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Lycopene product with rich cis-isomer and preparation method thereof

A cis-isomer and lycopene technology, applied in the field of functional food ingredients production, can solve the problems of lower production efficiency, increased operating costs, long processing time, etc., and achieve the effect of simplifying the production process and improving production efficiency

Inactive Publication Date: 2010-08-11
JIANGNAN UNIV
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Problems solved by technology

[0004] At present, the patents on the preparation of high-cis-isomer lycopene mainly include CN101314554 "Method for synthesizing cis-lycopene isomers from all-trans-lycopene by photochemical isomerization reaction", which uses photochemical synthesis technology , under nitrogen protection, lycopene is isomerized with a 450-watt high-pressure mercury lamp and a cut-off filter, and the proportion of the cis-isomer in the obtained product is 73%. In this method, the light of the high-pressure mercury lamp The energy utilization rate is low, and at the same time, a cold trap needs to be added to cool the high-pressure mercury lamp, which increases the operating cost. At the same time, the synthesis method will produce a variety of by-products, and its safety is yet to be discussed; CN1380009 "rich in cis isomers "Preparation method of lycopene", which describes the method of preparing lycopene products containing cis-isomers by heat treatment of tomato paste and edible oil: the edible oil is treated in stages at nearly 100 ° C for 6 hours, followed by Formula isomers accounted for 48.1%
The operation steps of this method are complicated and easily cause the oxidation of unsaturated fatty acids in oils, especially oils, and such products usually have strong toxic effects; "Lycopene products with cis-isomer content" is a lycopene product with a cis-isomer ratio of 10-70% obtained by treating lycopene at high temperature and then extracting it with a non-polar solvent. The method is easy to cause lycopene to be difficult to disperse in polar solvents, and the wall-adhering part is easy to degrade due to excessive heat, so there is a possibility of harmful degradation products; PCT / EP2007 / 006747 "Stable and biovailable compositions of isomers of carotenoids for skin and hair” describes the use of solvent heat reflux method to prepare lycopene products containing cis-isomers, wherein the proportion of cis-structure lycopene is 30-90%, but the process takes too long, which increases the operating costs, and also reduces productivity

Method used

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  • Lycopene product with rich cis-isomer and preparation method thereof
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Examples

Experimental program
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Effect test

Embodiment 1

[0019] (1) Short-term heat reflux treatment: Weigh a certain amount of 6% lycopene oleoresin, dissolve it in ethyl acetate in a light-proof and anaerobic environment, and make a 120mg / 100mL lycopene ethyl acetate solution. After heat reflux treatment in a water bath at ℃ for 0.5h, take it out for use.

[0020] (2) Static crystallization at low temperature: the concentration of the treatment solution is 120mg / 100mL, the crystallization temperature is 0°C, and the crystallization time is 36h, and the crystallization operation is carried out.

[0021] (3) Removing crystals: filtering the crystallized samples at room temperature to obtain all-trans-lycopene-based crystals and mother liquor.

[0022] (4) Mother liquor treatment: The crystallized mother liquor obtained in (3) was subjected to rotary evaporation (vacuum degree 0.1Mpa, rotation speed 50r / min) to recover the solvent, and the proportion of cis-structure lycopene in the obtained isomerized product was 68.5%.

Embodiment 2

[0024] (1) Short-term heat reflux treatment: Weigh a certain amount of 10% lycopene oleoresin, and dissolve it in a mixed solution of tetrahydrofuran and n-hexane (V tetrahydrofuran: V n-hexane = 1: 1) in a light-proof and oxygen-free environment. Prepare 40mg / 100mL lycopene tetrahydrofuran-n-hexane solution, heat reflux treatment in 67°C water bath for 3h. After that, take it out for use.

[0025] (2) Static crystallization at low temperature: the concentration of the treatment solution is 40mg / 100mL, the crystallization temperature is -20°C, and the crystallization time is 6h, and the crystallization operation is carried out.

[0026] (3) Removing crystals: Centrifuging the crystallized samples at room temperature to obtain all-trans-lycopene-based crystals and mother liquor.

[0027] (4) Mother liquor treatment: The crystallized mother liquor obtained in (3) is reclaimed by rotary evaporation (vacuum degree 0.1Mpa, rotating speed 50r / min) to recover the solvent, and the ci...

Embodiment 3

[0029] (1) Short-term heat reflux treatment: Weigh a certain amount of 90% high-purity lycopene, dissolve it in petroleum ether in a light-proof and oxygen-free environment, and make a 20mg / 100mL solution of lycopene in petroleum ether. ℃ heat reflux treatment in water bath for 4h. After that, take it out for use.

[0030] (2) Static crystallization at low temperature: the concentration of the treatment solution is 20mg / 100mL, the crystallization temperature is -10°C, and the crystallization time is 12h, and the crystallization operation is carried out.

[0031] (3) Removing crystals: Centrifuging the crystallized samples at room temperature to obtain all-trans-lycopene-based crystals and mother liquor.

[0032] (4) Mother liquor treatment: The crystallized mother liquor obtained in (3) was subjected to rotary evaporation (vacuum degree 0.1Mpa, rotation speed 50r / min) to recover the solvent, and the cis-isomer of lycopene accounted for 85% of the obtained product.

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Abstract

The invention relates to a lycopene product with rich cis-isomer and a preparation method thereof, belonging to the technical field of the production of functional food ingredients. The preparation method of the invention uses lycopene oleoresin or purified lycopene as raw material and adopts the 'short-time hot reflux-low-temperature standing and crystallization-crystal-removing-solvent-recycling from mother solution' technology to obtain high cis-lycopene product and high-purity all-anti-lycopene product. The preparation method of the invention has the advantage that high cis-lycopene product and high-purity all-anti-lycopene product can be obtained at the same time; the cis-isomer in the high cis-lycopene product is up to 60-95%, the purity of the all-anti-lycopene in crystal is up to over 95%. Production process is simple, the production efficiency is high, and the contrast advantage is obvious.

Description

technical field [0001] A lycopene product rich in cis-isomers (hereinafter referred to as high-cis lycopene product) and a preparation method thereof. The present invention uses lycopene crude extract (also known as lycopene oleoresin) or purified lycopene as raw material, through "short-term heat reflux - standing at low temperature for crystallization - removing crystallization - recovering solvent from mother liquor" The invention discloses a method for preparing a lycopene product rich in cis-isomers, which belongs to the technical field of functional food ingredient production. Background technique [0002] Lycopene is a linear polyunsaturated olefin composed of eleven conjugated double bonds and two non-conjugated double bonds, which has a strong effect of quenching singlet oxygen and scavenging free radicals in the body. A large number of in vivo and in vitro test results show that lycopene can delay the aging of the body, inhibit the oxidative damage of lymphocyte D...

Claims

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Application Information

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IPC IPC(8): C07C11/21C07C7/00C07C7/14
Inventor 张连富张环伟K·尼德鲁米
Owner JIANGNAN UNIV
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