CN113893833B - 一种分子印迹复合二维材料高通量识别黄曲霉毒素的制备方法及其应用 - Google Patents
一种分子印迹复合二维材料高通量识别黄曲霉毒素的制备方法及其应用 Download PDFInfo
- Publication number
- CN113893833B CN113893833B CN202111427274.5A CN202111427274A CN113893833B CN 113893833 B CN113893833 B CN 113893833B CN 202111427274 A CN202111427274 A CN 202111427274A CN 113893833 B CN113893833 B CN 113893833B
- Authority
- CN
- China
- Prior art keywords
- aflatoxin
- molecularly imprinted
- hours
- polymer
- spinning
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 229930195730 Aflatoxin Natural products 0.000 title claims abstract description 46
- 239000005409 aflatoxin Substances 0.000 title claims abstract description 46
- XWIYFDMXXLINPU-UHFFFAOYSA-N Aflatoxin G Chemical compound O=C1OCCC2=C1C(=O)OC1=C2C(OC)=CC2=C1C1C=COC1O2 XWIYFDMXXLINPU-UHFFFAOYSA-N 0.000 title claims abstract description 32
- 239000002131 composite material Substances 0.000 title claims abstract description 10
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- 239000000463 material Substances 0.000 title abstract description 12
- 229920000642 polymer Polymers 0.000 claims abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229910052982 molybdenum disulfide Inorganic materials 0.000 claims abstract description 9
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 9
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 7
- 239000000178 monomer Substances 0.000 claims abstract description 7
- LYCAIKOWRPUZTN-NMQOAUCRSA-N 1,2-dideuteriooxyethane Chemical compound [2H]OCCO[2H] LYCAIKOWRPUZTN-NMQOAUCRSA-N 0.000 claims abstract description 4
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2,2'-azo-bis-isobutyronitrile Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims abstract description 4
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 4
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 4
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims abstract description 4
- 230000010355 oscillation Effects 0.000 claims abstract description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 4
- 238000009210 therapy by ultrasound Methods 0.000 claims abstract description 4
- 229920000344 molecularly imprinted polymer Polymers 0.000 claims description 25
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 21
- 238000009987 spinning Methods 0.000 claims description 17
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- 239000012528 membrane Substances 0.000 claims description 7
- NXJCRELRQHZBQA-UHFFFAOYSA-N 5,7-dimethoxy-1-benzopyran-2-one Chemical group C1=CC(=O)OC2=CC(OC)=CC(OC)=C21 NXJCRELRQHZBQA-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 239000002121 nanofiber Substances 0.000 claims description 5
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 3
- 238000010041 electrostatic spinning Methods 0.000 claims description 3
- 238000000227 grinding Methods 0.000 claims description 3
