CN100359326C - 丙酰-l-卡尼丁有关物质和含量的检测方法 - Google Patents
丙酰-l-卡尼丁有关物质和含量的检测方法 Download PDFInfo
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- CN100359326C CN100359326C CNB2006100920502A CN200610092050A CN100359326C CN 100359326 C CN100359326 C CN 100359326C CN B2006100920502 A CNB2006100920502 A CN B2006100920502A CN 200610092050 A CN200610092050 A CN 200610092050A CN 100359326 C CN100359326 C CN 100359326C
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- 238000000034 method Methods 0.000 title claims abstract description 17
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 title 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 title 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims abstract description 20
- UFAHZIUFPNSHSL-MRVPVSSYSA-N O-propanoyl-L-carnitine Chemical compound CCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C UFAHZIUFPNSHSL-MRVPVSSYSA-N 0.000 claims abstract description 20
- 239000000126 substance Substances 0.000 claims abstract description 15
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims abstract description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000010521 absorption reaction Methods 0.000 claims abstract description 8
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229920000168 Microcrystalline cellulose Polymers 0.000 claims abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 7
- 235000019253 formic acid Nutrition 0.000 claims abstract description 7
- 238000004811 liquid chromatography Methods 0.000 claims abstract description 7
- 235000019813 microcrystalline cellulose Nutrition 0.000 claims abstract description 7
- 239000008108 microcrystalline cellulose Substances 0.000 claims abstract description 7
- 229940016286 microcrystalline cellulose Drugs 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000004587 chromatography analysis Methods 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 8
- 125000002346 iodo group Chemical group I* 0.000 claims description 6
- 239000008363 phosphate buffer Substances 0.000 claims description 6
- REFMEZARFCPESH-UHFFFAOYSA-M sodium;heptane-1-sulfonate Chemical compound [Na+].CCCCCCCS([O-])(=O)=O REFMEZARFCPESH-UHFFFAOYSA-M 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 abstract description 17
- 238000001514 detection method Methods 0.000 abstract description 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- AKRQHOWXVSDJEF-UHFFFAOYSA-N heptane-1-sulfonic acid Chemical compound CCCCCCCS(O)(=O)=O AKRQHOWXVSDJEF-UHFFFAOYSA-N 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 239000008055 phosphate buffer solution Substances 0.000 abstract 1
- 238000004809 thin layer chromatography Methods 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 48
- 239000013558 reference substance Substances 0.000 description 12
- KTFMPDDJYRFWQE-DDWIOCJRSA-N (3r)-3-propanoyloxy-4-(trimethylazaniumyl)butanoate;hydrochloride Chemical compound [Cl-].CCC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C KTFMPDDJYRFWQE-DDWIOCJRSA-N 0.000 description 11
