IP Library Granted Patent US 11,523,627
Granted Patent B2
US 11,523,627 · App. 16/504,002 · Granted Dec 13, 2022

Methods of reducing a concentration of formaldehyde in aqueous solutions of sugar carbonyls

Inventors: Jan Piskorz (Waterloo, CA); Piotr Majerski (Waterloo, CA)
Assignee: Kerry Group Services International Limited
A23L13/55A23L5/13A23L5/20A23L27/215A23L27/33A23V2002/00
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Quick Facts
Patent No.
US 11,523,627
App. No.
16/504,002
Granted
Dec 13, 2022
Kind
B2
Abstract

A method of reducing a concentration of formaldehyde in an aqueous solution containing formaldehyde, hydroxyacetaldehyde and other sugar carbonyls is provided. The method includes adding an amino acid to the aqueous solution and maintaining the aqueous solution at a temperature for a duration sufficient for the formaldehyde and the amino acid to react according to a Maillard reaction to produce a final concentration of formaldehyde and a final concentration of hydroxyacetaldehyde in the aqueous solution. The final concentration of formaldehyde is substantially lower than an initial concentration of formaldehyde and the final concentration of hydroxyacetaldehyde is not substantially lower than an initial concentration of hydroxyacetaldehyde. An aqueous solution and a method of browning a foodstuff are also provided.

Claims (42)

1. An aqueous solution for browning foodstuffs, the aqueous solution comprising:

sugar carbonyls; and

melanoidins,

the aqueous solution for browning foodstuffs obtained by:

a) adding cysteine to a first solution of sugar carbonyls obtained from pyrolysis of sugars to obtain a second solution, the first solution containing water, from 1 wt % to 6 wt % formaldehyde, and from 4 wt % to 50 wt % hydroxyacetaldehyde and

b) maintaining the second solution at a temperature for a duration sufficient for the formaldehyde and the cysteine to react according to a Maillard reaction to produce the aqueous solution,

wherein the aqueous solution comprises from 0 wt % to 2 wt % of the formaldehyde, from 4 wt % to 50 wt % of the hydroxyacetaldehyde, and from greater than 0 wt % to 20 wt % of the melanoidins.

2. The aqueous solution of claim 1 , wherein a molar ratio of the cysteine to the formaldehyde in the second solution is in a range of 1:2 to 1:10.

3. The aqueous solution of claim 1 , wherein a molar ratio of the cysteine to the formaldehyde in the second solution is in a range of 1:3 to 1:5.

4. The aqueous solution of claim 1 , wherein the aqueous solution comprises from 8 wt % to 15 wt % of the melanoidins.

5. The aqueous solution of claim 1 , wherein the aqueous solution comprises less than 1 wt % of the formaldehyde.

6. An aqueous solution comprising:

sugar carbonyls obtained by pyrolysis of sugars; and

cysteine,

wherein the sugar carbonyls obtained from pyrolysis of sugars includes water, from 1 wt % to 6 wt % formaldehyde, and from 4 wt % to 50 wt % hydroxyacetaldehyde, and

molar ratio of the cysteine to the formaldehyde is in a range of 1:2 to 1:10.

7. The aqueous solution of claim 6 , wherein the molar ratio of cysteine to the formaldehyde is in a range of 1:3 to 1:5.

8. The aqueous solution of claim 1 , further comprising one or more sugar carbonyl(s) selected from the group consisting of glyoxal, pyruvaldehyde, and acetol.

9. The aqueous solution of claim 8 , wherein a combined total concentration of glyoxal, pyruvaldehyde, and acetol in the aqueous solution is 1 to 10% by weight.

10. The aqueous solution of claim 6 , further comprising one or more sugar carbonyl(s) selected from the group consisting of glyoxal, pyruvaldehyde, and acetol.

11. The aqueous solution of claim 10 , wherein a combined total concentration of glyoxal, pyruvaldehyde, and acetol in the aqueous solution is 1 to 20% by weight.

12. An aqueous solution for browning foodstuffs, the aqueous solution comprising:

sugar carbonyls; and

melanoidins,

the aqueous solution for browning foodstuffs obtained by:

a) adding glycine to a first solution of sugar carbonyls obtained from pyrolysis of sugars to obtain a second solution, the first solution containing water, from 1 wt % to 6 wt % formaldehyde, and from 4 wt % to 50 wt % hydroxyacetaldehyde and

b) maintaining the second solution at a temperature for a duration sufficient for the formaldehyde and the glycine to react according to a Maillard reaction to produce the aqueous solution,

wherein the aqueous solution comprises from 0 wt % to 2 wt % of the formaldehyde, from 4 wt % to 50 wt % of the hydroxyacetaldehyde, and from greater than 0 wt % to 20 wt % of the melanoidins.

13. The aqueous solution of claim 12 , wherein a molar ratio of the glycine to the formaldehyde in the second solution is in a range of 1:2 to 1:10.

14. The aqueous solution of claim 12 , wherein a molar ratio of the glycine to the formaldehyde in the second solution is in a range of 1:3 to 1:5.

15. The aqueous solution of claim 12 , wherein the aqueous solution comprises from 8 wt % to 15 wt % of the melanoidins.

16. The aqueous solution of claim 12 , wherein the aqueous solution comprises less than 1 wt % of the formaldehyde.

17. The aqueous solution of claim 12 , further comprising one or more sugar carbonyl(s) selected from the group consisting of glyoxal, pyruvaldehyde, and acetol.

18. The aqueous solution of claim 17 , wherein a combined total concentration of glyoxal, pyruvaldehyde, and acetol in the aqueous solution is 1 to 10% by weight.

19. An aqueous solution comprising:

sugar carbonyls obtained by pyrolysis of sugars; and

glycine,

wherein the sugar carbonyls obtained from pyrolysis of sugars includes water, from 1 wt % to 6 wt % formaldehyde, and from 4 wt % to 50 wt % hydroxyacetaldehyde, and

a molar ratio of the glycine to the formaldehyde is in a range of 1:2 to 1:10.

20. The aqueous solution of claim 19 , wherein the molar ratio of glycine to the formaldehyde is in a range of 1:3 to 1:5.

21. The aqueous solution of claim 19 , further comprising one or more sugar carbonyl(s) selected from the group consisting of glyoxal, pyruvaldehyde, and acetol.

22. The aqueous solution of claim 21 , wherein a combined total concentration of glyoxal, pyruvaldehyde, and acetol in the aqueous solution is 1 to 20% by weight.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 21, 2022
From: KERRY LUXEMBOURG S.A.R.L.
To: KERRY GROUP SERVICES INTERNATIONAL LIMITED
Reel/Frame 058792/0891 →
Continuity (2)
Division 15491339 · Apr 19, 2017
Related Publication 20190320696A1 · Oct 24, 2019