CN111837034B - 使马尿酸类与苦杏仁酸分离的分离管柱与液相色谱仪、以及马尿酸类与苦杏仁酸的分析方法 - Google Patents

使马尿酸类与苦杏仁酸分离的分离管柱与液相色谱仪、以及马尿酸类与苦杏仁酸的分析方法 Download PDF

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CN111837034B
CN111837034B CN201880091090.6A CN201880091090A CN111837034B CN 111837034 B CN111837034 B CN 111837034B CN 201880091090 A CN201880091090 A CN 201880091090A CN 111837034 B CN111837034 B CN 111837034B
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cyclodextrin
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山口忠行
藤村大树
大槻秀幸
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Abstract

本发明涉及一种使马尿酸类与苦杏仁酸分离的分离管柱与液相色谱仪、以及马尿酸类与苦杏仁酸的分析方法,马尿酸类分析用的分离管柱(12)是填充有填充剂的分离管柱,所述填充剂中123μmol/g以上的β‑环糊精化学键结于二氧化硅基材。通过使用使123μmol/g以上的β‑环糊精化学键结于二氧化硅基材的物质作为分离管柱(12)的填充剂,即使不使用含有环糊精的流动相,也能够实现马尿酸、邻甲基马尿酸、间甲基马尿酸、对甲基马尿酸、苦杏仁酸的分离。

