SYNTHESIS OF D-ALLULOSE

• US 20190315790A1
• Filed: 11/09/2017
• Published: 10/17/2019
• Est. Priority Date: 11/11/2016
• Status: Active Application

• Current Assignee: SAVANNA Ingredients GmbH (Pfeifer & Langen GmbH & Co. KG)
• Original Assignee: Pfeifer & Langen GmbH & Co. KG
• Inventors: Koch, Timo Johannes, Kipping, Florian, Butz, Steffen, Lesch, Marcel, Hassler, Thomas
• Application Number:
  US16/346,848
• Publication Number:
  US 20190315790A1
• Time in Patent Office: Days
• CPC Class Codes: B01D 15/185 characterized by the components to be separated
• CPC Class Codes: C07H 1/00 Processes for the preparation of sugar derivatives
• CPC Class Codes: C07H 1/06 Separation; Purification
• CPC Class Codes: C07H 3/02 Monosaccharides
• CPC Class Codes: C12P 19/02 Monosaccharides 2-ketogulonic acid C12P7/60
• CPC Class Codes: C12Y 204/01007 Sucrose phosphorylase (2.4.1.7)
• CPC Class Codes: C12Y 204/0102 Cellobiose phosphorylase (2.4.1.20)
• CPC Class Codes: C12Y 501/03 acting on carbohydrates and derivatives (5.1.3)

Abstract

The invention relates to a process for the synthesis of a product saccharide, preferably of D-allulose from an educt saccharide, preferably from D-fructose under heterogeneous or homogeneous catalysis which includes chemical and/or enzymatic catalysis. The synthesis is performed in at least two reactors that are arranged in series and the reaction product exiting the first reactor is subjected to chromatographic separation before it enters the second reactor. Preferably, the chromatographic separation is integrated in a simulated moving bed.

Claims

1. :

A process for the synthesis of product saccharide in at least two reactors R₁ and R₂, the method comprising the steps of

(i) supplying a liquid comprising educt saccharide to the reactor R₁ and converting a portion of the educt saccharide to product saccharide under enzymatic catalysis thereby providing a liquid comprising product saccharide and residual educt saccharide;

(ii) separating at least a portion of the product saccharide from the residual educt saccharide of step (i) by liquid chromatography thereby providing

a first chromatographic fraction comprising residual educt saccharide and optionally product saccharide; and

a second chromatographic fraction comprising product saccharide and optionally residual educt saccharide; and

(iii) supplying the first chromatographic fraction of step (ii) to the reactor R₂ and converting at least a portion of the residual educt saccharide to product saccharide under enzymatic catalysis.

5. :

The process according to claim 1, wherein

(i) the educt saccharide is glucose, the product saccharide is fructose, and the conversions according to step (i) and/or step (iii) are performed under enzymatic catalysis by glucose-fructose-epimerase;

or

(ii) the educt saccharide is fructose, the product saccharide is tagatose, and the conversions according to step (i) and/or step (iii) are performed under enzymatic catalysis by tagatose-3-epimerase;

or

(iii) the educt saccharide is a monosaccharide, preferably galactose, the product saccharide is a monosaccharide, preferably tagatose, and the conversions according to step (i) and/or step (iii) are performed under enzymatic catalysis by tagatose-3-epimerase;

or

(iv) the educt saccharide is a mixture of glucose-1-phosphate and glucose, the product saccharide is cellobiose, and the conversions according to step (i) and/or step (iii) are performed under enzymatic catalysis by cellobiose phosphorylase;

or

(v) the educt saccharide is a mixture of glucose-1-phosphate and fructose, the product saccharide is sucrose, and the conversions according to step (i) and/or step (iii) are performed under enzymatic catalysis by sucrose phosphorylase.

10. :

The process according to claim 1, wherein the second chromatographic fraction is supplied to the reactor R₂ after the first chromatographic fraction.

18. :

The process according to claim 1, wherein reactor R₁ and/or reactor R₂ is a membrane reactor or a chromatographic reactor, preferably an immobilized column reactor.

19. :

The process according to claim 1, which is performed continuously.

20. :

The process according to claim 1, wherein the liquid chromatography of step (ii) is integrated in a simulated moving bed (SMB).

21. :

The process according to claim 20, wherein liquid flows through the SMB in a flow direction and an adsorbent bed is simulated to move in opposite direction.

22. :

The process according to claim 20, wherein the SMB comprises four zones I to IV, wherein liquid is cycled through zones I to IV and wherein with respect to flow direction of liquid zone IV is downstream zone III, zone III is downstream zone II, zone II is downstream zone I, and zone I is downstream zone IV.

24. :

The process according to claim 20, wherein the SMB comprises

a zone I comprising one or more serial adsorbent beds C-I_m, wherein index m is an integer of at least 1;

a zone II comprising one or more serial adsorbent beds C-II_n, wherein index n is an integer of at least 1;

a zone III comprising the reactor R₁ for the conversion of step (i), the reactor R₂ for the conversion of step (iii), and one or more serial adsorbent beds C-III_p, wherein index p is an integer of at least 1;

wherein with respect to flow direction of liquid (eluent) at least one of said adsorbent beds C-III_p is arranged downstream the reactor R₁ and upstream the reactor R₂; and

a zone IV comprising one or more serial adsorbent beds C-IV_q, wherein index p is an integer of at least 1.

25. :

The process according to claim 24, wherein indices m, n, p and q are independently of one another within the range of from 1 to 12.

26. :

The process according to claim 24, wherein at least one of indices m, n, p and q is greater than 1.

27. :

The process according to claim 24, wherein indices m, n, p and q are identical.

28. :

The process according to claim 24, wherein indices m, n, p and q are not identical.

32. :

The process according to claim 1, which comprises the additional step of filtering the liquid by means of a filter.

34. :

The process according to claim 1, which comprises the additional step of decoloring the liquid by means of a decolorizer.

36. :

The process according to claim 1, which comprises the additional step of regulating the pH of the liquid by means of a pH regulator.

38. :

The process according to claim 1, which comprises the additional step of concentrating the liquid by means of a concentrator.

40. :

The process according to claim 1, which comprises the additional step of desalting the liquid by means of a desalter.

42. :

An apparatus for performing the process according to claim 1, comprising the following components in liquid flow communication;

(I) a reactor R₁ which comprises an enzyme capable of converting educt saccharide to product saccharide;

(II) a first chromatography unit after reactor R₁ for separating product saccharide from educt saccharide; and

(III) a reactor R₂ after the first chromatography unit, wherein the reactor R₂ also comprises an enzyme capable of converting educt saccharide to product saccharide.

47. :

The apparatus according to claim 42, which additionally comprises in liquid flow communication;

means for recirculating educt saccharide to the reactor R₁; and

/or

a filter; and

/or

a decolorizer; and

/or

a pH regulator; and

/or

a concentrator; and

/or

a desalter.

2-4. -4. (canceled)

6-9. -9. (canceled)

11-17. -17. (canceled)

23. (canceled)

29-31. -31. (canceled)

33. (canceled)

35. (canceled)

37. (canceled)

39. (canceled)

41. (canceled)

43-46. -46. (canceled)

48. (canceled)