IP Library Patent Application 13735805
Patent Application
App. No. 13/735,805

METHODS FOR PURIFYING MONOSACCHARIDE MIXTURES CONTAINING IONIC IMPURITIES

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Patent No.
US None
App. No.
13/735,805
Abstract

Disclosed herein are methods for separating ionic impurities from monosaccharide processing streams using simulated moving bed chromatography.

Claims (50)

1 . A method of separating an ionic impurity from a monosaccharide-containing process stream, comprising:

a. contacting an ion exclusion resin within a simulated moving bed chromatography unit with the monosaccharide-containing process stream; and

b. eluting the ion exclusion resin with water to produce an extract stream that comprises monosaccharides and a raffinate stream that comprises the ionic impurity,

thereby separating the ionic impurity from the monosaccharide-containing process stream.

2 . A method of separating an ionic impurity from a saccharide-containing process stream, comprising:

a. providing the saccharide containing process stream, wherein the process stream further comprises an inorganic dianion;

b. contacting an ion exclusion resin within a simulated moving bed chromatography unit with the saccharide-containing process stream; and

c. eluting the ion exclusion resin with an aqueous eluent to produce an extract stream that comprises saccharides and a raffinate stream comprises the ionic impurity,

thereby separating the ionic impurity from the saccharide-containing process stream.

3 . The method of claim 1 , wherein the method is continuous.

4 . The method of claim 1 , further comprising isolating the extract steam that comprises the monosaccharides or saccharides.

5 . The method of claim 1 , further comprising isolating the raffinate stream that comprises water soluble inorganic and organic salts of sodium and ammonium.

6 . The method of claim 5 , wherein the water soluble inorganic salts of sodium and ammonium comprise sodium sulfate and ammonium sulfate.

7 . The method of claim 5 , wherein the water soluble organic salts of sodium and ammonium comprise sodium aldonate and ammonium aldonates.

8 . The method of claim 1 , wherein the monosaccharide or saccharide containing process stream comprises an L-monosaccharide.

9 . The method of claim 8 , wherein the L-monosaccharide containing process stream comprises L-mannose and L-glucose.

10 . The method of claim 1 , wherein the ion exclusion resin is a cationic exclusion resin.

11 . The method of claim 1 , wherein the ion exclusion resin is an anionic exclusion resin.

12 . The method of claim 1 , wherein the ion exclusion resin comprises a cross-linked, sulfonated polymer.

13 . The method of claim 1 , wherein the ion exclusion resin comprises a cross-linked, sulfonated polymer is in its sodium salt form.

14 . The method of claim 1 , wherein the aqueous eluent is water.

15 . The method of claim 1 , wherein the method does not comprise adding a regenerant to the ion exclusion resin.

16 . The method of claim 1 , wherein the ionic impurity comprises both an organic and inorganic impurity.

17 . The method of claim 2 , wherein the dianion is a sulfate or phosphate ion.

18 . The method of claim 1 , wherein the extract stream has a conductivity of less than about 1000 μSeimens/cm.

19 . The method of claim 1 , wherein the extract stream has a conductivity of less than about 200 μSeimens/cm.

20 . A continuous method of separating cationic and anionic impurities from a L-monosaccharide containing process stream, comprising:

a. contacting a sulfonated ion exclusion resin in its sodium salt form and within a simulated moving bed chromatography unit with the L-monosaccharide containing process stream; and

b. eluting the ion exclusion resin with water to produce an extract stream that comprises the L-monosaccharide and a raffinate stream that comprises the cationic and anionic impurities,

thereby separating the cationic and anionic impurities from the L-monosaccharide containing process stream.

21 . L-glucose having a purity of at least 98%, wherein the L-glucose is at least substantially free of the following ionic impurities:

a. (3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanoate

b. (3S,4S,5S)-2,3,4,5,6-pentahydroxyhexan-1-aminium

c. CH 3 NH 3 + (methanaminium)

d. Na + (sodium),

e. NH 4 + (ammonium); and

f. SO 4 2− (sulfate).

22 . The L-glucose of claim 21 , wherein the L-glucose has a purity of at least 99.5%.

23 . The L-glucose of claim 21 , wherein the L-glucose has a conductivity of less than about 200 μSiemens/cm.

24 . L-glucose having a purity of at least 98%, wherein the L-glucose is at least substantially free of the following ionic impurities:

a. The monosodium salt of (3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanoate

b. (3S,4S,5S)-2,3,4,5,6-pentahydroxyhexan-1-aminium

c. CH 3 NH 3 + (methanaminium)

d. Na 2 SO 4

e. (NH 4 ) 2 SO 4 ; and

f. H 2 Mo 7 O 24 −4 .

25 . The L-glucose of claim 24 , wherein the L-glucose has a purity of at least 99.5%.

26 . The L-glucose of claim 24 , wherein the L-glucose has a conductivity of less than about 200 μSiemens/cm.

27 . A pharmaceutical composition comprising the L-glucose of claim 21 and a pharmaceutically acceptable carrier or diluent.

28 . A method for colonic cleansing comprising administering to a subject an effective amount of the L-glucose of claim 21 .

Assignments (2)
TERMINATION AND RELEASE Recorded Jan 31, 2014
From: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
To: APTALIS PHARMA US, INC.; APTALIS PHARMATECH, INC.; APTALIS PHARMA CANADA INC.
Reel/Frame 032149/0111 →
PATENT SECURITY AGREEMENT Recorded Oct 31, 2013
From: APTALIS PHARMA CANADA INC.; APTALIS PHARMA US, INC.; APTALIS PHARMATECH, INC.
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 031531/0488 →