CN103254104B - 一种微量元素蛋氨酸羟基类似物螯合物添加剂的制备方法 - Google Patents
一种微量元素蛋氨酸羟基类似物螯合物添加剂的制备方法 Download PDFInfo
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- CN103254104B CN103254104B CN201310199220.7A CN201310199220A CN103254104B CN 103254104 B CN103254104 B CN 103254104B CN 201310199220 A CN201310199220 A CN 201310199220A CN 103254104 B CN103254104 B CN 103254104B
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- 231100000419 toxicity Toxicity 0.000 description 1
- 230000029663 wound healing Effects 0.000 description 1
- 229960001939 zinc chloride Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229960001296 zinc oxide Drugs 0.000 description 1
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CN103641754B (zh) * | 2013-11-19 | 2016-08-24 | 宁夏紫光天化蛋氨酸有限责任公司 | 药用d,l-2-羟基-4-甲硫基丁酸金属螯合物的制备方法 |
CN103641755B (zh) * | 2013-11-19 | 2016-03-30 | 重庆紫光化工股份有限公司 | D,l-2-羟基-4-甲硫基丁酸微量元素螯合物的制备方法 |
CN105746887A (zh) * | 2016-02-04 | 2016-07-13 | 石家庄飞龙饲料有限公司 | 水溶性小肽微量元素螯合物的生产方法 |
CN109369478B (zh) * | 2018-11-23 | 2021-01-26 | 广州天科生物科技有限公司 | 一种蛋氨酸锌螯合物的合成方法 |
CN109805174A (zh) * | 2018-12-26 | 2019-05-28 | 中粮(北京)饲料科技有限公司 | 一种蛋氨酸羟基类似物粉剂及其制备方法和应用 |
CN109965132A (zh) * | 2019-03-18 | 2019-07-05 | 常州市四季禽业有限公司 | 一种提高江南白鹅后期采食量的饲料及其应用 |
CN112745250A (zh) * | 2020-12-30 | 2021-05-04 | 天宝动物营养科技股份有限公司 | 一种d,l-2-羟基-4-甲硫基丁酸盐的制备方法 |
CN113261614A (zh) * | 2021-05-21 | 2021-08-17 | 天宝动物营养科技股份有限公司 | 蛋氨酸羟基类似物-磷酸钙盐及其饲料制剂和制备方法 |
CN114162871A (zh) * | 2021-11-23 | 2022-03-11 | 广西锰华新能源科技发展有限公司 | 一种碱式硫酸锰的制备方法 |
CN114805149B (zh) * | 2022-04-24 | 2023-03-24 | 昕嘉生物技术(长沙)有限公司 | 羟基蛋氨酸锌及其在增强巨噬细胞吞噬功能上的应用 |
CN114702418B (zh) * | 2022-04-25 | 2024-06-25 | 长沙兴嘉生物工程股份有限公司 | 一种环保的羟基蛋氨酸金属螯合物的制备方法 |
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2044755A (en) * | 1979-03-06 | 1980-10-22 | Degussa | Derivatives of D-2-hydroxy-4- methylmercaptobutyric acid, a Process for their Production and their Use |
CN1290488A (zh) * | 2000-08-16 | 2001-04-11 | 黄逸强 | 羟基蛋氨酸铁饲料添加剂及其制备方法 |
CN1333655A (zh) * | 1999-03-05 | 2002-01-30 | 阿格里斯图迪奥有限责任公司 | 螯合的饲料添加剂和制备方法 |
CN101735122A (zh) * | 2009-12-18 | 2010-06-16 | 李宁 | 一种羟基蛋氨酸盐和配合物的制备方法 |
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Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2044755A (en) * | 1979-03-06 | 1980-10-22 | Degussa | Derivatives of D-2-hydroxy-4- methylmercaptobutyric acid, a Process for their Production and their Use |
CN1333655A (zh) * | 1999-03-05 | 2002-01-30 | 阿格里斯图迪奥有限责任公司 | 螯合的饲料添加剂和制备方法 |
CN1290488A (zh) * | 2000-08-16 | 2001-04-11 | 黄逸强 | 羟基蛋氨酸铁饲料添加剂及其制备方法 |
CN101735122A (zh) * | 2009-12-18 | 2010-06-16 | 李宁 | 一种羟基蛋氨酸盐和配合物的制备方法 |
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