- 239000011261 inert gas Substances 0.000 claims description 3
- 239000004005 microsphere Substances 0.000 claims description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 3
- 239000000758 substrate Substances 0.000 claims description 3
- 125000003944 tolyl group Chemical group 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 125000005395 methacrylic acid group Chemical group 0.000 claims 1
- 238000001179 sorption measurement Methods 0.000 description 15
- OQIQSTLJSLGHID-WNWIJWBNSA-N aflatoxin B1 Chemical compound C=1([C@@H]2C=CO[C@@H]2OC=1C=C(C1=2)OC)C=2OC(=O)C2=C1CCC2=O OQIQSTLJSLGHID-WNWIJWBNSA-N 0.000 description 10
- 229930020125 aflatoxin-B1 Natural products 0.000 description 10
- 101100449517 Arabidopsis thaliana GRH1 gene Proteins 0.000 description 9
- 101100434479 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) AFB1 gene Proteins 0.000 description 9
- 102100034213 ATPase family protein 2 homolog Human genes 0.000 description 8
- 101100434480 Arabidopsis thaliana AFB2 gene Proteins 0.000 description 8
- 101000780587 Homo sapiens ATPase family protein 2 homolog Proteins 0.000 description 8
- WWSYXEZEXMQWHT-WNWIJWBNSA-N aflatoxin B2 Chemical compound C=1([C@@H]2CCO[C@@H]2OC=1C=C(C1=2)OC)C=2OC(=O)C2=C1CCC2=O WWSYXEZEXMQWHT-WNWIJWBNSA-N 0.000 description 8
- 102100034212 AFG1-like ATPase Human genes 0.000 description 7
- 101000780581 Homo sapiens AFG1-like ATPase Proteins 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- 238000011084 recovery Methods 0.000 description 5
- 230000003068 static effect Effects 0.000 description 5
- 238000002414 normal-phase solid-phase extraction Methods 0.000 description 4
- 230000004907 flux Effects 0.000 description 3
- 239000002120 nanofilm Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000002386 leaching Methods 0.000 description 2
- 239000002207 metabolite Substances 0.000 description 2
- 229910052961 molybdenite Inorganic materials 0.000 description 2
- 239000002114 nanocomposite Substances 0.000 description 2
- 235000014571 nuts Nutrition 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 108020003175 receptors Proteins 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 238000002470 solid-phase micro-extraction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 108010031480 Artificial Receptors Proteins 0.000 description 1
- 241000228197 Aspergillus flavus Species 0.000 description 1
- 241000228230 Aspergillus parasiticus Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000002115 aflatoxin B1 Substances 0.000 description 1
- MJBWDEQAUQTVKK-IAGOWNOFSA-N aflatoxin M1 Chemical compound C=1([C@]2(O)C=CO[C@@H]2OC=1C=C(C1=2)OC)C=2OC(=O)C2=C1CCC2=O MJBWDEQAUQTVKK-IAGOWNOFSA-N 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000036760 body temperature Effects 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 235000011869 dried fruits Nutrition 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000008157 edible vegetable oil Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 150000002605 large molecules Chemical class 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 201000007270 liver cancer Diseases 0.000 description 1