Description

使马尿酸类与苦杏仁酸分离的分离管柱与液相色谱仪、以及 马尿酸类与苦杏仁酸的分析方法
技术领域
本发明涉及一种使马尿酸类与苦杏仁酸分离的分离管柱、使马尿酸类与苦杏仁酸分离的液相色谱仪、以及马尿酸类与苦杏仁酸的分析方法。
背景技术
甲苯及二甲苯作为涂料或接着剂的溶剂被大量使用,报告有因作业引起的中毒例或因青少年的稀释剂玩耍引起的中毒例。日本国内,根据劳动卫生基准法,规定必须对从事有机溶剂业务的作业人员进行特殊健康诊断,即,测定作为有机溶剂的暴露指标的尿中代谢物(甲苯为马尿酸,二甲苯为甲基马尿酸),这些尿中代谢物测定在临床检查公司中通过高效液相色谱紫外线(high performance liquid chromatography-ultraviolet,HPLC-UV)法进行检查。
根据富士经济股份有限公司的报告,世界的临床检查市场在2020年达到704亿美元(USD)(7兆2000亿日元),并且,自2015年起的年平均增长率以2.4%推移。日美欧三极市场中装置的更新需要差不多,但新兴国家(东欧、俄罗斯、中国、南美、非洲)的检查环境还在整备中,因此加速了包括装置的新颖引进在内的检查体制的强化,预计今后也会带动临床检查市场。
日本国内有大型临床检查公司(SRL、BML、LSI美迪恩斯(Medience)、法尔科生物系统(FALCO biosystems)、江东微生物研究所、保健科学研究所)等承担尿中代谢物分析。这些临床检查公司以分析业务的效率化及生产性提高为目的,盛行超高速液相色谱(LC)系统的导入、新颖分析法的采用等。这些尿中代谢物测定在临床检查公司中通过HPLC-UV法进行检查。
发明内容
[发明所要解决的问题]
在利用HPLC-UV法的检查中,使用C18管柱作为分离管柱,实施了以包含磷酸缓冲液及乙腈的液体为流动相的反相分析。但是,在这样的反相分析中,无法将马尿酸、邻甲基马尿酸、间甲基马尿酸、对甲基马尿酸、苦杏仁酸等分析对象成分全部分离。
因此,还实施了使用含有环糊精(cyclodextrin)的液体作为流动相的分析。但是,环糊精及缓冲液容易以盐的形式析出,因而存在会成为分离管柱及装置的故障的原因,此外,无法进行使用质谱仪的分析的问题。
本发明是鉴于所述问题而完成,其目的在于,不使用含有环糊精的流动相便能够进行马尿酸类的分离、分析。
[解决问题的技术手段]
本发明的马尿酸类分析用的分离管柱是填充有填充剂的分离管柱,所述填充剂是123μmol/g以上的β-环糊精化学键结于二氧化硅基材而成。本发明人等确认到,通过使用使123μmol/g以上的β-环糊精化学键结于二氧化硅基材的物质作为分离管柱的填充剂,即使不使用含有环糊精的流动相,也能够进行马尿酸、邻甲基马尿酸、间甲基马尿酸、对甲基马尿酸、苦杏仁酸的分离。因此,若使用本发明的分离管柱,则不使用含有环糊精的流动相便能够进行马尿酸类的分离、分析。
另外,在本发明人等实施的实验中确认到,β-环糊精对二氧化硅基材的化学键结量越多,马尿酸类的分离越提高。另一方面,在所述实验中还确认到,β-环糊精对二氧化硅基材的化学键结量越多,各成分自分离管柱的析出时间越长。为了效率良好地进行多个检体的检查,需要缩短一个检体的分析所需要的时间,一个检体的分析所需要的时间理想为5分钟以内,更优选为4分钟以内。
本发明人等确认到,通过将化学键结于所述二氧化硅基材的β-环糊精调整为272μmol/g以下,可使作为分析对象成分的马尿酸类即马尿酸、邻甲基马尿酸、间甲基马尿酸、对甲基马尿酸、苦杏仁酸的全部在4分钟以内自分离管柱中析出来进行检测。即,若就实现马尿酸类的高速分析的观点而言,本发明的分离管柱的分离剂优选为使β-环糊精以123μmol/g以上、272μmol/g以下与二氧化硅基材化学键结而成。
本发明的马尿酸类分析用的液相色谱仪包括:以上所述的分离管柱;流动相送液部,用于将流动相向所述分离管柱送液;试样注入部,将试样注入至自所述流动相送液部朝向所述分离管柱流动的流动相中;以及检测器,连接于所述分离管柱的下游,用于检测来自所述分离管柱的析出液中的成分。由于使用填充有填充剂的分离管柱,所述填充剂是123μmol/g以上的β-环糊精化学键结于二氧化硅基材而成,因此,不使用含有环糊精的流动相便可进行马尿酸类的分离、分析。
本发明的马尿酸类的分析方法中,使用所述液相色谱仪,对包含马尿酸、邻甲基马尿酸、间甲基马尿酸、对甲基马尿酸、苦杏仁酸中的至少两种成分的试样进行色谱分析。
本发明中,作为流动相,可使用不含环糊精及缓冲液的液体,例如,包含磷酸水或甲酸水与乙腈的液体。由此,可防止由盐的析出引起的管柱或装置的故障的发生。
另外,如上所述,通过使用不含环糊精及缓冲液的液体作为流动相,能够使用质谱仪作为检测器。
[发明的效果]
本发明的分离管柱是填充有填充剂的分离管柱,所述填充剂是123μmol/g以上的β-环糊精化学键结于二氧化硅基材而成,因此,不使用含有环糊精的流动相便能够进行马尿酸类的分离、分析。
本发明的液相色谱仪使用填充有填充剂的分离管柱,所述填充剂是123μmol/g以上的β-环糊精化学键结于二氧化硅基材而成,因此,不使用含有环糊精的流动相便能够进行马尿酸类的分离、分析。
本发明的分析方法使用填充有填充剂的分离管柱进行色谱分析,所述填充剂是123μmol/g以上的β-环糊精化学键结于二氧化硅基材而成,因此,不使用含有环糊精的流动相便能够进行马尿酸类的分离、分析。
附图说明
图1是概略地表示马尿酸类分析用的液相色谱仪的一实施例的构成图。
图2是表示分离管柱填充剂中β-环糊精对二氧化硅基材的化学键结量与马尿酸类的分离度的关系的色谱图。
符号的说明
2:分析流路
4、6:送液泵
8:混合器
10:试样注入部
12:分离管柱
14:紫外线吸光度检测器(UV)
16:质谱仪(MS)
具体实施方式
以下,使用附图对本发明的马尿酸类分析用的分离管柱、液相色谱仪以及马尿酸类的分析方法进行说明。
图1是马尿酸类分析用的液相色谱仪的流路结构的一例。
本实施例的液相色谱仪包括:送液泵4、送液泵6、混合器8、试样注入部10、分离管柱12、紫外线吸光度检测器(UV)14以及质谱仪(mass spectrometer,MS)16。送液泵4用于对磷酸水或甲酸水进行送液,送液泵6用于对乙腈进行送液。构成为通过送液泵4、送液泵6进行送液的液体在混合器8中混合,并流经连接在混合器8的下游的分析流路2。
在分析流路2上,自上游侧起依序设置有试样注入部10、分离管柱12、UV 14以及MS16。送液泵4、送液泵6构成用于经由分析流路2将流动相送液至分离管柱12的流动相送液部。试样注入部10用于将试样注入至通过包含送液泵4、送液泵6的流动相送液部向分离管柱12送液的流动相中。由试样注入部10注入的试样包含马尿酸、邻甲基马尿酸、间甲基马尿酸、对甲基马尿酸、苦杏仁酸中的至少两种成分。
分离管柱12是填充有填充剂的马尿酸类分析用的分离管柱,所述填充剂是123μmol/g以上的β-环糊精化学键结于二氧化硅基材而成。通过所述分离管柱12,可分离马尿酸、邻甲基马尿酸、间甲基马尿酸、对甲基马尿酸、苦杏仁酸的全部成分。
在分离管柱12的下游,连接有UV 14及MS 16作为用于检测由分离管柱12分离出的成分的检测器。在所述液相色谱仪中,使用不含环糊精及缓冲液的液体作为流动相,因此分析体系内不会发生盐的析出。因此,能够进行使用MS 16的分析。此外,MS 16并非必需的构成部件,因而也可仅设置UV 14作为检测器。
图2是关于所述液相色谱仪的分离管柱12的填充剂中β-环糊精对二氧化硅基材的化学键结量与马尿酸类的分离度的关系来表示验证结果的色谱图。所述图中(A)是将化学键结于二氧化硅基材的β-环糊精的量设为58μmol/g的情况,(B)是将化学键结于二氧化硅基材的β-环糊精的量设为123μmol/g的情况,(C)是将化学键结于二氧化硅基材的β-环糊精的量设为207μmol/g的情况,(D)是将化学键结于二氧化硅基材的β-环糊精的量设为272μmol/g的情况。
在所述验证中,使用内径3mm、长度100mm的分离管柱。所述分离管柱中所填充的填充剂的二氧化硅凝胶的粒径约为2.2μm。使用将0.1%磷酸水与乙腈以9:1的比例混合而成的液体作为流动相,将流量设为0.8mL/min,将分离管柱12的温度(管柱烘箱的设定温度)设为40℃。各色谱图(A)~(D)是利用UV 14测定230nm的波长的光的吸光度而获得。在各色谱(A)~(D)的峰值中,“※”为肌酐(creatinine),“1”为邻甲基马尿酸,“2”为马尿酸,“3”为间甲基马尿酸,“4”为苦杏仁酸,“5”为对甲基马尿酸。
由图2可知,β-环糊精对二氧化硅基体的化学键结量越多,“1”的邻甲基马尿酸、“2”的马尿酸、“3”的间甲基马尿酸、“4”的苦杏仁酸、“5”的对甲基马尿酸的分离越提高。即,β-环糊精对二氧化硅基体的化学键结量越多,马尿酸类的分离度越提高。
另外,当β-环糊精对二氧化硅基体的化学键结量为58μmol/g时,峰值1与峰值2、峰值3与峰值4结合,邻甲基马尿酸与马尿酸、间甲基马尿酸与苦杏仁酸未分离。另一方面,当β-环糊精对二氧化硅基体的化学键结量为123μmol/g时,出现1~5的五个峰值,马尿酸类分离。因此可知,通过将β-环糊精对二氧化硅基体的化学键结量调整为123μmol/g以上,即使在移动相中不含有环糊精,也能够进行马尿酸类的分离、分析。
另外,如上所述,越增多β-环糊精对二氧化硅基体的化学键结量,马尿酸类的保持力越高,但通过保持力的提高,至测定对象成分自分离管柱12析出为止的时间也变长。为了高效率地进行分析,理想的是至检测出全部测定对象成分为止的时间为5分钟以内,更优选为4分钟以内。根据图2的验证数据可知,β-环糊精对二氧化硅基体的化学键结量为272μmol/g时,马尿酸类中自分离管柱12的析出最慢的对甲基马尿酸在4分钟以内被检测出,若β-环糊精对二氧化硅基体的化学键结量为272μmol/g以下,则可实现高速分析。
此外,在图2的验证中,使用磷酸水与乙腈的混合液作为流动相,但使用甲酸水来代替磷酸水也可获得同样的结果。

