Method for preparing and preserving sanitized products
Described herein are methods of sanitizing and preserving produce and other agricultural products, for example for consumption as Ready-to-Eat. The methods can comprise treating the products with a sanitizing agent and forming a protective coating over the products.
1. A method of treating an agricultural product, comprising:
(i) providing a mixture comprising a coating agent added to a solvent, wherein the solvent comprises a sanitizing agent, and the coating agent comprises one or more compounds of Formula I-A or Formula I-B, wherein Formula I-A and I-B are:
and
wherein for both Formula I-A and Formula I-B:
each R a is independently —H or —C 1 -C 6 alkyl;
each R b is independently —H, —C 1 -C 6 alkyl, or —OH;
R 1 , R 2 , R 5 , R 6 , R 9 , R 10 , R 11 , R 12 and R 13 are each independently, at each occurrence, —H, —OR 14 , —NR 14 R 15 , —SR 14 , halogen, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, —C 2 -C 6 alkynyl, —C 3 -C 7 cycloalkyl, aryl, or heteroaryl, wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with one or more —OR 14 , —NR 14 R 15 , —SR 14 , or halogen;
R 3 , R 4 , R 7 and R 8 are each independently, at each occurrence, —H, —OR 14 , —NR 14 R 15 , —SR 14 , halogen, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, —C 2 -C 6 alkynyl, —C 3 -C 7 cycloalkyl, aryl, or heteroaryl, wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with —OR 14 , —NR 14 R 15 , —SR 14 , or halogen; or
R 3 and R 4 can combine with the carbon atoms to which they are attached to form a C 3 -C 6 cycloalkyl, a C 4 -C 6 cycloalkenyl, or 3- to 6-membered ring heterocycle; and/or
R 7 and R 8 can combine with the carbon atoms to which they are attached to form a C 3 -C 6 cycloalkyl, a C 4 -C 6 cycloalkenyl, or 3- to 6-membered ring;
R 14 and R 15 are each independently, at each occurrence, —H, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, or —C 2 -C 6 alkynyl;
the symbol represents an optionally single or cis or trans double bond;
n is 0, 1, 2, 3, 4, 5, 6, 7, or 8;
m is 0, 1, 2, or 3;
q is 0, 1, 2, 3, 4, or 5; and
r is 0, 1, 2, 3, 4, 5, 6, 7, or 8;
(ii) causing the mixture to be applied to a surface of the agricultural product; and
(iii) causing the solvent to be at least partially removed from the surface of the agricultural product, thereby causing a protective coating to be formed from the coating agent over the surface of the agricultural product, the protective coating serving to reduce a rate of water loss from the agricultural product; wherein
a concentration of the sanitizing agent in the solvent is sufficient to sanitize the agricultural product; and
the protective coating prevents or mitigates damage to the agricultural product caused by the sanitizing agent.
2. The method of claim 1 , wherein the coating agent further comprises fatty acids.
3. The method of claim 1 , wherein the one or more compounds of Formula I-A or Formula I-B are derived from plant matter.
4. The method of claim 1 , wherein the protective coating replaces or reinforces portions of the agricultural product that are damaged by the sanitizing agent.