- 208000014018 liver neoplasm Diseases 0.000 description 1
- 210000005228 liver tissue Anatomy 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000001000 micrograph Methods 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000012673 precipitation polymerization Methods 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000000956 solid--liquid extraction Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/268—Polymers created by use of a template, e.g. molecularly imprinted polymers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/02—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material
- B01J20/10—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising inorganic material comprising silica or silicate
- B01J20/14—Diatomaceous earth
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
- B01J20/261—Synthetic macromolecular compounds obtained by reactions only involving carbon to carbon unsaturated bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/28—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties
- B01J20/28014—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof characterised by their form or physical properties characterised by their form
- B01J20/28033—Membrane, sheet, cloth, pad, lamellar or mat
- B01J20/28038—Membranes or mats made from fibers or filaments
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/28—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof by elimination of a liquid phase from a macromolecular composition or article, e.g. drying of coagulum
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2333/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2333/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Geochemistry & Mineralogy (AREA)
- Inorganic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
本发明公开了一种分子印迹复合二维材料高通量识别黄曲霉毒素的制备方法，在室温条件下将虚拟模板和功能单体、聚乙二醇/二硫化钼复合材料，按照质量比1:4:1添加溶解到制孔剂中，避光预聚合12h，预聚合后加入交联剂，超声10min；向所述预聚合后的体系中按照质量比为20~50：0.01~0.05加入二甲基丙烯酸乙二醇酯和2,2‑偶氮二异丁腈并处于惰性气体中于60℃水浴震荡聚合24h后室温钝化2h得到聚合物，本发明通过MoS2功能化纳米复合物为固相载体，利用表面印迹法合成高特异性分子印迹纳米膜，实现了对黄曲霉毒素B1、B2、G1、G2同时吸附的分子印迹膜材料，能对黄曲霉毒素进行选择性识别，因此具有了更好的包结络合能力和化学稳定性。
Description
技术领域
本发明涉及分子印迹聚合物领域，尤其涉及到一种分子印迹复合二维材料高通量识别黄曲霉毒素的制备方法。
背景技术
黄曲霉毒素（Aflatoxins)是黄曲霉和寄生曲霉的代谢产物，特曲霉也能产生黄曲霉毒素，但产量较少。产生的黄曲霉毒素主要有AFB1，AFB2，AFG1，AFG2以及另外两种代谢产物AFM1，AFM2。黄曲霉毒素一般会在田间和储藏过程中污染农产品，如谷物、坚果、花生、水果、油籽和干果等。黄曲霉毒素被世界卫生组织（WHO)的癌症研究机构划定为Ⅰ类致癌物，是一种毒性极强的毒素。黄曲霉毒素的主要危害性在于它对人以及动物的肝脏组织有破坏作用，严重时，可导致肝癌甚至死亡。由于黄曲霉毒素污染的范围主要在土壤，动植物，各种坚果，谷物，奶，食用油等及其制品，这就致使检测的样品基质复杂程度极高，并且，由于黄曲霉毒素的检出限极低，样品的前处理具有更高的灵敏度和选择性就显得尤为重要。黄曲霉毒素的前处理方法一般有：固-液萃取、液-液萃取、固相萃取（SPE）、固相微萃取（SPME）、分子印迹聚合物（MIPs）和免疫亲和柱（ICA）等。
