CN108586391B - 一种蒽醌改性的石墨烯量子点aag及其制备方法与制备赖氨酸荧光检测试剂上的应用 - Google Patents

一种蒽醌改性的石墨烯量子点aag及其制备方法与制备赖氨酸荧光检测试剂上的应用 Download PDF

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CN108586391B
CN108586391B CN201711346768.4A CN201711346768A CN108586391B CN 108586391 B CN108586391 B CN 108586391B CN 201711346768 A CN201711346768 A CN 201711346768A CN 108586391 B CN108586391 B CN 108586391B
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程如梅
丁阳
张立树
邹睿韬
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Abstract

一种蒽醌改性的石墨烯量子点AAG及其制备方法与制备赖氨酸荧光检测试剂上的应用，将蒽醌引入到水溶性强的纳米量子点，具体地例如将1‑氨基蒽醌引入到石墨烯量子点上，具有发光性质、水溶性好的石墨烯量子点通过酰胺键与蒽醌相连形成，形成具有双重发光性质的石墨烯量子点，其合成方法简单、条件温和、产物易得，将该化合物用于本发明的赖氨酸检测获得良好效果，不受其它常规共存生物分子，例如丙氨酸、甘氨酸、精氨酸、蛋氨酸、葡萄糖，氨基葡萄糖等物质的影响，具有高的选择性。荧光分光光度计操作方便，样品荧光信号明显。