- -1 butyl alcohols Chemical class 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 239000007788 liquid Substances 0.000 description 5
- 239000012535 impurity Substances 0.000 description 4
- 230000035945 sensitivity Effects 0.000 description 3
- PHIQHXFUZVPYII-ZCFIWIBFSA-N (R)-carnitine Chemical compound C[N+](C)(C)C[C@H](O)CC([O-])=O PHIQHXFUZVPYII-ZCFIWIBFSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 150000001412 amines Chemical group 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229960000678 carnitine chloride Drugs 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
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- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
Abstract
本发明提供丙酰-L-卡尼丁有关物质和含量的检测方法，所述的检测方法是用高效液相色谱法测定丙酰-L-卡尼丁含量，流动相配制方法是在100重量份的pH值为2.4的磷酸盐缓冲液中加入0.042重量份的庚烷磺酸钠，然后加入2～10重量份的正丁醇制得，流速为每分钟0.8～1毫升，在波长210～232纳米处测其吸收；用薄层色谱法测丙酰-L-卡尼丁有关物质，展开剂的配制方法是将正丁醇∶丙酮或正己烷∶甲酸∶水＝13∶0～5∶4～8∶5～10重量份混合，用微晶纤维素预制板点样，层析缸展开，碘蒸汽显色。
Description
本申请是公开号为CN1651402A的分案申请，该申请的申请日是“2004年10月15日”，申请号为“200410035942.X”，发明创造名称为“丙酰-L-卡尼丁合成工艺及有关物质和含量的检测方法”。
技术领域
本发明涉及对丙酰-L-卡尼丁盐酸盐(propionyl-L-carnitine chloride)及其内盐(base)的有关物质和含量的检测方法。
背景技术
对于丙酰-L-卡尼丁盐酸盐(propionyl-L-camitine chloride)及其内盐(base)的有关物质和含量的检测方法，尚未见有公开报道，其测定方法难度在于其含有季胺基团，且同时具有酸性基团，其紫外吸收在波长200-400纳米处吸收较弱，峰形和检测灵敏度较低，检测方法和溶剂选择存在很大难度。
发明内容
本发明的目的是提供一种对丙酰-L-卡尼丁盐酸盐及其内盐的有关物质和含量的有效检测方法。
本发明的目的可通过如下技术措施来实现：
所述的检测方法是(1)用高效液相色谱法测定丙酰-L-卡尼丁含量，流动相配制方法是在100重量份的pH值为2.4的磷酸盐缓冲液中加入0.042重量份的庚烷磺酸钠，然后加入2～10重量份的正丁醇制得，流速为每分钟0.8～1毫升，在波长210～232纳米处测其吸收；(2)用薄层色谱法测丙酰-L-卡尼丁有关物质，展开剂的配制方法是将正丁醇∶丙酮或正己烷∶甲酸∶水＝13∶0～5∶4～8∶5～10重量份混合，用微晶纤维素预制板点样，层析缸展开，碘蒸汽显色。
本发明丙酰-L-卡尼丁有关物质和含量的检测方法优点在于，高效液相所得图谱的峰形较好，灵敏度较高，采用的C-18柱和紫外检测器均为常用设备，操作简单，易于掌握，本发明所采用的薄层色谱法同样具有灵敏度较高，操作简单且易于掌握。
具体实施方式
实施例1：
(1)用高效液相色谱法测定丙酰-L-卡尼丁含量，流动相配制法是在100克pH值为2.4的磷酸盐缓冲液中加入0.042克的庚烷磺酸钠，然后加入9克正丁醇制得，在流动相流速为每分钟1毫升，波长210纳米处测其吸收；供试品溶液配制：取丙酰-L-卡尼丁盐酸盐50毫克，加甲醇溶解至2毫升。对照品溶液配制：取丙酰-L-卡尼丁盐酸盐对照品50毫克，加甲醇溶解至2毫升。各取20微升注入液相色谱仪，记录色谱图。(2)用薄层色谱法测丙酰-L-卡尼丁有关物质，展开剂的配制方法为：将正丁醇∶正己烷∶甲酸∶水依次按13∶5∶5∶10重量份混合：供试品溶液配制：取丙酰-L-卡尼丁盐酸盐50毫克，加甲醇溶解至2毫升。取1毫升加甲醇至100毫升，作为对照品溶液。分别取15微升在同一微晶纤维素预制板上点样，层析缸展开，碘蒸汽显色。供试品溶液如显杂质斑点，其颜色与对照品相比，不得更深。
实施例2：
(1)用高效液相色谱法测定丙酰-L-卡尼丁含量，流动相配制法是在100克pH值为2.4的磷酸盐缓冲液中加入0.042克的庚烷磺酸钠，然后加入3克正丁醇制得，在流动相流速为每分钟0.8毫升，波长230纳米处测其吸收；供试品溶液配制：取丙酰-L-卡尼丁盐酸盐内盐40毫克，加甲醇溶解至2毫升。对照品溶液配制：取丙酰-L-卡尼丁盐酸盐内盐对照品40毫克，加甲醇溶解至2毫升。各取20微升注入液相色谱仪，记录色谱图。(2)用薄层色谱法测丙酰-L-卡尼丁有关物质，展开剂的配制方法为：将正丁醇∶甲酸∶水依次按13∶8∶5重量份混合；供试品溶液配制：取丙酰-L-卡尼丁盐酸盐内盐40毫克，加甲醇溶解至2毫升。取1毫升加甲醇至100毫升，作为对照品溶液。分别取15微升在同一微晶纤维素预制板上点样，层析缸展开，碘蒸汽显色。供试品溶液如显杂质斑点，其颜色与对照品相比，不得更深。
实施例3：
(1)用高效液相色谱法测定丙酰-L-卡尼丁含量，流动相配制法是在100克pH值为2.4的磷酸盐缓冲液中加入0.042克的庚烷磺酸钠，然后加入9克正丁醇制得，在流动相流速为每分钟0.9毫升，波长225纳米处测其吸收；供试品溶液配制：取丙酰-L-卡尼丁盐酸盐50毫克，加甲醇溶解至2毫升。对照品溶液配制：取丙酰-L-卡尼丁盐酸盐对照品50毫克，加甲醇溶解至2毫升。各取20微升注入液相色谱仪，记录色谱图。(2)用薄层色谱法测丙酰-L-卡尼丁有关物质，展开剂的配制方法为：将正丁醇∶甲酸∶水依次按13∶7∶6重量份混合；供试品溶液配制：取丙酰-L-卡尼丁盐酸盐50毫克，加甲醇溶解至2毫升。取1毫升加甲醇至100毫升，作为对照品溶液。分别取15微升在同一微晶纤维素预制板上点样，层析缸展开，碘蒸汽显色。供试品溶液如显杂质斑点，其颜色与对照品相比，不得更深。
实施例4：