分子印迹聚合物（MIPs）是天然生物抗体-抗原系统的合成类似物。，具有选择性地结合在吸附选择过程中的模板分子。MIPs具有生物受体的特异性和选择性，在环境条件下具有耐久性和低成本的显著优势。例如，天然受体通常需要在人体温度范围内的温度下储存和应用，而基于聚合物宿主的MIPs通常可以近乎无限期地储存，因为通常不需要特殊的环境储存条件，并且可以在更宽的温度范围内应用。但所有方法都遵循相同的基本轮廓：（1）生产含有共价或非共价结合到宿主官能团的模板或目标分子的聚合物，（2）将模板分子从聚合物主体中移除，留下可用于重新结合的靶向特定空腔，并且（3）MIP暴露于包含目标的样品中，并且该空腔选择性地从复杂样品中上浮目标分子。合成受体的另一个优点是接近普遍性，特别是对于小分子。MIPs几乎可以用于任何靶分子，这与生物系统形成鲜明对比，在生物系统中，靶分子必须与可用的抗体相匹配，或者必须为该靶分子专门产生抗体。此外，抗体更容易产生大分子而不是更小的分子靶。成本有时是一个附加因素；与天然抗体成本相比，MIPs通常来说成本更加低廉。
然而大部分都是以黄曲霉毒素为模板分子，利用本体聚合、沉淀聚合等传统的合成方法制备特异性识别黄曲霉毒素的分子印迹聚合物，这些聚合物普遍存在着模板分子成本高、毒性大、吸附能力弱、通量低，很难同时检测黄曲霉毒素B1等多种黄曲霉毒素类，因此需要一种分子印迹复合二维材料高通量识别黄曲霉毒素的制备方法。
发明内容
本发明的目的是提供一种提高前处理效率，吸附量高的分子印迹复合二维材料高通量识别黄曲霉毒素的制备方法及其应用，可以直接选择性吸附黄曲霉毒素B1、B2、G1、G达到快速简便的分离。
本发明包括如下步骤：
A在室温条件下将虚拟模板和功能单体、聚乙二醇/二硫化钼复合材料，按照质量比1:4:1添加溶解到制孔剂中，避光预聚合12h，预聚合后加入交联剂，超声10min，所述虚拟模板为5,7-二甲氧基香豆素，所述二维材料二硫化钼为固载基底,所述甲基丙烯酸为功能单体；
B向所述预聚合后的体系中按照质量比为20~50：0.01~0.05加入二甲基丙烯酸乙二醇酯和2,2-偶氮二异丁腈并处于惰性气体中于60℃水浴震荡聚合24h后室温钝化2h得到聚合物；
C洗脱虚拟模板将分子印迹烘干，用乙酸的甲醇溶液洗涤去除其中的所述模板分子，利用索式提取所述聚合物，在温度为50-60℃下进行干燥后研磨即得黄曲霉毒素分子印迹聚合物微球。
进一步地，所述聚合反应的温度可为60~80℃，时间可为12~24小时。
进一步地，所述制孔剂为甲苯和乙腈按照1:3混合。
一种黄曲霉毒素分子固相萃取柱的制备方法，通过湿填法将10mg黄曲霉毒素分子印迹聚合物和60mg硅藻土活化在3ml甲醇溶液、3ml乙腈溶液合3ml纯水上样：1ml甲醇和水按照1:3混合溶液，控制流速≤0.25ml/min淋洗采用1ml纯水溶液。
一种黄曲霉毒素分子印迹纳米纤维膜的制备方法，将含有黄曲霉毒素分子印迹聚合物的4-10%的聚乙烯醇纺丝溶液，其中所述黄曲霉毒素分子印迹聚合物占纺丝液的质量分数的10%-40%，在纺丝电压为8-23kv，纺丝距离为8-20cm，流速10-40μL/min，相对湿度40%-50%的条件下进行静电纺丝，纺丝结束后得到分子印迹纳米纤维膜。
所述的黄曲霉毒素分子印迹聚合物在选择性吸附黄曲霉毒素B1、B2、G1、G的应用。
本发明具有如下有益效果：
本发明通过MoS2功能化纳米复合物为固相载体，利用表面印迹法合成高特异性分子印迹纳米膜，实现了对黄曲霉毒素B1、B2、G1、G2同时吸附的分子印；迹膜材料，能对黄曲霉毒素进行选择性识别，因此具有了更好的包结络合能力和稳定性。
附图说明
图1为AFB1（a）、AFB2（b）的静态吸附曲线对比图；
图2为AFG1（a）、AFG2（b）的静态吸附曲线对比图；
图3为AFB1（a）、AFB2（b）动态吸附曲线对比图；
图4为AFG1（a）、AFG2（b）动态吸附曲线对比图；
图5为NIP（a）和MIP（b）的扫描电镜对比图；
图6为分子印迹膜扫描电镜对比图。
具体实施方式
下述实施例中所使用的实验方法如无特殊说明，均为常规方法；所用的材料、试剂等，如无特殊说明，均可从商业途径得到。
下面结合附图对本发明的具体实施方式作进一步详细的说明。
分子印迹聚合物纳米膜的性能评价，通过动态吸附试验和静态吸附试验，可证明MIP和NIP具有显著的差异。通过在大米样品中四种黄曲霉毒素进行回收率评价，结果表明，添加一定量的AFB1,其回收率AFB1在101-113%;AFB2的添加回收率在100-117%;AFG1的添加回收率在100.08-113%;AFG2的添加回收率在86-118%。由此可见具有良好的使用价值
在本实施例子中，包括以下步骤
A在室温条件下将虚拟模板和功能单体、聚乙二醇/二硫化钼复合材料，按照质量比1:4:1添加溶解到制孔剂中，避光预聚合12h，预聚合后加入交联剂，超声10min，所述虚拟模板为5,7-二甲氧基香豆素，所述二维材料二硫化钼为固载基底,所述甲基丙烯酸为功能单体，所述制孔剂为甲苯和乙腈按照1:3混合；
B向所述预聚合后的体系中按照质量比为20~50：0.01~0.05加入二甲基丙烯酸乙二醇酯和2,2-偶氮二异丁腈并处于惰性气体中于60℃水浴震荡聚合24h后室温钝化2h得到聚合物，所述聚合反应的温度可为60℃，时间可为12小时；
C洗脱虚拟模板将分子印迹烘干，用乙酸的甲醇溶液洗涤去除其中的所述模板分子，利用索式提取所述聚合物，在温度为50-60℃下进行干燥后研磨即得黄曲霉毒素分子印迹聚合物微球。
所述的黄曲霉毒素分子印迹聚合物在选择性吸附黄曲霉毒素B1、B2、G1、G的应用。
如图1为AFB1（a）、AFB2（b）的静态吸附曲线，从图中可以发现AFB1在浓度为5mg/kg的时候可达到拐点，AFB2在浓度为,5.3mg/kg的时候可达到拐点。而且MIP和NIP的区别明显。
如图2为AFG1（a）、AFG2（b）的静态吸附曲线，从图中可以发现G1在浓度为5mg/kg的时候可达到拐点，AFG2在浓度为,5mg/kg的时候可达到拐点。而且MIP和NIP的区别明显。
在另一个实施例子中，通过湿填法将10mg黄曲霉毒素分子印迹聚合物和60mg硅藻土活化在3ml甲醇溶液、3ml乙腈溶液合3ml纯水上样：1ml甲醇和水按照1:3混合溶液，控制流速≤0.25ml/min淋洗采用1ml纯水溶液可以制备获得黄曲霉毒素分子固相萃取柱，
在另一个实施例子中，，将含有黄曲霉毒素分子印迹聚合物的4-10%的聚乙烯醇纺丝溶液，其中所述黄曲霉毒素分子印迹聚合物占纺丝液的质量分数的10%-40%，在纺丝电压为8-23kv，纺丝距离为8-20cm，流速10-40μL/min，相对湿度40%-50%的条件下进行静电纺丝，纺丝结束后得到分子印迹纳米纤维膜可以制备获得一种黄曲霉毒素分子印迹纳米纤维膜.