Description

一种蒽醌改性的石墨烯量子点AAG及其制备方法与制备赖氨 酸荧光检测试剂上的应用
技术领域
本发明涉及识别结合和用于光学检测赖氨酸的分子检测技术领域，特别涉及一种蒽醌改性的石墨烯量子点AAG及其制备方法与制备赖氨酸荧光检测试剂上的应用。
背景技术
赖氨酸是人类和动物的一种必须氨基酸，参与Krebs–Henseleit的循环和多胺的合成(Yoshida, H., Nakano, Y., Koiso, K., et al. Anal. Sci., 2001, 17, 107.Wellner, D., Meister, A. Annu. Rev. Biochem., 1981, 50, 911.)。赖氨酸饮食失衡与某些先天性代谢疾病一样，会引起胱氨酸尿症或高赖氨酸血症(Felig, P. Annu. Rev.Biochem., 1975, 44, 933. Hirayama, C., Suyama, K., Horie, Y., et al. Biochem.Med. Metab. Biol., 1987, 38, 127. )。当前世界上检测赖氨酸的方法有多种，包括电化学分析法，电泳，高效液相色谱等方法，但这些方法所用设备昂贵，操作复杂、耗时，需要专业的工作人员。荧光光度法灵敏度高测试简单。科研工作者利用葫环联脲衍生物配位Eu3+后识别赖氨酸。有人利用嵌二萘衍生物识别了赖氨酸。但这些方法因化合物在水中溶解性低或合成方法复杂而相应发展缓慢。
发明内容
为了克服以上方法的缺陷，特别是在水溶性和合成方法方面的问题，本发明提供一种蒽醌改性的石墨烯量子点AAG及其制备方法与制备赖氨酸荧光检测试剂上的应用。
本发明采用的技术解决方案是：一种蒽醌改性的石墨烯量子点AAG，其特征在于，所述的蒽醌改性的石墨烯量子点的结构式如下：
Figure 609352DEST_PATH_IMAGE001
。
一种蒽醌改性的石墨烯量子点AAG的制备方法，包括以下步骤：取0.5~4.0mg/mL的石墨烯量子点水溶液40-60 mL置于100 mL的烧杯中，滴加0.10-0.15 mL的N-羟基琥珀酰亚胺与1-(3-二甲氨基丙基)-3-乙基碳二亚胺盐酸盐的混合溶剂做催化剂，静置活化10-30min，称取0.02-0.03g的1-氨基蒽醌溶解于10mL的醇溶液中，逐滴加入上述活化的石墨烯量子点中，37-40℃水浴中加热超声均匀分散10分钟，水浴55-60℃加热2-5 h后常温避光搅拌24小时，反应结束将产物置于分子量1000的透析袋中于1000 mL去离子水中透析三天，每隔3小时换水一次，得到所述的蒽醌改性的石墨烯量子点AAG。
所述的石墨烯量子点水溶液的浓度为0.5~4.0mg/mL。
一种蒽醌改性的石墨烯量子点AAG在制备赖氨酸荧光检测试剂上的应用。
所述的赖氨酸荧光检测试剂通过以下步骤制备：将权利要求1所述的蒽醌改性的石墨烯量子点AAG，溶于水或醇水溶液，配成蒽醌改性的石墨烯量子点AAG质量浓度为0.01~0.5mg/mL的赖氨酸荧光检测试剂溶液。
所述的赖氨酸荧光检测试剂中蒽醌改性的石墨烯量子点AAG质量浓度为0.015~0.05 mg/mL。
本发明的有益效果是：本发明提供了一种蒽醌改性的石墨烯量子点AAG及其制备方法与制备赖氨酸荧光检测试剂上的应用，将蒽醌引入到水溶性强的纳米量子点，具体地例如将1-氨基蒽醌引入到石墨烯量子点上，具有发光性质、水溶性好的石墨烯量子点通过酰胺键与蒽醌相连形成，形成具有双重发光性质的石墨烯量子点，其合成方法简单、条件温和、产物易得，将该化合物用于本发明的赖氨酸检测获得良好效果，不受其它常规共存生物分子，例如丙氨酸、甘氨酸、精氨酸、蛋氨酸、葡萄糖，氨基葡萄糖等物质的影响，具有高的选择性。荧光分光光度计操作方便，样品荧光信号明显。
附图说明
图1为实施例1的化合物AAG对赖氨酸不同浓度的荧光强度响应。
图2为实施例1的化合物AAG在5倍干扰物质存在下对赖氨酸的荧光响应；其中图中每组中，棒状标低的为干扰物质的响应，高的为加入赖氨酸后的响应。
具体实施方式
为了更清楚地说明本发明内容，用具体实施例说明如下，具体实施例不限定本发明内容范围。
实施例1
化合物AAG的合成
（1）取3.0 mg/mL的石墨烯量子点水溶液60 mL置于100 mL的烧杯中，滴加0.15 mL的N-羟基琥珀酰亚胺与1-(3-二甲氨基丙基)-3-乙基碳二亚胺盐酸盐的混合溶剂做催化剂，静置活化10 min。称取0.03g的1-氨基蒽醌溶解于10mL的醇溶液中，例如甲醇、乙醇等醇溶液。逐滴加入上述活化的石墨烯量子点中，40℃水浴中加热超声均匀分散10分钟，水浴55℃加热5 h后常温避光搅拌24小时，反应结束将产物置于分子量1000的透析袋中于1000 mL去离子水中透析三天，每隔3小时换水一次，得到用于检测赖氨酸的蒽醌改性的石墨烯量子点。
（2）取2.0 mg/mL的石墨烯量子点水溶液40 mL置于100 mL的烧杯中，滴加0.10 mL的N-羟基琥珀酰亚胺与1-(3-二甲氨基丙基)-3-乙基碳二亚胺盐酸盐的混合溶剂做催化剂，静置活化30 min。称取0.02g的1-氨基蒽醌溶解于10mL的醇溶液中，例如甲醇、乙醇等醇溶液。逐滴加入上述活化的石墨烯量子点中，37℃水浴中超声均匀分散10分钟，水浴60℃加热2 h后常温避光搅拌24小时，反应结束将产物置于分子量1000的透析袋中于1000 mL去离子水中透析三天，每隔3小时换水一次，得到用于检测赖氨酸的蒽醌改性的石墨烯量子点。
实施例2（选择性实验）
荧光实验中化合物AAG配成0.02 mg/mL 水溶液储备液，生物分子选用赖氨酸、丙氨酸、精氨酸、甘氨酸、葡萄糖，氨基葡萄糖、赖氨酸、麦芽糖、乳糖、蔗糖、果糖等物质，所有实验用的溶液都为新配置，并立即实验。在432 nm发射，生物分子分别测试，实验中取储备液2.5 mL，分别加入1M的生物分子溶液。测试其荧光光谱。
实施例3 干扰物质共存检测赖氨酸实验
荧光实验中化合物AAG配成 0.025 mg/mL的水溶液。赖氨酸配成1M的标准储备液。作为干扰物质的生物分子选用甘氨酸、精氨酸、葡萄糖，氨基葡萄糖、麦芽糖、乳糖、蔗糖、果糖等物质。所有实验用的溶液都为新配置，并立即实验。干扰物质实验中，先在0.025 mg/mL的AAG的水溶液中加入5倍的干扰物质，测其荧光，再加入1M的赖氨酸, 测其荧光变化。于432 nm处检测荧光变化。
本发明机理：由于赖氨酸与该化合物氢键作用，引起分子中电子能量的变化而发生荧光强度的变化，达到检测赖氨酸的目的。而葡萄糖，氨基葡萄糖、甘氨酸、乳糖、麦芽糖、果糖等物质不能与其作用产生荧光强度的变化。表明该化合物AAG对赖氨酸具有高选择性。
以上所述仅是本发明的优选实施方式，本发明的保护范围并不仅局限于上述实施例，凡属于本发明思路下的技术方案均属于本发明的保护范围。应当指出，对于本技术领域的普通技术人员来说，在不脱离本发明原理前提下的若干改进和润饰，这些改进和润饰也应视为本发明的保护范围。