5. The method of claim 1 , wherein the solvent comprises water.
6. The method of claim 5 , wherein the sanitizing agent comprises an alcohol.
7. A method of treating an agricultural product, comprising:
(i) providing a mixture comprising a coating agent, a sanitizing agent, and a solvent, wherein the coating agent comprises one or more compounds of Formula I-A or Formula I-B, wherein Formula I-A and I-B are:
and
wherein for both Formula I-A and Formula I-B:
each R a is independently —H or —C 1 -C 6 alkyl;
each R b is independently —H, —C 1 -C 6 alkyl, or —OH;
R 1 , R 2 , R 5 , R 6 , R 9 , R 10 , R 11 , R 12 and R 13 are each independently, at each occurrence, —H, —OR 14 , —NR 14 R 15 , —SR 14 , halogen, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, —C 2 -C 6 alkynyl, —C 3 -C 7 cycloalkyl, aryl, or heteroaryl, wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with one or more —OR 14 , —NR 14 R 15 , —SR 14 , or halogen;
R 3 , R 4 , R 7 and R 8 are each independently, at each occurrence, —H, —OR 14 , —NR 14 R 15 , —SR 14 , halogen, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, —C 2 -C 6 alkynyl, —C 3 -C 7 cycloalkyl, aryl, or heteroaryl, wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with —OR 14 , —NR 14 R 15 , —SR 14 , or halogen; or
R 3 and R 4 can combine with the carbon atoms to which they are attached to form a C 3 -C 6 cycloalkyl, a C 4 -C 6 cycloalkenyl, or 3- to 6-membered ring heterocycle; and/or
R 7 and R 8 can combine with the carbon atoms to which they are attached to form a C 3 -C 6 cycloalkyl, a C 4 -C 6 cycloalkenyl, or 3- to 6-membered ring;
R 14 and R 15 are each independently, at each occurrence, —H, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, or —C 2 -C 6 alkynyl;
the symbol represents an optionally single or cis or trans double bond;
n is 0, 1, 2, 3, 4, 5, 6, 7, or 8;
m is 0, 1, 2, or 3;
q is 0, 1, 2, 3, 4, or 5; and
r is 0, 1, 2, 3, 4, 5, 6, 7, or 8;
(ii) applying the mixture to a surface of the agricultural product; and
(iii) at least partially removing the solvent from the surface of the agricultural product and causing a protective coating to be formed from the coating agent over the surface of the agricultural product, the protective coating serving to reduce a rate of water loss from the agricultural product; wherein
a concentration of the sanitizing agent in the mixture is sufficient to sanitize the agricultural product; and
the protective coating prevents or mitigates damage to the agricultural product caused by the sanitizing agent.
8. The method of claim 7 , where the one or more compounds of Formula I-A or Formula I-B are derived from cutin.
9. The method of claim 7 , wherein the solvent comprises water.
10. The method of claim 9 , wherein the sanitizing agent comprises an alcohol.
11. The method of claim 9 , wherein a volume ratio of the sanitizing agent to water in the mixture is in a range of about 1 to 10.
12. The method of claim 7 , wherein the sanitizing agent comprises ethanol.
13. The method of claim 12 , wherein the coating agent further comprises a fatty acid or a salt thereof.
14. A method of treating an agricultural product, comprising:
(i) applying a mixture to a surface of the agricultural product, the mixture comprising a solvent, a sanitizing agent, and a coating agent, wherein the coating agent comprises one or more compounds of Formula I-A or Formula I-B, wherein Formula I-A and I-B are:
and
wherein for both Formula I-A and Formula I-B:
each R a is independently —H or —C 1 -C 6 alkyl;
each R b is independently —H, —C 1 -C 6 alkyl, or —OH;
R 1 , R 2 , R 5 , R 6 , R 9 , R 10 , R 11 , R 12 and R 13 are each independently, at each occurrence, —H, —OR 14 , —NR 14 R 15 , —SR 14 , halogen, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, —C 2 -C 6 alkynyl, —C 3 -C 7 cycloalkyl, aryl, or heteroaryl, wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with one or more —OR 14 , —NR 14 R 15 , —SR 14 , or halogen;
R 3 , R 4 , R 7 and R 8 are each independently, at each occurrence, —H, —OR 14 , —NR 14 R 15 , —SR 14 , halogen, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, —C 2 -C 6 alkynyl, —C 3 -C 7 cycloalkyl, aryl, or heteroaryl, wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with —OR 14 , —NR 14 R 15 , —SR 14 , or halogen; or
R 3 and R 4 can combine with the carbon atoms to which they are attached to form a C 3 -C 6 cycloalkyl, a C 4 -C 6 cycloalkenyl, or 3- to 6-membered ring heterocycle; and/or
R 7 and R 8 can combine with the carbon atoms to which they are attached to form a C 3 -C 6 cycloalkyl, a C 4 -C 6 cycloalkenyl, or 3- to 6-membered ring;
R 14 and R 15 are each independently, at each occurrence, —H, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, or —C 2 -C 6 alkynyl;
the symbol represents an optionally single or cis or trans double bond;
n is 0, 1, 2, 3, 4, 5, 6, 7, or 8;
m is 0, 1, 2, or 3;
q is 0, 1, 2, 3, 4, or 5; and
r is 0, 1, 2, 3, 4, 5, 6, 7, or 8; and
(ii) at least partially removing the solvent from the surface of the agricultural product, thereby causing a protective coating to be formed over the surface of the agricultural product, the protective coating serving to reduce a rate of water loss from the agricultural product; wherein
a concentration of the sanitizing agent is sufficient to sanitize the agricultural product; and
the protective coating prevents or mitigates damage to the agricultural product caused by the sanitizing agent.