如图3为AFB1（a）、AFB2（b）动态吸附曲线，以0.1mg/kg为添加浓度，从图中可以发现AFB1在时间为30min的时候可达到拐点并在120min左右达到动态平衡AFB2在时间为50min的时候可达到拐点并在130min左右达到动态平衡。而且MIP和NIP的区别明显。
如图4为AFG1（a）、AFG2（b）动态吸附曲线，以0.1mg/kg为添加浓度，从图中可以发现AFG1在时间为30min的时候可达到拐点并在120min左右达到动态平衡AFG2在时间为60min的时候可达到拐点并在130min左右达到动态平衡。而且MIP和NIP的区别明显。
如图5为NIP（a）和MIP（b）的扫描电镜图，可以清楚看到MIP具有更多的孔隙颗粒更小说明具有更好的吸附效果；如图6为分子印迹膜扫描电镜图，可以清楚看到MIP粒子均匀成膜，为了克服传统分子印迹聚合物存在的通量低，吸附性能不佳，传质速率慢的缺点，本发明通过MoS2功能化纳米复合物为固相载体，利用表面印迹法合成高特异性分子印迹纳米膜，实现了对黄曲霉毒素B1、B2、G1、G2同时吸附的分子印迹膜材料，为萃取和传感检测提供了一种新的识别元件。
上述实施例仅为本发明的优选实施方式之一，不应当用于限制本发明的保护范围，但凡在本发明的主体设计思想和精神上作出的毫无实质意义的改动或润色，其所解决的技术问题仍然与本发明一致的，均应当包含在本发明的保护范围之内。
Claims (1)
1.一种黄曲霉毒素分子印迹聚合物在选择性吸附黄曲霉毒素B1、B2、G1、G2的应用，其特征在于：将含有黄曲霉毒素分子印迹聚合物的聚乙烯醇纺丝溶液在纺丝电压为8-23kv，纺丝距离为8-20cm，流速10-40μL/min，相对湿度40%-50%的条件下进行静电纺丝，纺丝结束后得到分子印迹纳米纤维膜, 利用所述分子印迹纳米纤维膜选择性吸附黄曲霉毒素B1、B2、G1、G2，其中，所述黄曲霉毒素分子印迹聚合物占纺丝溶液的质量分数的10%-40%；
所述黄曲霉毒素分子印迹聚合物的制备方法如下：
A、在室温条件下将虚拟模板和功能单体、聚乙二醇/二硫化钼复合材料，按照质量比1:4:1添加溶解到制孔剂中，避光预聚合12h，预聚合后加入交联剂，超声10min，所述虚拟模板为5,7-二甲氧基香豆素，所述二硫化钼为固载基底，所述功能单体为甲基丙烯酸；
B、向预聚合后的体系中按照质量比为20~50：0.01~0.05加入二甲基丙烯酸乙二醇酯和2,2-偶氮二异丁腈，并处于惰性气体中于60℃水浴震荡聚合24h后室温钝化2h得到聚合物；
C、洗脱虚拟模板将分子印迹聚合物烘干，用乙酸的甲醇溶液洗涤去除其中的所述虚拟模板，利用索式提取所述聚合物，在温度为50-60℃下进行干燥后研磨即得黄曲霉毒素分子印迹聚合物微球；
聚合反应的温度为60~80℃，时间为12~24小时；
所述制孔剂为甲苯和乙腈按照1:3混合。
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111427274.5A CN113893833B (zh) | 2021-11-29 | 2021-11-29 | 一种分子印迹复合二维材料高通量识别黄曲霉毒素的制备方法及其应用 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111427274.5A CN113893833B (zh) | 2021-11-29 | 2021-11-29 | 一种分子印迹复合二维材料高通量识别黄曲霉毒素的制备方法及其应用 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN113893833A CN113893833A (zh) | 2022-01-07 |
| CN113893833B true CN113893833B (zh) | 2024-03-05 |
Family
ID=79195158
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202111427274.5A Active CN113893833B (zh) | 2021-11-29 | 2021-11-29 | 一种分子印迹复合二维材料高通量识别黄曲霉毒素的制备方法及其应用 |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113893833B (zh) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114887597B (zh) * | 2022-03-25 | 2023-08-22 | 西安交通大学 | 一种黄曲霉毒素表面分子印迹纳米纤维膜吸附剂及其制备方法和应用 |
| CN114875507B (zh) * | 2022-04-28 | 2023-04-18 | 中国农业科学院农业质量标准与检测技术研究所 | 一种拟除虫菊酯分子印迹静电纺丝膜的制备方法 |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102924645A (zh) * | 2012-11-21 | 2013-02-13 | 安徽农业大学 | 一种青霉素类抗生素及其中间体的分子印迹型聚合物的制备方法与应用 |
| CN103554363A (zh) * | 2013-10-10 | 2014-02-05 | 安徽农业大学 | 纳米二氧化硅基强力霉素分子印迹聚合物的制备及应用 |
