IP Library Granted Patent US 10,993,456
Granted Patent B2
US 10,993,456 · App. 15/679,864 · Granted May 4, 2021

Oil blends, processes for the preparation thereof and their use in formulas

Inventors: Asher Widberg (Haifa, IL); Ran Numa (Haifa, IL); Fabiana Bar-Yoseph (Haifa, IL); Rassan Zuabi (Kfar Neen, IL); Yael Herzog (Gesher HaZiv, IL); Gai Ben-Dror (Gita, IL)
Assignee: ENZYMOTEC LTD.
A23D9/007A23D9/04A23L33/11A23L33/40A61K36/28A61K36/286A61K36/31A61K36/48A61K36/889C11B3/12
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Quick Facts
Patent No.
US 10,993,456
App. No.
15/679,864
Granted
May 4, 2021
Kind
B2
Abstract

The invention provides oil blends, processes for the preparation thereof and their uses.

Claims (224)

1. An infant formula which comprises an oil blend comprising at least two oils, each of which two oils has a reduced phytosterol level compared to such oil prior to reducing its phytosterol content, wherein at least one of the two oils is MCT oil or sn2-palmitate oil having a phytosterol content of less than 300 ppm; and the other of the two oils is selected from the following:

coconut oil having a phytosterol content of less than 450 ppm;

palm kernel oil having a phytosterol content of less than 900 ppm;

soybean oil having a phytosterol content of less than 1800 ppm;

rapeseed oil having a phytosterol content of less than 5800 ppm;

sunflower oil having a phytosterol content of less than 1600 ppm;

high oleic sunflower oil having a phytosterol content of less than 1500 ppm;

corn oil having a phytosterol content of less than 5900 ppm;

palm olein oil having a phytosterol content of less than 700 ppm;

palm oil having a phytosterol content of less than 530 ppm;

safflower oil having a phytosterol content of less than 8500 ppm; or

high oleic safflower oil having a phytosterol content of less than 1000 ppm,

and wherein the fatty acid composition of the infant formula is as follows:

0-10% C8:0 fatty acids out of the total fatty acids;

0-10% C10:0 fatty acids out of the total fatty acids;

0-22% C12:0 fatty acids out of the total fatty acids;

0-15% C14:0 fatty acids out of the total fatty acids;

5-55% C16:0 fatty acids out of the total fatty acids;

1-7% C18:0 fatty acids out of the total fatty acids;

20-75% C18:1 fatty acids out of the total fatty acids;

2-40% C18:2 fatty acids out of the total fatty acids;

0-8% C18:3 fatty acids out of the total fatty acids; and

Other fatty acids present in levels of less than 8% of the total fatty acids.

2. An infant formula which comprises an oil blend comprising at least two oils wherein at least one of the two oils is MCT oil or sn2-palmitate oil, and the other of the two oils is selected from the following: coconut oil, palm kernel oil, soybean oil, rapeseed oil, sunflower oil, high oleic sunflower oil, corn oil, palm olein oil, palm oil, safflower oil, or high oleic safflower oil, wherein the total phytosterol content in ppm of said oils within the blend is below the value obtained using the following formula (I)

[

n

=

1

13

(

X

n

*

K

n

)

]

/

100

Formula

(

I

)

wherein

n is an integer of 1 to 13 and represents the number of said specific oils;

X n represents the percent by weight of a specific oil out of the total weight of said n specific oils;

K n represents a pre-determined threshold value of phytosterol content in ppm of a specific oil which value is reduced compared to the phytosterol content of said oil in ppm prior to reducing its phytosterol content;

wherein said pre-determined threshold values of phytosterol contents of the specific oils (K n ) are the following:

Oil

K n

coconut oil

450

palm kernel oil

900

soybean oil

1800

rapeseed oil

5800

sunflower oil

1600

high oleic sunflower oil

1500

corn oil

5900

palm olein oil

700

palm oil

530

safflower oil

8500

high oleic safflower oil

1200

MCT oil

1000

sn2-palmitate oil

300

and wherein the fatty acid composition of the infant formula is as follows:

0-10% C8:0 fatty acids out of the total fatty acids;

0-10% C10:0 fatty acids out of the total fatty acids;

0-22% C12:0 fatty acids out of the total fatty acids;

0-15% C14:0 fatty acids out of the total fatty acids;

5-55% C16:0 fatty acids out of the total fatty acids;

1-7% C18:0 fatty acids out of the total fatty acids;

20-75% C18:1 fatty acids out of the total fatty acids;

2-40% C18:2 fatty acids out of the total fatty acids;

0-S % C18:3 fatty acids out of the total fatty acids; and

Other fatty acids present in levels of less than 8% of the total fatty acids.