Claims (7)

1.一种使马尿酸类与苦杏仁酸分离的液相色谱仪,使试样中的所述马尿酸类与所述苦杏仁酸相互分离并进行分析,所述液相色谱仪包括:
分离管柱,其中填充剂使所述马尿酸类与所述苦杏仁酸相互分离,所述填充剂中有123μmol/g以上的β-环糊精化学键结于二氧化硅基材;
流动相送液部,用于将流动相向所述分离管柱送液;
试样注入部,将包含所述马尿酸类与所述苦杏仁酸的所述试样注入至自所述流动相送液部朝向所述分离管柱流动的所述流动相中;以及
检测器,连接于所述分离管柱的下游,用于检测来自所述分离管柱的析出液中的成分。
2.根据权利要求1所述的液相色谱仪,其中与所述分离管柱的所述二氧化硅基材化学键结的β-环糊精为272μmol/g以下。
3.根据权利要求1所述的液相色谱仪,其中所述流动相包含磷酸水或甲酸水、与乙腈。
4.根据权利要求3所述的液相色谱仪,其中所述检测器包括质谱仪。
5.一种马尿酸类与苦杏仁酸的色谱分析方法,包括:
使用其中填充剂使所述马尿酸类与所述苦杏仁酸相互分离的分离管柱作为分离管柱,
将流动相向所述分离管柱送液,
将包含所述马尿酸类与所述苦杏仁酸的试样注入至朝向所述分离管柱流动的所述流动相中,由所述分离管柱使所述马尿酸类与所述苦杏仁酸相互分离,以及
通过检测器来检测通过所述分离管柱而相互分离的所述马尿酸类与所述苦杏仁酸,
其中所述填充剂中123μmol/g以上的β-环糊精化学键结于二氧化硅基材。
6.根据权利要求5所述的色谱分析方法,其中与所述分离管柱的所述二氧化硅基材化学键结的β-环糊精为272μmol/g以下。
7.根据权利要求5所述的色谱分析方法,其中所述色谱分析中使用的流动相包含磷酸水或甲酸水、与乙腈。
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