| AU2014200349A1 (en) * | 2009-08-27 | 2014-02-06 | Alltech, Inc. | Synthetic mycotoxin adsorbents and methods of making and utilizing the same |
| CN106525932A (zh) * | 2016-11-02 | 2017-03-22 | 红河学院 | 甲砜霉素分子印迹电化学传感器及其制备方法与应用 |
| CN108484817A (zh) * | 2018-04-24 | 2018-09-04 | 四川国际旅行卫生保健中心 | 一种黄曲霉毒素分子印迹聚合物的制备方法 |
| CN109908874A (zh) * | 2019-03-25 | 2019-06-21 | 宁夏大学 | 一种新型MoS2 QDs@MIPs分子印迹聚合物及制备方法 |
| CN110560016A (zh) * | 2019-09-24 | 2019-12-13 | 中国农业科学院农业质量标准与检测技术研究所 | 一种展青霉素分子印迹纳米纤维膜的制备方法 |
| CN113501908A (zh) * | 2021-07-14 | 2021-10-15 | 广州汇标检测技术中心 | 一种黄曲霉毒素分子印迹聚合物及其制备方法和应用 |
| CN113670700A (zh) * | 2021-08-10 | 2021-11-19 | 南京师范大学 | 一种富集分离黄曲霉毒素b1的磁性光子晶体微球及其制备方法和应用 |
-
2021
- 2021-11-29 CN CN202111427274.5A patent/CN113893833B/zh active Active
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2014200349A1 (en) * | 2009-08-27 | 2014-02-06 | Alltech, Inc. | Synthetic mycotoxin adsorbents and methods of making and utilizing the same |
| CN102924645A (zh) * | 2012-11-21 | 2013-02-13 | 安徽农业大学 | 一种青霉素类抗生素及其中间体的分子印迹型聚合物的制备方法与应用 |
| CN103554363A (zh) * | 2013-10-10 | 2014-02-05 | 安徽农业大学 | 纳米二氧化硅基强力霉素分子印迹聚合物的制备及应用 |
| CN106525932A (zh) * | 2016-11-02 | 2017-03-22 | 红河学院 | 甲砜霉素分子印迹电化学传感器及其制备方法与应用 |
| CN108484817A (zh) * | 2018-04-24 | 2018-09-04 | 四川国际旅行卫生保健中心 | 一种黄曲霉毒素分子印迹聚合物的制备方法 |
| CN109908874A (zh) * | 2019-03-25 | 2019-06-21 | 宁夏大学 | 一种新型MoS2 QDs@MIPs分子印迹聚合物及制备方法 |
| CN110560016A (zh) * | 2019-09-24 | 2019-12-13 | 中国农业科学院农业质量标准与检测技术研究所 | 一种展青霉素分子印迹纳米纤维膜的制备方法 |
| CN113501908A (zh) * | 2021-07-14 | 2021-10-15 | 广州汇标检测技术中心 | 一种黄曲霉毒素分子印迹聚合物及其制备方法和应用 |
| CN113670700A (zh) * | 2021-08-10 | 2021-11-19 | 南京师范大学 | 一种富集分离黄曲霉毒素b1的磁性光子晶体微球及其制备方法和应用 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN113893833A (zh) | 2022-01-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN113893833B (zh) | 一种分子印迹复合二维材料高通量识别黄曲霉毒素的制备方法及其应用 | |
| Feng et al. | Molecularly imprinted polymer-high performance liquid chromatography for the determination of tetracycline drugs in animal derived foods | |
| Rui et al. | Selective extraction and enrichment of aflatoxins from food samples by mesoporous silica FDU-12 supported aflatoxins imprinted polymers based on surface molecularly imprinting technique | |
| CN110204735B (zh) | 一种大环内酯类抗生素的磁核-中空多孔型分子印迹聚合物卫星组装体的制备方法及应用 | |
| Su et al. | Synthesis and characterization of core–shell magnetic molecularly imprinted polymers for solid-phase extraction and determination of Rhodamine B in food | |
