Low calorie fat mimetics

• US 4,959,465 A
• Filed: 02/26/1988
• Issued: 09/25/1990
• Est. Priority Date: 02/26/1988
• Status: Expired due to Fees

• Current Assignee: Nabisco Technology Company (Mondelez International, Inc.)
• Original Assignee: Nabisco Brands Incorporated (Mondelez International, Inc.)
• Inventors: Klemann, Lawrence P., Finley, John W., Scimone, Anthony
• Primary Examiner(s): Griffin, Ronald W.
• Application Number:
  US07/160,851
• Time in Patent Office: 942 Days
• Field of Search: 426/611, 426/612, 536/115
• US Class Current: 536/115
• CPC Class Codes: A23L 33/26 Polyol polyesters, e.g. sucrose polyesters; Synthetic sugar polymers, e.g. polydextrose

Abstract

Novel fat mimetic compositions are disclosed as reduced calorie food components. These compositions comprise complex polyol esters elaborated with fatty acid residues, and/or residues of esters or ethers having an acid function. The complex esters are partially broken down in the body to yield at least two types of aliphatic digestion residues which are more hydrophilic than the original complex polyol ester substrate. The majority by weight of the digestion residues will be non-hydrolyzable by the normal digestive processes, while a minor amount by weight may be suspectible to facile cleavage by the action of digestive lipase. The fat mimetic compounds are useful as replacements for fats and oils for most food applications.

Claims

1. A fat mimetic composition having the following formula:

##STR18## wherein FA represents a fatty acyl residue;

R represents polyol residue;

m is zero or an integer from 1 to 7;

n is an integer from 1 to 7; and

further

B is selected from the group consisting of ##STR19## and the R'"'"' groups are the same or different and contain residues of the following structure;

##STR20## where;

C is a carbon atom;

X is a bridging bonding valence, hydrogen, or substituted or unsubstituted lower aliphatic group, the various X groups being the same or different;

Q is selected from the group consisting of ##STR21## --O-R'"'"''"'"' (alkoxy), and --R'"'"''"'"''"'"'--O-R'"'"''"'"' (alkylalkoxy) radicals;

R'"'"''"'"' is substituted or unsubstituted organic group defined by the following formula ##STR22## R'"'"''"'"''"'"' is a lower alkylene;

group;

the various R'"'"', R'"'"''"'"', and R'"'"''"'"''"'"'groups, respectively, being the same or different;

T is hydrogen or a substituted or unsubstituted aliphatic group;

Z is a bridging bonding valence, hydrogen, or a residue of an alcohol, a glycol ester, or an ether;

with the proviso that there is only one bridging bonding valence per R'"'"' group;

and where;

a=0 to 3;

b=0 to 4;

d=1 or 2;

e=0 to 5;

f=0 to 3;

g=0 to 4;

h=1 or 2;

j=0 to 10.

2. A compound according to claim 1 wherein the sum of m=n is in the range of from 5 to 8.

3. A compound according to claim 1 wherein n is in the range of from 1 to 3.

4. A compound according to claim 1 wherein each R'"'"' contains from 1 to 3 Q groups.

5. A compound according to claim 1 wherein at least one Q is carboxylate or alkylcarboxylate.

6. A compound according to claim 1 wherein at least one Q is carboxy or alkylcarboxy.

7. A compound according to claim 1 wherein at least one Q is alkoxy or alkylalkoxy.

8. A compound according to claim 1 wherein R is a member selected from the group consisting or residues of sucrose, glucose, xylitol and sorbitol.

9. A compound according to claim 8 wherein m is an integer from 4 to 6 and n is an integer from 1 to 4.

10. A compound according to claim 9 wherein the sum of m=n is within the range from 5 to 8.

11. A compound according to claim 10 wherein R is a sucrose residue.

12. A compound according to claim 10 wherein each R'"'"' contains at least 2 Q groups.

13. A compound according to claim 10 wherein at least one Q is carboxy or alkylcarboxy.

14. A compound according to claim 10 wherein at least one Q is carboxylate or alkylcarboxylate.

15. A compound according to claim 10 wherein at least one Q is alkoxy or alkylalkoxy.

16. A fat mimetic composition according to claim 1 wherein:

a=0 to 2;

b=0 to 1;

e=1 to 2;

f=0 to 2;

g=0 to 1;

j=2 to 8.

17. A fat mimetic composition according to claim 1 wherein the alkylene is selected from the group consisting of methylene and ethylene.

18. A fat mimetic composition according to claim 1 wherein T is hydrogen or a substituted or unsubstituted aliphatic group containing up to 22 carbon atoms and further containing 0 to 5 unsaturated linkages per T residue.