WO2004096205A1 - A process for producing an additive comprising a salt obtained from hydroxy methionine and a trace element - Google Patents

A process for producing an additive comprising a salt obtained from hydroxy methionine and a trace element Download PDF

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WO2004096205A1
WO2004096205A1 PCT/CN2003/000483 CN0300483W WO2004096205A1 WO 2004096205 A1 WO2004096205 A1 WO 2004096205A1 CN 0300483 W CN0300483 W CN 0300483W WO 2004096205 A1 WO2004096205 A1 WO 2004096205A1
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additive
hydroxymethionine
methionine
producing
trace element
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Yiqiang Huang
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Yiqiang Huang
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
    • A61K31/19—Carboxylic acids, e.g. valproic acid
    • A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
    • 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
    • A23K20/142—Amino acids; Derivatives thereof
    • 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
    • A23K20/20—Inorganic substances, e.g. oligoelements
    • A23K20/30—Oligoelements
    • 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
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/16—Inorganic salts, minerals or trace elements
    • 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
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/17—Amino acids, peptides or proteins
    • A23L33/175—Amino acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/02—Nutrients, e.g. vitamins, minerals

Definitions

  • the invention relates to a method for preparing a trace element additive.
  • the technical problem to be solved by the present invention is to provide a method for preparing a trace element additive that can provide nutrition of methionine in addition to satisfying the nutrition of trace elements by animals and human bodies.
  • the method has the advantages of simple process, low cost, high production efficiency, easy promotion and safe and convenient operation.
  • the trace element additive in the present invention is a hydroxymethionine chelate (H ⁇ OiSM). Its preparation method is as follows ⁇
  • the molar ratio of liquid hydroxymethionine to the inorganic salt solution of metal salt is 1: 1. At a temperature of 30 ⁇ 80 ° C, in the presence of sodium hydroxide, control the pH value of 5 ⁇ 8, and react under normal pressure conditions of 0.8 ⁇ 1.2 Hour, hydroxymethionine chelate is formed; its reaction formula is as follows:
  • this chelate salt is absorbed through the amino acid pathway in the digestive tract, the speed is fast, the absorption rate is greatly improved, the biological value is high, and the amount of additives can be reduced; it has a good promotion effect on improving the nutrition of trace elements in humans and animals ; In addition to satisfying the nutrition of trace elements of humans and animals, it can also provide methionine nutrition, so it can promote growth; it can also avoid the destruction of vitamins and other active substances by inorganic salts; and it can significantly improve the utilization of words.
  • This hydroxymethionine chelate has a stable chemical structure, is safe, non-toxic, and non-irritating.
  • This additive can be widely used in various animals: such as pigs, poultry, aquatic animals, etc., but also in humans.
  • the invention has the advantages of simple process, low cost, high production efficiency, easy promotion, safe and convenient operation, and the like.
  • Feeding boars with 200 to 400 g / ton of this additive can promote growth and improve disease resistance; prolong the breeding life of breeding pigs; and feeding suckling piglets with 200 400 g / ton of this additive can help improve hematopoietic function and immune function. Improve anti-stress and immunity, promote growth, and significantly increase the economic value of feed.
  • Feeding fat pigs can promote growth, improve feed-to-meat ratio, improve meat color, and make pig skin ruddy and shiny. Feeding meat and poultry The growth rate is increased, the feed-to-meat ratio is decreased, feather luster is enhanced, stress capacity is increased, and mortality is reduced.
  • Feeding aquatic animals can enhance immunity, reduce morbidity and mortality, promote growth, reduce disease occurrence, and improve corpus utilization.
  • Example 2 Preparation and application of hydroxymethionine iron (C 5 H 1 ( ASF e )-hydroxymethionine + ferrous sulfate + 98% sodium hydroxide at 8CTC reaction temperature, adjusting the pH to 5 and reacting for 0.8 hours to obtain 115 kg of methionine iron, centrifuged and washed; dried, pulverized, and finished.
  • the iron content is 21.3%, and the content of hydroxymethionine is 52.4%.
  • the reaction formula is as follows:
  • Feeding boars with this additive at 300 ⁇ 500 g / ton can promote growth and improve disease resistance; prolong the breeding life of breeding boars; feeding sows with this additive can significantly increase iron reserves in piglets and increase birth of piglets Weight and survival rate; Increased iron concentration in milk; Feeding piglets can effectively prevent piglet anemia, reduce mortality, significantly increase piglet hemoglobin levels, improve immunity and disease resistance, and promote growth. Feeding and fattening pigs promote growth, improve feed-to-meat ratio, improve meat color, and make pig skin ruddy and shiny. Feeding meat and poultry is conducive to the feed-to-meat ratio, improves the hatchability of eggs, increases the ability to resist stress, and reduces mortality. Feeding aquatic animals promotes growth, improves survival, and increases iron absorption.