| Khumsap et al. | Epitope-imprinted polymers: applications in protein recognition and separation | |
| CN103903827B (zh) | 一种磁性二氧化硅复合微球的制备方法及其应用 | |
| Li et al. | Effect of crosslinking degree and thickness of thermosensitive imprinted layers on recognition and elution efficiency of protein imprinted magnetic microspheres | |
| Li et al. | Purification of antibiotics from the millet extract using hybrid molecularly imprinted polymers based on deep eutectic solvents | |
| CN107216422B (zh) | 一种黄曲霉毒素限进介质-分子印迹分离介质的制备方法及应用 | |
| You et al. | Preparation of magnetic dummy molecularly imprinted polymers for selective extraction and analysis of salicylic acid in Actinidia chinensis | |
| Akgöl et al. | Cu (II)‐incorporated, histidine‐containing, magnetic‐metal‐complexing beads as specific sorbents for the metal chelate affinity of albumin | |
| CN107118354A (zh) | 一种赭曲霉毒素金属有机骨架‑分子印迹复合的分离介质的制备方法及应用 | |
| CN103147133A (zh) | 微阵列生物芯片的三维载体及其制备方法 | |
| Niu et al. | Preparation of tetracycline surface molecularly imprinted material for the selective recognition of tetracycline in milk | |
| CN102532408A (zh) | 一种温敏型磁性蛋白质印迹纳米球的制备方法 | |
| Xu et al. | A deep eutectic solvent modified magnetic β-cyclodextrin particle for solid-phase extraction of trypsin | |
| CN111151227A (zh) | 半分子印迹材料及其制备方法和应用 | |
| Liang et al. | Determination of sulfonylurea herbicides in grain samples by matrix solid-phase dispersion with mesoporous structured molecularly imprinted polymer | |
| CN105153367A (zh) | 一种双氰胺介孔表面分子印迹聚合物微球的制备方法 | |
| CN108816202A (zh) | 一种双重识别位点糖蛋白表面印迹纳米材料及其制备方法和应用 | |
| CN109632985B (zh) | 一种基于金属有机框架纳米材料的萃取技术检测双酚类化合物及其衍生物的方法 | |
| CN107286304A (zh) | 丙烯酰基‑β‑环糊精‑POSS‑Fe3O4磁微粒合成及应用 | |
| Kuang et al. | Magnetic surface molecularly imprinted polymer for selective adsorption of 4-hydroxycoumarin | |
| CN113670700A (zh) | 一种富集分离黄曲霉毒素b1的磁性光子晶体微球及其制备方法和应用 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20220215 Address after: 101299 No. 3, pingsan Road, Pinggu District, Beijing Applicant after: BEIJING PURKINJE GENERAL INSTRUMENT Co.,Ltd. Address before: 100080 12 Zhongguancun South Street, Haidian District, Beijing Applicant before: INSTITUTE OF QUALITY STANDARD AND TESTING TECHNOLOGY FOR AGRO-PRODUCTS, CHINESE ACADAMY OF AGRICULTURAL SCIENCES |
|
| TA01 | Transfer of patent application right | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |