EP1615510A1 - Method for the reduction of acrylamide formation during heating of amino group-containing compounds - Google Patents
Method for the reduction of acrylamide formation during heating of amino group-containing compoundsInfo
- Publication number
- EP1615510A1 EP1615510A1 EP04726104A EP04726104A EP1615510A1 EP 1615510 A1 EP1615510 A1 EP 1615510A1 EP 04726104 A EP04726104 A EP 04726104A EP 04726104 A EP04726104 A EP 04726104A EP 1615510 A1 EP1615510 A1 EP 1615510A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acrylamide
- formation
- reducing
- heating
- ascorbic acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
Classifications
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
- A21D2/22—Ascorbic acid
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
- A21D13/00—Finished or partly finished bakery products
- A21D13/80—Pastry not otherwise provided for elsewhere, e.g. cakes, biscuits or cookies
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/174—Vitamins
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L19/00—Products from fruits or vegetables; Preparation or treatment thereof
- A23L19/10—Products from fruits or vegetables; Preparation or treatment thereof of tuberous or like starch containing root crops
- A23L19/12—Products from fruits or vegetables; Preparation or treatment thereof of tuberous or like starch containing root crops of potatoes
- A23L19/18—Roasted or fried products, e.g. snacks or chips
- A23L19/19—Roasted or fried products, e.g. snacks or chips from powdered or mashed potato products
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L5/00—Preparation or treatment of foods or foodstuffs, in general; Food or foodstuffs obtained thereby; Materials therefor
- A23L5/20—Removal of unwanted matter, e.g. deodorisation or detoxification
- A23L5/27—Removal of unwanted matter, e.g. deodorisation or detoxification by chemical treatment, by adsorption or by absorption
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L7/00—Cereal-derived products; Malt products; Preparation or treatment thereof
- A23L7/10—Cereal-derived products
- A23L7/117—Flakes or other shapes of ready-to-eat type; Semi-finished or partly-finished products therefor
- A23L7/13—Snacks or the like obtained by oil frying of a formed cereal dough
Definitions
- acrylamide as a result of thermal stress on food, in particular carbohydrate-rich foods such as potato and grain products, has been the focus of public discussion for some time. It is known from animal experiments that acrylamide can cause cancer and, in higher doses, can also be neurotoxic.
- ascorbic acid here encompasses both L-ascorbic acid (vitamin C) and D-ascorbic acid (isoascorbic acid) as well as salts and fatty acid esters of both diastereomeric forms.
- salts of ascorbic acid are alkali or alkaline earth metal salts such as sodium ascorbate, potassium ascorbate or calcium ascorbate, but also salts of ascorbic acid with organic amine compounds such as choline ascorbate or L-carnitine ascorbate.
- Alkali metal salts of ascorbic acid are preferably used, particularly preferably sodium ascorbate.
- vitamin E encompasses vitamin E, vitamin E derivatives or mixtures thereof.
- vitamin E stands for natural or synthetic ⁇ -, ⁇ -, ⁇ - or ⁇ -tocopherol and for tocotrienol.
- Vitamin E derivatives are e.g. Tocopheryl-Co-alkanoic acid esters such as tocopheryl acetate or tocopheryl palmitate.
- L-ascorbic acid and its salts in particular sodium L-ascorbate, are used to reduce the formation of acrylamide.
- ascorbic acid or ascorbate therefore stands for the L-form below.
- Amino group-containing compounds are, for example, amino acids such as asparagine, glutamine, methionine, cysteine, tryptophan, histidine or lysine, and proteins which contain these amino acids.
- Asparagine is the preferred amino acid and asparagine-containing proteins are the preferred proteins.
- Reducing sugars such as glucose, fructose, mannose, ribose, galactose, lactose, cellobiose or maltose are preferred as reducing substances for the process according to the invention.
- the process according to the invention is further characterized in that it leads to a reduction in the formation of acrylamide when heating compounds containing amino groups to greater temperatures 90 ° C, preferably at temperatures in the range from 120 to 250 ° C, particularly preferably in the range from 150 to 200 ° C.
- a further preferred embodiment of the method according to the invention leads to a reduction in the formation of acrylamide when heating food and animal feed, particularly preferably when heating starch-containing foods, very particularly preferably when baking, roasting, cooking or deep-frying foods containing potatoes and cereals. 10
- Examples of foods containing potatoes and cereals include Potato chips, French fries, fried potatoes, potato rösties, bread, crispbread, rusks, breakfast cereals, biscuits and crackers.
- the amount of ascorbic acid and / or vitamin E used is in the range from 5 to 150 mol%, based on the amount of the compounds containing amino groups.
- a particularly preferred embodiment of the method according to the invention relates to the reduction of acrylamide formation when heating potato or grain-containing foods which contain asparagine or asparagine-containing proteins to temperatures in the range from 150 to 200 ° C., characterized in that
- Example 2 Analogously to Example 1, 1.32 g of asparagine, 1.98 g of glucose monohydrate and 1.76 g of ascorbic acid were heated. 31 mg of acrylamide / mol of asparagine were produced.
- Analog 5a a further 6 portions of a second biscuit dough were prepared, which were additionally mixed with 7 mg of ascorbic acid per g of the finished dough mixture.
- Analog 6a a further 3 portions of a second potato dough were prepared, which were additionally mixed with 65 mg of ascorbic acid per g of potato flakes used.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Zoology (AREA)
- Animal Husbandry (AREA)
- General Preparation And Processing Of Foods (AREA)
- Preparation Of Fruits And Vegetables (AREA)
- Bakery Products And Manufacturing Methods Therefor (AREA)
- Confectionery (AREA)
- Cereal-Derived Products (AREA)
- Fodder In General (AREA)
- Furan Compounds (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10316998A DE10316998A1 (en) | 2003-04-11 | 2003-04-11 | Process for reducing acrylamide formation when heating compounds containing amino groups |
PCT/EP2004/003692 WO2004089111A1 (en) | 2003-04-11 | 2004-04-07 | Method for the reduction of acrylamide formation during heating of amino group-containing compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1615510A1 true EP1615510A1 (en) | 2006-01-18 |
Family
ID=33039071
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP04726104A Withdrawn EP1615510A1 (en) | 2003-04-11 | 2004-04-07 | Method for the reduction of acrylamide formation during heating of amino group-containing compounds |
Country Status (7)
Country | Link |
---|---|
US (1) | US20060210693A1 (en) |
EP (1) | EP1615510A1 (en) |
JP (1) | JP2006522593A (en) |
CN (1) | CN1770982A (en) |
CA (1) | CA2521787A1 (en) |
DE (1) | DE10316998A1 (en) |
WO (1) | WO2004089111A1 (en) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7811618B2 (en) | 2002-09-19 | 2010-10-12 | Frito-Lay North America, Inc. | Method for reducing asparagine in food products |
US20050118322A1 (en) * | 2002-09-19 | 2005-06-02 | Elder Vincent A. | Method for enhancing acrylamide decomposition |
US7393550B2 (en) | 2003-02-21 | 2008-07-01 | Frito-Lay North America, Inv. | Method for reducing acrylamide formation in thermally processed foods |
US8110240B2 (en) | 2003-02-21 | 2012-02-07 | Frito-Lay North America, Inc. | Method for reducing acrylamide formation in thermally processed foods |
GB0407301D0 (en) * | 2004-03-31 | 2004-05-05 | Forinnova As | Use |
US20070059406A1 (en) * | 2005-09-14 | 2007-03-15 | Gourmet Kitchens, Inc. | Food package having separate gas atmospheres |
EP1942751A4 (en) * | 2005-11-01 | 2010-12-22 | Proteus Industries Inc | Process for reducing acrylamide in cooked food |
US8486684B2 (en) | 2007-08-13 | 2013-07-16 | Frito-Lay North America, Inc. | Method for increasing asparaginase activity in a solution |
US8284248B2 (en) | 2009-08-25 | 2012-10-09 | Frito-Lay North America, Inc. | Method for real time detection of defects in a food product |
US8158175B2 (en) | 2008-08-28 | 2012-04-17 | Frito-Lay North America, Inc. | Method for real time measurement of acrylamide in a food product |
US9095145B2 (en) | 2008-09-05 | 2015-08-04 | Frito-Lay North America, Inc. | Method and system for the direct injection of asparaginase into a food process |
US9215886B2 (en) | 2008-12-05 | 2015-12-22 | Frito-Lay North America, Inc. | Method for making a low-acrylamide content snack with desired organoleptical properties |
KR101137982B1 (en) | 2009-09-28 | 2012-04-20 | 건국대학교 산학협력단 | Method for manufacturing of reduced-acrylamide foods |
US20120263825A1 (en) * | 2009-11-25 | 2012-10-18 | Basf Se | Process for producing baked goods |
WO2014112960A2 (en) | 2013-01-18 | 2014-07-24 | Gokmen Vural | Acrylamide-free bakery product and the production method thereof |