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Nutrition Science (AREA)
  • Veterinary Medicine (AREA)
  • Mycology (AREA)
  • Inorganic Chemistry (AREA)
  • Animal Husbandry (AREA)
  • Zoology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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  • Bioinformatics & Cheminformatics (AREA)
  • Diabetes (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Fodder In General (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Feed For Specific Animals (AREA)

Abstract

The present invention relates to a process for producing an additive comprising a chelate of hydroxy methionine and a trace element (C5H10O1SM),wherein said M is a specific element. The process comprises the following steps: mixing the hydroxy methionine liquid with a inorganic metal salt in a mole ratio of 1:1; reacting the mixture at a temperature ranging between 30-80°C and pH range of 5-8 and at atmospheric pressure for 0.5-1.0 hour to produce a chelate. This additive can be used to provide nutrition of trace elements and methionine for human and animals at lowered levels. The process according to the present invention has, the advantages that the operation is simple and safe, the cost is low and the productivity is high.

Description

技术领域  Technical field
本发明涉及一种微量元素添加剂的制备方法。  The invention relates to a method for preparing a trace element additive.
背景技术  Background technique
当前人类和动物补充微量元素锌、 铁、 锰、 钴、 镁、 硒、 铬、 铜等大 都采用其无机盐形式， 吸收利用必须通过多种生物学屏障， 其吸收率低， 添加量大， 生物学效价低； 而且这些无机盐对维生素等活性物质有破坏作 用。  At present, most humans and animals supplement trace elements zinc, iron, manganese, cobalt, magnesium, selenium, chromium, copper, etc., mostly adopt their inorganic salt forms. Their absorption and utilization must pass through a variety of biological barriers, their absorption rate is low, and their added amount is large. The academic value is low; and these inorganic salts have a destructive effect on active substances such as vitamins.
发明内容  Summary of the Invention
本发明所要解决的技术问题是提供一种除满足动物及人体对微量元素 的营养外， 还可以提供蛋氨酸之营养的一种微量元素添加剂的制备方法。 该方法工艺简单、 成本低廉、 生产效率高、 易推广、 操作安全方便。  The technical problem to be solved by the present invention is to provide a method for preparing a trace element additive that can provide nutrition of methionine in addition to satisfying the nutrition of trace elements by animals and human bodies. The method has the advantages of simple process, low cost, high production efficiency, easy promotion and safe and convenient operation.
本发明中微量元素添加剂为羟基蛋氨酸盐螯合物 （ H^OiSM )。 其制备方法如下- The trace element additive in the present invention is a hydroxymethionine chelate (H ^ OiSM). Its preparation method is as follows −
1、 液体羟基蛋氨酸与金属盐的无机盐溶液以摩尔比为 1： 1,在温度 30〜80°C， 在氢氧化钠存在下， 控制 PH值 5〜8， 常压条件下反应 0.8〜1.2 小时， 生成羟基蛋氨酸盐螯合物； 其反应式如下： 1. The molar ratio of liquid hydroxymethionine to the inorganic salt solution of metal salt is 1: 1. At a temperature of 30 ~ 80 ° C, in the presence of sodium hydroxide, control the pH value of 5 ~ 8, and react under normal pressure conditions of 0.8 ~ 1.2 Hour, hydroxymethionine chelate is formed; its reaction formula is as follows:
OH OH OH OH
CH3-S-CH2-CH2C IH-COOH+MS04+2NaOH M ( CH3-S-CH2-CH2-CH I-COO ) OHCH 3 -S-CH 2 -CH 2 C IH-COOH + MS0 4 + 2NaOH M (CH 3 -S-CH 2 -CH 2 -CH I-COO) OH
+Na2S0 +2H20 + Na 2 S0 + 2H 2 0
2、 离心分离、 水洗； 3、 烘干、 粉碎、 包装成成品。 2. Centrifuge and wash; 3. Drying, crushing and packaging into finished products.
由于这种螯合盐是在消化道内通过氨基酸途径吸收， 速度快、 吸收率 大大提高， 生物学效价高、 可降低添加剂的用量； 对改善人和动物的微量 元素营养具有很好的促进作用； 满足人及动物的微量元素的营养外， 还可 提供蛋氨酸之营养， 故可以促进生长； 还可以避免无机盐对维生素等活性 物质的破坏； 可以显著提高词料的利用率。 这种羟基蛋氨酸螯合物具有稳 定的化学结构、安全无毒 、无剌激性。这种添加剂可广泛应用于各种动物: 如猪、 禽、 水产动物等， 也可应用于人。 本发明具有工艺简单、 成本低廉、 生产效率高、 易推广、 操作安全方便等优点。  Because this chelate salt is absorbed through the amino acid pathway in the digestive tract, the speed is fast, the absorption rate is greatly improved, the biological value is high, and the amount of additives can be reduced; it has a good promotion effect on improving the nutrition of trace elements in humans and animals ; In addition to satisfying the nutrition of trace elements of humans and animals, it can also provide methionine nutrition, so it can promote growth; it can also avoid the destruction of vitamins and other active substances by inorganic salts; and it can significantly improve the utilization of words. This hydroxymethionine chelate has a stable chemical structure, is safe, non-toxic, and non-irritating. This additive can be widely used in various animals: such as pigs, poultry, aquatic animals, etc., but also in humans. The invention has the advantages of simple process, low cost, high production efficiency, easy promotion, safe and convenient operation, and the like.
具体实施方式  detailed description
实施例 1 : 羟基蛋氨酸锌 （Cy^o ^SZn) 的制备方法应用：  Example 1 Preparation method of zinc hydroxymethionine (Cy ^ o ^ SZn) Application:
(一）羟基蛋氨酸 +—水硫酸锌 +98%氢氧化钠在 40°C 的反应温度 下，调节 PH为 7，反应 0.5小时，得到羟基蛋氨酸锌，其中锌含量为 28.1%， 羟基蛋氨酸含量 71.9%。 其反应式如下：  (I) Hydroxymethionine + zinc hydrosulfate + 98% sodium hydroxide at a reaction temperature of 40 ° C, adjusting the pH to 7, and reacting for 0.5 hours to obtain zinc hydroxymethionine, wherein the zinc content is 28.1%, and the hydroxymethionine content is 71.9 %. The reaction formula is as follows:
OH OH OH OH
CH3-S-CH2-CH2-CH-COOH+ZnS04+2NaOH Zn ( CH3-S-CH2-CH2-CH-COO ) OHCH 3 -S-CH 2 -CH 2 -CH-COOH + ZnS0 4 + 2NaOH Zn (CH 3 -S-CH 2 -CH 2 -CH-COO) OH
+Na2S04+H20 + Na 2 S0 4 + H 2 0
离心分离、 水洗； 烘干、 粉碎、 即为成品。 用本添加剂 200〜400克 /吨 喂公猪， 可促进生长、 提高抗病能力； 延长种猪繁殖使用寿命； 用本添加 剂 200 400克 /吨喂乳仔猪， 可有利于改善造血功能与免疫机能， 提高抗应 激能力与免疫力， 促进生长， 显著提高饲料的经济价值。 喂肥肉猪则可促 进生长， 改善料肉比， 改善肉色， 使猪皮肤红润， 毛色光亮。 喂肉禽可使 生长速度提高， 料肉比下降， 增强羽毛光泽度， 提高其应激能力， 降低死 亡率。 喂水产动物， 可增强免疫力， 降低发病率与死亡率， 促进生长,减少 疾病发生， 提高词料利用率。 Centrifugation, washing, drying, crushing, and finished products. Feeding boars with 200 to 400 g / ton of this additive can promote growth and improve disease resistance; prolong the breeding life of breeding pigs; and feeding suckling piglets with 200 400 g / ton of this additive can help improve hematopoietic function and immune function. Improve anti-stress and immunity, promote growth, and significantly increase the economic value of feed. Feeding fat pigs can promote growth, improve feed-to-meat ratio, improve meat color, and make pig skin ruddy and shiny. Feeding meat and poultry The growth rate is increased, the feed-to-meat ratio is decreased, feather luster is enhanced, stress capacity is increased, and mortality is reduced. Feeding aquatic animals can enhance immunity, reduce morbidity and mortality, promote growth, reduce disease occurrence, and improve corpus utilization.
实施例 2: 羟基蛋氨酸铁 （C5H1(ASFe) 的制备及应用- 羟基蛋氨酸 +硫酸亚铁 +98%氢氧化钠在 8CTC 的反应温度下， 调节 PH为 5， 反应 0.8小时， 得到羟基蛋氨酸铁 115公斤， 离心分离、 水洗； 烘干、粉碎、 即为成品。其中铁含量为 21.3%， 羟基蛋氨酸含量 52.4%。其 反应式如下： Example 2: Preparation and application of hydroxymethionine iron (C 5 H 1 ( ASF e )-hydroxymethionine + ferrous sulfate + 98% sodium hydroxide at 8CTC reaction temperature, adjusting the pH to 5 and reacting for 0.8 hours to obtain 115 kg of methionine iron, centrifuged and washed; dried, pulverized, and finished. The iron content is 21.3%, and the content of hydroxymethionine is 52.4%. The reaction formula is as follows:
OH OH OH OH
CH3-S-CH2-CH2-CH-COOH+FeS04 ·ηΗ20+2ΝαΟΗ Fe ( CH3-S-CH2-CH2-CH-COO )CH 3 -S-CH 2 -CH 2 -CH-COOH + FeS0 4 · ηΗ 2 0 + 2ΝαΟΗ Fe (CH 3 -S-CH 2 -CH 2 -CH-COO)
OH +Na2S04+ (n+1 ) H20 OH + Na 2 S0 4 + (n + 1) H 2 0
用本添加剂 300〜500克 /吨喂种公猪， 可促进生长、 提高抗病能力； 延 长种公猪繁殖使用寿命； 用本添加剂喂母猪， 可显著提高胎内仔猪体内铁 储备， 提高仔猪初生体重和成活率； 乳汁中铁浓度提高； 喂仔猪可有效预 防仔猪贫血， 死亡率降低， 显著提高仔猪血红蛋白水平， 提高免疫抗病能 力， 促进生长。 喂、 肥肉猪则促进生长， 改善料肉比， 改善肉色， 使猪皮 肤红润， 毛色光亮。 喂肉禽有利于料肉比， 提高种蛋孵化率， 提高抗应激 能力， 降低死亡率。 喂水产动物可促进生长， 提高成活率， 增加铁吸收。  Feeding boars with this additive at 300 ~ 500 g / ton can promote growth and improve disease resistance; prolong the breeding life of breeding boars; feeding sows with this additive can significantly increase iron reserves in piglets and increase birth of piglets Weight and survival rate; Increased iron concentration in milk; Feeding piglets can effectively prevent piglet anemia, reduce mortality, significantly increase piglet hemoglobin levels, improve immunity and disease resistance, and promote growth. Feeding and fattening pigs promote growth, improve feed-to-meat ratio, improve meat color, and make pig skin ruddy and shiny. Feeding meat and poultry is conducive to the feed-to-meat ratio, improves the hatchability of eggs, increases the ability to resist stress, and reduces mortality. Feeding aquatic animals promotes growth, improves survival, and increases iron absorption.
实施例 3 : 羟基蛋氨酸铜：  Example 3: Copper methionine:
羟基蛋氨酸 +五水硫酸铜 +氢氧化钠在保持 40 °C的反应温度下， 控制 PH为 7反应 0.5小时， 得到羟基蛋氨酸铜， 其中铜含量为 16.3%， 羟基蛋 氨酸含量为 73.1%。 其反应式如下： OH OHHydroxymethionine + copper sulfate pentahydrate + sodium hydroxide was maintained at a reaction temperature of 40 ° C, and the pH was controlled to 7 for 0.5 hours to obtain copper methionine, wherein the copper content was 16.3% and the hydroxymethionine content was 73.1%. The reaction formula is as follows: OH OH
CH3-S-CH2-C¾-CH-COOH+CuS04 »5H20+2NaOH Cu( CH3-S-CH2-CH2-CH-COO )CH 3 -S-CH 2 -C¾-CH-COOH + CuS0 4 »5H 2 0 + 2NaOH Cu (CH 3 -S-CH 2 -CH 2 -CH-COO)
OH +Na2S04+6H20 OH + Na 2 S0 4 + 6H 2 0
实施例 4: 羟基蛋氨酸锰：  Example 4: Manganese hydroxymethionine:
羟基蛋氨酸 +—水硫酸锰 +98%氢氧化钠控制 PH为 6，保持反应温度 为 45°C，得到羟基蛋氨酸锰，其中锰含量为 21. 7%,羟基蛋氨酸含量 52. 8%。 反应式如下：  Hydroxymethionine + -manganese sulfate + 98% sodium hydroxide to control the pH to 6 and maintain the reaction temperature at 45 ° C to obtain hydroxymethionine manganese, in which the manganese content is 21.7%, and the hydroxymethionine content is 52.8%. The reaction is as follows:
OH OHOH OH
CH3-S-CH2-CH-COOH+MnS04 · H20+2NaOH Mn ( CH3-S-C¾-CH2-CH-COO )CH 3 -S-CH 2 -CH-COOH + MnS0 4 · H 2 0 + 2NaOH Mn (CH 3 -S-C¾-CH 2 -CH-COO)
OH +Na2S04+2H20 OH + Na 2 S0 4 + 2H 2 0