15. The method of claim 14 , wherein the coating agent further comprises an organic salt.
16. The method of claim 14 , wherein the protective coating replaces or reinforces portions of the agricultural product that are damaged by the sanitizing agent.
17. A method of treating an agricultural product, comprising:
(i) causing a mixture comprising a solvent, a sanitizing agent, and a coating agent to be applied to a surface of the agricultural product, wherein the coating agent comprises one or more compounds of Formula I-A or Formula I-B, wherein Formula I-A and I-B are:
and
wherein for both Formula I-A and Formula I-B:
each R a is independently —H or —C 1 -C 6 alkyl;
each R b is independently —H, —C 1 -C 6 alkyl, or —OH;
R 1 , R 2 , R 5 , R 6 , R 9 , R 10 , R 11 , R 12 and R 13 are each independently, at each occurrence, —H, —OR 14 , —NR 14 R 15 , —SR 14 , halogen, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, —C 2 -C 6 alkynyl, —C 3 -C 7 cycloalkyl, aryl, or heteroaryl, wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with one or more —OR 14 , —NR 14 R 15 , —SR 14 , or halogen;
R 3 , R 4 , R 7 and R 8 are each independently, at each occurrence, —H, —OR 14 , —NR 14 R 15 , —SR 14 , halogen, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, —C 2 -C 6 alkynyl, —C 3 -C 7 cycloalkyl, aryl, or heteroaryl, wherein each alkyl, alkenyl, alkynyl, cycloalkyl, aryl, or heteroaryl is optionally substituted with —OR 14 , —NR 14 R 15 , —SR 14 , or halogen; or
R 3 and R 4 can combine with the carbon atoms to which they are attached to form a C 3 -C 6 cycloalkyl, a C 4 -C 6 cycloalkenyl, or 3- to 6-membered ring heterocycle; and/or
R 7 and R 8 can combine with the carbon atoms to which they are attached to form a C 3 -C 6 cycloalkyl, a C 4 -C 6 cycloalkenyl, or 3- to 6-membered ring;
R 14 and R 15 are each independently, at each occurrence, —H, —C 1 -C 6 alkyl, —C 2 -C 6 alkenyl, or —C 2 -C 6 alkynyl;
the symbol represents an optionally single or cis or trans double bond;
n is 0, 1, 2, 3, 4, 5, 6, 7, or 8;
m is 0, 1, 2, or 3;
q is 0, 1, 2, 3, 4, or 5; and
r is 0, 1, 2, 3, 4, 5, 6, 7, or 8; and
(ii) causing the solvent to be at least partially removed from the surface of the agricultural product, thereby causing a protective coating to be formed from the coating agent over the surface of the agricultural product, the protective coating serving to reduce a rate of water loss from the agricultural product; wherein
a concentration of the sanitizing agent is sufficient to sanitize the agricultural product; and
the protective coating prevents or mitigates damage to the agricultural product caused by the sanitizing agent.
18. The method of claim 17 , wherein the coating agent comprises fatty acid esters.
19. The method of claim 17 , wherein the coating agent further comprises a fatty acid or a salt thereof.
20. The method of claim 19 , wherein the sanitizing agent comprises an alcohol.
21. The method of claim 20 , wherein the solvent comprises water.
22. The method of claim 17 , wherein the one or more compounds of Formula I-A or Formula I-B are derived from plant matter.
23. The method of claim 17 , wherein the protective coating replaces or reinforces portions of the agricultural product that are damaged by the sanitizing agent.
24. The method of claim 17 , wherein the solvent comprises water.
25. The method of claim 24 , wherein the sanitizing agent comprises an alcohol.
26. The method of claim 1 , wherein the one or more compounds of Formula I-A or I-B are selected from the group consisting of:
27. The method of claim 7 , wherein the one or more compounds of Formula I-A or I-B are selected from the group consisting of:
28. The method of claim 14 , wherein the one or more compounds of Formula I-A or I-B are selected from the group consisting of:
29. The method of claim 17 , wherein the one or more compounds of Formula I-A or I-B are selected from the group consisting of: