acetate, vinyl alcohol, acrylamide, N-acetamido-acrylamide, N-acetyl-acrylamide, N-allyl-acrylamide, N-2-aminoethyl-acrylamide hydrochloride, N-2-aminoethyl-N-methyl -acrylamide hydrochloride, N-3-aminopropyl-acrylamide hydrochloride, N-3-aminopropyl-N-methyl-aerylamide hydrochloride, N-butoxymethyl-acrylamide, N-n-butyl-acrylamide, N-tert-butyl-acrylamide, N-2-cyanoethyl-acrylamide, N-cyanomethyl-acrylamide, N-cyanomethyl-N-methyl-acrylamide, N,N-diallyl-acrylamide, N,N-diethyl-acrylamide, N,N-diisopropyl-acrylamide, N,N-dimethyl-acrylamide, N-ethyl-N-methyl-acrylamide, N-ethyl-N-propyl-acrylamide, N-2-glycolic acid-acrylamide, N-2-glycolic acid methyl ester-acrylamide, N-2-hydroxyethyl-acrylamide, N-2-hydroxyethyl-N-methyl-acrylamide, N-hydroxymethyl-acrylamide, N-hydroxymethyl-N-methyl-acrylamide, N-iso-propyl-acrylamide, N-2-methoxyethyl-acrylamide, N-methoxymethyl-acrylamide, N-methyl-acrylamide, N-2,2,2-trichloro-1-hydroxyethyl-acrylamide, N-tri(hydroxymethyl)methyl-acrylamide, N-tri(hydroxymethyl)methyl-N-methyl-acrylamide, N-3-(trimethylammonium)propyl-acrylamide hydrochloride, N-3-(trimethylammonium)propyl-N-methyl-acrylamide hydrochloride, methacrylamide, N-acetamido-methacrylamide, N-acetyl-methacrylamide, N-allyl-methacrylamide, N-2-aminoethyl-methacrylamide hydrochloride, N-3-aminopropyl-methacrylamide hydrochloride, N-butoxymethyl-methacrylamide, N-n-butyl-methacrylamide, N-tert-butyl-methacrylamide, N-2-cyanoethyl-methacrylamide, N-cyanomethyl-methacrylamide, N-cyanomethyl-N-methyl-methacrylamide, N,N-diethyl-methacrylamide, N,N-dimethyl-methacrylamide, N-2-glycolic acid-methacrylamide, N-2-hydroxyethyl-methacrylamide, N-hydroxymethyl-methacrylamide, N-hydroxymethyl-N-methyl-methacrylamide, N-iso-propyl-methacrylamide, N-2-methoxethyl-methacrylamide, N-methoxymethyl-methacrylamide, N-methyl-methacrylamide, N-tri(hydroxymethyl)methyl-methacrylamide, N-3-(trimethylammonium)propyl-methacrylamide hydrochloride, or a mixture thereof; and
(f). further comprises an effective amount of a sieve and/or EOF suppressing polymer comprising a monomer unit that is acrylamide, N-acetyl-acrylamide, N-2-cyanoethyl-acrylamide, N,N-1,2-dihydroxyethylene-bis-acrylamide, N- 4,4-dimethoxybutyl-acrylamide, N-2,2-dimethoxyethyl-acrylamide, N,N-dimethyl-acrylamide, N-2-glycolic acid methyl ester acrylamide, N-2-hydroxyethyl-acrylamide, N-hydroxymethyl-acrylamide, N-methoxymethyl-acrylamide, N-3-methoxypropyl-acrylamide, N-methyl-acrylamide, N-methyl-, N-2,2-dimethoxyethyl-acrylamide, N-morpholinoethyl-acrylamide, N-2,2,2-trichloro-1-hydroxyethyl-acrylamide, N-tri(hydroxymethyl)-methyl-acrylamide, methacrylamide, N-acetyl-methacrylamide, N-2-cyanoethyl-methacrylamide, N,N-1,2-dihydroxyethylene-bis-methacrylamide, N-4,4-dimethoxybutyl-methacrylamide, N-2,2-dimethoxyethyl-methacrylamide, N,N-dimethyl-methacrylamide, N-2-glycolic acid methyl ester methacrylamide, N-2-hydroxyethyl-methacrylamide, N-hydroxymethyl-methacrylamide, N-methoxymethyl-methacrylamide, N-3-methoxypropyl-methacrylamide, N-methyl-methacrylamide, N-methyl-, N-2,2-dimethoxyethyl-methacrylamide, N-morpholinoethyl-methacrylamide, N-2,2,2-trichloro-l-hydroxyethyl-methacrylamide, N-tri(hydroxymethyl)-methyl-methacrylamide, or a mixture thereof.

2. The composition of claim 1 , wherein the sieve and/or EOF suppressing polymer monomer unit is acrylamide.

3. The composition of claim 1 , which further comprises an effective amount of a sieve and/or EOF suppressing polymer which comprises or is poly(hydroxymethylene), poly(oxyethylene), poly(oxypropylene), poly(oxyethylene-co-oxypropylene), poly(vinylalcohol), poly(vinylpyrrolidone), poly(-ethyl-2-oxazoline), poly(-methyl-2-oxazoline), poly ((2-ethyl-2-oxazoline)-co-(2-methyl-2-oxazoline)), poly(N-acetamidoacrylamide), poly(acryloxylurea), hydroxyethyl cellulose, hydroxymethyl cellulose, or a mixture thereof.

4. The composition of claim 1 , wherein the polymer has a weight-average molecular weight of from about 150,000 Daltons to about 20 MDaltons.

5. The composition of claim 4 , which further comprises an effective amount of a sieve and/or EOF suppressing polymer having a weight-average molecular weight of from about 1 MDalton to about 5 MDaltons.

6. The composition of claim 5 , wherein the sieve and/or EOF suppressing polymer is substantially linear polyacrylamide.

7. The composition of claim 1 , wherein the composition is an aqueous composition.

8. The composition of claim 7 , wherein the composition has a pH of from about 5 to about 11.

9. The composition of claim 8 , further comprising formamide, urea, pyrrolidone, N-methyl pyrrolidone, or a mixture thereof.

10. The composition of claim 9 , further comprising urea.

11. The composition of claim 9 , further comprising formamide.

12. The composition of claim 7 , wherein the composition has a pH of from bout 7 to about 10.

13. The composition of claim 7 , wherein y is 0 and each M1 is independently N-vinylformamide or N-methyl-N-vinylacetamide.

14. The composition of claim 1 , wherein the composition is a dry composition.

15. The composition of claim 14 , wherein the composition has a pH of from about 5 to about 11.

16. The composition of claim 15 , further comprising formamide, urea, pyrrolidone, N-methyl pyrrolidone, or a mixture thereof.

17. The composition of claim 16 , further comprising urea.

Assignees

• Applied Biosystems Llc

Inventors

• Lau Aldrich N K

Classifications

• G01N27/44747 Primary

  Composition of gel or of carrier mixture · CPC title

• G01N27/44752

  Controlling the zeta potential, e.g. by wall coatings · CPC title

• C08F20/54

  Amides {, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide} · CPC title

• C08F126/00

  Homopolymers 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 title

• C08F26/00 Primary

  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 title