Claims

( 1 )、 液体羟基蛋氨酸与权金属无机盐 (硫酸盐)或氧化物水溶液以摩尔 比为 0.8： 1, 在温度 30~80°C， 或氢氧化钠存在下， 控制 PH值 5〜8， 常压条 件下反应 0.5〜1 小时， 得到羟基蛋氨酸盐； (1), the molar ratio of the liquid hydroxymethionine to the right metal inorganic salt (sulfate) or the aqueous solution of the oxide is 0.8: 1, at a temperature of 30 to 80 ° C, or in the presence of sodium hydroxide, the pH value is controlled to 5 to 8, React under normal pressure for 0.5 ~ 1 hour to obtain hydroxymethionine salt;
(2)、 离心分离、 水洗；  (2) centrifugation and washing;
(3)、 烘干、 粉碎、 包装成成品。 求  (3), drying, crushing and packaging into finished products. begging
PCT/CN2003/000483 2003-04-30 2003-06-23 A process for producing an additive comprising a salt obtained from hydroxy methionine and a trace element WO2004096205A1 (en)

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CN101704774B (en) * 2009-10-30 2013-11-20 长沙兴加生物技术有限公司 Hydroxyl nickel methionine and preparation method and application thereof
CN101701004B (en) * 2009-10-30 2013-06-12 长沙兴加生物技术有限公司 Nickel glycinate and preparation method and application thereof

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CN1333655A (en) * 1999-03-05 2002-01-30 阿格里斯图迪奥有限责任公司 Chelated feed additive and method of preparation
CN1338254A (en) * 2000-08-16 2002-03-06 黄逸强 Hydroxymethionine salt as trace element additive and its preparing process

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