Claims (4)

1.一种蒽醌改性的石墨烯量子点AAG在制备赖氨酸荧光检测试剂上的应用，其特征在于，所述的蒽醌改性的石墨烯量子点的结构式如下：
Figure 301998DEST_PATH_IMAGE001
，所述的蒽醌改性的石墨烯量子点AAG通过以下步骤制备：取0.5~4.0mg/mL的石墨烯量子点水溶液40-60 mL置于100 mL的烧杯中，滴加0.10-0.15 mL的N-羟基琥珀酰亚胺与1-(3-二甲氨基丙基)-3-乙基碳二亚胺盐酸盐的混合溶剂做催化剂，静置活化10-30min，称取0.02-0.03g的1-氨基蒽醌溶解于10mL的醇溶液中，逐滴加入上述活化的石墨烯量子点中，37-40℃水浴中加热超声均匀分散10分钟，水浴55-60℃加热2-5 h后常温避光搅拌24小时，反应结束将产物置于分子量1000的透析袋中于1000 mL去离子水中透析三天，每隔3小时换水一次，得到所述的蒽醌改性的石墨烯量子点AAG。
2.根据权利要求1所述的蒽醌改性的石墨烯量子点AAG在制备赖氨酸荧光检测试剂上的应用，其特征在于，所述的赖氨酸荧光检测试剂通过以下步骤制备：将权利要求1所述的蒽醌改性的石墨烯量子点AAG，溶于水或醇水溶液，配成蒽醌改性的石墨烯量子点AAG质量浓度为0.01~0.5mg/mL的赖氨酸荧光检测试剂溶液。
3.根据权利要求1所述的蒽醌改性的石墨烯量子点AAG在制备赖氨酸荧光检测试剂上的应用，其特征在于，所述的赖氨酸荧光检测试剂中蒽醌改性的石墨烯量子点AAG质量浓度为0.015~0.05 mg/mL。
4.根据权利要求1所述的蒽醌改性的石墨烯量子点AAG在制备赖氨酸荧光检测试剂上的应用，其特征在于，所述的石墨烯量子点水溶液的浓度为0.5~4.0mg/mL。
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