3. The infant formula of claim 1 , wherein the:

coconut oil comprises a ratio of phytosterol esters: free phytosterols of greater than 0.6;

palm kernel oil comprises a ratio of phytosterol esters: free phytosterols of greater than 0.6;

soybean oil in which the comprises a ratio of phytosterol esters: free phytosterols of greater than 0.5;

rapeseed oil comprises a ratio of phytosterol esters: free phytosterols of greater than 1.7;

sunflower oil in which the comprises a ratio of phytosterol esters: free phytosterols of greater than 0.7;

high oleic sunflower oil comprises a ratio of phytosterol esters: free phytosterols of greater than 0.7;

corn oil comprises a ratio of phytosterol esters: free phytosterols of greater than 1.8;

palm olein oil comprises a ratio of phytosterol esters: free phytosterols of greater than 0.4;

palm oil comprises a ratio of phytosterol esters: free phytosterols of greater than 1;

safflower oil comprises a ratio of phytosterol esters: free phytosterols of greater than 1.1;

high oleic safflower oil comprises a ratio of phytosterol esters: free phytosterols of greater than 1.3;

MCT oil comprises a ratio of phytosterol esters: free phytosterols of greater than 0.5; or

sn2-palmitate oil comprises a ratio of phytosterol esters: free phytosterols of greater than 0.9.

4. The infant formula of claim 1 , wherein the ratio between phytosterol esters concentration in ppm of said oils within the blend is above the result obtained using the following formula (IV):

0.01

*

[

n

=

1

13

(

X

n

*

R

n

*

K

n

)

]

/

[

n

=

1

13

(

K

n

)

]

Formula

(

IV

)

wherein

n is an integer of 1 to 13 and represents the number of said specific oils;

X n represents the percent by weight of a specific oil out of the total weight of said n specific oils;

R n represents a pre-determined threshold value of the ratio between the phytosterol ester concentration (in ppm) and the free phytosterol concentration (in ppm) in the specific oil;

K n represents a pre-determined threshold value of phytosterol content in ppm of said specific oil which value is reduced compared to the phytosterol content of said oil in ppm prior to reducing its phytosterol content;

and wherein said pre-determined threshold value of the ratio between phytosterol esters concentration in ppm and free phytosterols concentration in ppm in the specific oils (R n ) are the following:

Oil

R n

coconut oil

0.6

palm kernel oil

0.6

soybean oil

0.5

rapeseed oil

1.7

sunflower oil

0.7

high oleic sunflower oil

0.7

corn oil

1.8

palm olein oil

0.4

palm oil

1

safflower oil

1.1

high oleic safflower oil

1.3

MCT oil

0.5

sn2-palmitate oil

0.9

and wherein said pre-determined threshold value of phytosterol contents of the specific oils (K n ) are the following:

Oil

K n

coconut oil

450

palm kernel oil

900

soybean oil

1800

rapeseed oil

5800

sunflower oil

1600

high oleic sunflower oil

1500

corn oil

5900

palm olein oil

700

palm oil

530

safflower oil

8500

high oleic safflower oil

1200

MCT oil

1000

sn2-palmitate oil

300

5. The infant formula of claim 1 , wherein said oil blend is a vegetable oil blend.

6. The infant formula of claim 1 , wherein the endogenic tocopherol concentration of the oil blend is at most 800 ppm.

7. The infant formula of claim 1 , wherein the w/w ratio between alpha tocopherols levels to non-alpha tocopherols levels of the oil blend is at least 5.

8. The infant formula of claim 1 , wherein the percentage of diacylglycerol (w/w) of the oil blend is at most 0.5%.

9. The infant formula of claim 1 , wherein the w/w ratio of cholesterol present in said formula to phytosterol in said formula is at least 1.

10. The infant formula of claim 2 , wherein the w/w ratio of alpha tocopherol levels to non-alpha tocopherols levels is at least 5.

11. The infant formula of claim 2 , wherein the percentage (w/w) of diacylglycerol in the oil blend is at most 0.5%.

12. The infant formula of claim 1 , wherein said formula comprises at least 5 mg cholesterol/100 g formula.

13. The infant formula according to claim 1 for administration to a subject, wherein the subject is an infant.

14. The infant formula of claim for administration to a subject, wherein said subject is a subject being under partial parenteral nutrition.

15. An infant formula according to claim 1 providing improved stability, improved, wettability, or reduced free fat compared to an infant formula comprising an oil blend of the same oils with higher phytosterol levels.

16. An infant formula accordingly to claim 1 providing increased lipolysis as compared to an infant formula comprising an oil blend of the same oils with higher phytosterol levels.

17. An infant formula according to claim 1 providing increased plasma cholesterol levels or increased absorption of fat soluble vitamins as compared to an infant formula comprising an oil blend of the same oils with higher phytosterol levels.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 12, 2026
From: FRUTAROM LTD.
To: FRESENIUS KABI DEUTSCHLAND GMBH
Reel/Frame 073766/0422 →
MERGER Recorded Oct 7, 2025
From: ENZYMOTEC LTD.
To: FRUTAROM LTD.
Reel/Frame 073014/0259 →
MERGER Recorded Aug 29, 2025
From: FRUTAROM LTD.
To: ENZYMOTEC LTD.
Reel/Frame 072751/0989 →
MERGER Recorded Aug 29, 2025
From: FRUTAROM LTD.
To: ENZYMOTEC LTD.
Reel/Frame 072752/0706 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 17, 2017
From: WIDBERG, ASHER; NUMA, RAN; BAR-YOSEPH, FABIANA; ZUABI, RASSAN; HERZOG, YAEL; BEN-DROR, GAI
To: ENZYMOTEC LTD.
Reel/Frame 043323/0865 →
Priority Claims (1)
IL 237290 · Feb 17, 2015 · national
Continuity (2)
Continuation PCTIL2016050180 · Feb 16, 2016
Related Publication 20170339971A1 · Nov 30, 2017