CN103271253B (en) * | 2013-06-19 | 2014-07-02 | 贵阳学院 | Inhibitor for inhibiting generation of acrylamide in potato frying process and use method of inhibitor |
CN103918957A (en) * | 2014-04-18 | 2014-07-16 | 河北科技大学 | Pretreatment method for reducing content of acrylamide in fried cereal food |
CN107495312A (en) * | 2017-08-24 | 2017-12-22 | 安徽靖童科技农业发展有限公司 | A kind of fried food additive |
CN109691627A (en) * | 2018-11-13 | 2019-04-30 | 浙江工业大学 | A method of reducing frying process Acrylamide in Foods and fat content |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1568283A1 (en) * | 2002-11-27 | 2005-08-31 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Method of inhibiting acrylamide formation and use thereof |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2448152A (en) * | 1947-01-27 | 1948-08-31 | Alva R Patton | Processes for controlling potato chip color |
US2676889A (en) * | 1953-07-03 | 1954-04-27 | G R K Chemical Co Inc | Process for preparing a food product |
US3594187A (en) * | 1968-03-27 | 1971-07-20 | Procter & Gamble | Potato products having improved flavor |
US3934040A (en) * | 1973-10-18 | 1976-01-20 | Caravan Products Co., Inc. | Bakery product and process |
JPS5210440A (en) * | 1975-07-07 | 1977-01-26 | Pepsico Inc | Potato product and method of making same |
US4084008A (en) * | 1975-07-14 | 1978-04-11 | General Mills, Inc. | Instantized potato products and method of making same |
JPS5420160A (en) * | 1977-07-11 | 1979-02-15 | Meiji Seika Co | Production of dried bannana product |
US4272554A (en) * | 1979-05-07 | 1981-06-09 | Frito-Lay, Inc. | Process for preparing blister-inhibited potato chips |
US5750165A (en) * | 1996-04-16 | 1998-05-12 | Erway; Dale E. | Method of preparing a refrigerated potato product |
US5925395A (en) * | 1998-01-09 | 1999-07-20 | Mantrose-Haeuser Co., Inc. | Methods for preserving fresh vegetables |
WO2004004484A2 (en) * | 2002-07-02 | 2004-01-15 | Yaron Mayer | Composition and method for preparing crispy starchy foods |
EP1419703A1 (en) * | 2002-11-15 | 2004-05-19 | Vico S.A. | Method for preventing acrylamide formation during heat-treatment of food |
US20040224066A1 (en) * | 2003-02-26 | 2004-11-11 | Lindsay Robert C. | Method for suppressing acrylamide formation |
-
2003
- 2003-04-11 DE DE10316998A patent/DE10316998A1/en not_active Withdrawn
-
2004
- 2004-04-07 CN CNA2004800096831A patent/CN1770982A/en active Pending
- 2004-04-07 JP JP2006505035A patent/JP2006522593A/en not_active Withdrawn
- 2004-04-07 EP EP04726104A patent/EP1615510A1/en not_active Withdrawn
- 2004-04-07 WO PCT/EP2004/003692 patent/WO2004089111A1/en active Application Filing
- 2004-04-07 US US10/553,025 patent/US20060210693A1/en not_active Abandoned
- 2004-04-07 CA CA002521787A patent/CA2521787A1/en not_active Abandoned
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1568283A1 (en) * | 2002-11-27 | 2005-08-31 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Method of inhibiting acrylamide formation and use thereof |
Also Published As
Publication number | Publication date |
---|---|
CA2521787A1 (en) | 2004-10-21 |
US20060210693A1 (en) | 2006-09-21 |
DE10316998A1 (en) | 2004-10-28 |
JP2006522593A (en) | 2006-10-05 |
WO2004089111A1 (en) | 2004-10-21 |
CN1770982A (en) | 2006-05-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20051111 |
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AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PL PT RO SE SI SK TR |
|
AX | Request for extension of the european patent |
Extension state: AL HR LT LV MK |
|
RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: DSM IP ASSETS B.V. |
|
DAX | Request for extension of the european patent (deleted) | ||
RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: STEGMAIER, WOLF Inventor name: TROESCHER, ARNULF Inventor name: OBERMUELLER-JEVIC, UTE Inventor name: NOWAKOWSKY, BRIGITTE Inventor name: KRAEMER, KLAUS Inventor name: OFTRING, ALFRED |
|
17Q | First examination report despatched |
Effective date: 20071218 |
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R17C | First examination report despatched (corrected) |
Effective date: 20080116 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
18D | Application deemed to be withdrawn |
Effective date: 20080527 |