(1)用高效液相色谱法测定丙酰-L-卡尼丁含量，流动相配制法是在100克pH值为2.4的磷酸盐缓冲液中加入0.042克的庚烷磺酸钠，然后加入3克正丁醇制得，在流动相流速为每分钟1毫升，波长210纳米处测其吸收；供试品溶液配制：取丙酰-L-卡尼丁盐酸盐内盐40毫克，加甲醇溶解至2毫升。对照品溶液配制：取丙酰-L-卡尼丁盐酸盐内盐对照品40毫克，加甲醇溶解至2毫升。各取20微升注入液相色谱仪，记录色谱图。(2)用薄层色谱法测丙酰-L-卡尼丁有关物质，展开剂的配制方法为：将正丁醇∶丙酮∶甲酸∶水依次按13∶4∶4∶9重量份混合；供试品溶液配制：取丙酰-L-卡尼丁盐酸盐内盐40毫克，加甲醇溶解至2毫升。取1毫升加甲醇至100毫升，作为对照品溶液。分别取15微升在同一微晶纤维素预制板上点样，层析缸展开，碘蒸汽显色。供试品溶液如显杂质斑点，其颜色与对照品相比，不得更深。
Claims (1)
1、丙酰-L-卡尼丁有关物质和含量的检测方法，其特征在于
(1)用高效液相色谱法测定丙酰-L-卡尼丁含量，流动相配制方法是在100重量份的pH值为2.4的磷酸盐缓冲液中加入0.042重量份的庚烷磺酸钠，然后加入2～10重量份的正丁醇制得，流速为每分钟0.8～1毫升，在波长210～232纳米处测其吸收；
(2)用薄层色谱法测丙酰-L-卡尼丁有关物质，展开剂的配制方法是将正丁醇∶丙酮或正己烷∶甲酸∶水＝13∶0～5∶4～8∶5～10重量份混合，用微晶纤维素预制板点样，层析缸展开，碘蒸汽显色。
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| CN 200410035942 Division CN1290821C (zh) | 2004-10-15 | 2004-10-15 | 丙酰－l－卡尼丁的合成工艺 |
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| CN100359326C true CN100359326C (zh) | 2008-01-02 |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4636471A (en) * | 1983-04-05 | 1987-01-13 | Hamari Chemicals Ltd. | Biochemical method for preparation of optically active carnitine Enterobacter sp. Y-239-b |
| JP2002277452A (ja) * | 2001-03-19 | 2002-09-25 | Meiji Milk Prod Co Ltd | 食品中のｌ−カルニチン類の測定法 |
| CN1408704A (zh) * | 2001-09-27 | 2003-04-09 | 东北制药总厂 | 乙酰左卡尼汀盐酸盐的制备方法 |
-
2004
- 2004-10-15 CN CNB2006100920502A patent/CN100359326C/zh not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4636471A (en) * | 1983-04-05 | 1987-01-13 | Hamari Chemicals Ltd. | Biochemical method for preparation of optically active carnitine Enterobacter sp. Y-239-b |
| JP2002277452A (ja) * | 2001-03-19 | 2002-09-25 | Meiji Milk Prod Co Ltd | 食品中のｌ−カルニチン類の測定法 |
| CN1408704A (zh) * | 2001-09-27 | 2003-04-09 | 东北制药总厂 | 乙酰左卡尼汀盐酸盐的制备方法 |
Non-Patent Citations (2)
| Title |
|---|
| HPLC法测定左旋卡尼汀注射液的含量. 杨清华等.齐鲁药事，第23卷第4期. 2004 * |
| L-卡尼丁分子压印聚合物作为手性分离色谱固定相的研究. 李晓桃等.分析化学，第30卷第4期. 2002 * |
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Effective date of registration: 20150428 Address after: 215123, Suzhou Jiangsu Industrial Park, if the water 388 nanotechnology, National University Science Park, D building, 7 floor Patentee after: Suzhou Lanxite Biotechnology Co., Ltd. Address before: 255400 Linzi, Shandong province people's road, No. 28 East Road, No. Patentee before: Qidu Pharmaceutical Co., Ltd., Shandong Prov. |
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| CP03 | Change of name, title or address | ||
| CP03 | Change of name, title or address |
Address after: 215123 Suzhou Industrial Park, Suzhou, Jiangsu, No. 388, Nanshui, 7 D, National Science and Technology Park, Nanshui University. Patentee after: Suzhou Netac biotechnology Limited by Share Ltd Address before: 215123 Jiangsu Suzhou Industrial Park 388, Nanshui, Nanshui, 7 D, National Science and technology park. Patentee before: Suzhou Lanxite Biotechnology Co., Ltd. |
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| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20080102 Termination date: 20181015 |
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| CF01 | Termination of patent right due to non-payment of annual fee |