CN112834600B - Gamma cyclodextrin-based analytical reagent and method for aminobenzenesulfonic acid positional isomer - Google Patents
Gamma cyclodextrin-based analytical reagent and method for aminobenzenesulfonic acid positional isomer Download PDFInfo
- Publication number
- CN112834600B CN112834600B CN202010703687.0A CN202010703687A CN112834600B CN 112834600 B CN112834600 B CN 112834600B CN 202010703687 A CN202010703687 A CN 202010703687A CN 112834600 B CN112834600 B CN 112834600B
- Authority
- CN
- China
- Prior art keywords
- aminobenzenesulfonic acid
- gamma cyclodextrin
- ion
- isomer
- steps
- 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
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 title claims abstract description 50
- 229920000858 Cyclodextrin Polymers 0.000 title claims abstract description 35
- GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 title claims abstract description 35
- 229940080345 gamma-cyclodextrin Drugs 0.000 title claims abstract description 33
- 238000000034 method Methods 0.000 title claims abstract description 27
- 239000003153 chemical reaction reagent Substances 0.000 title claims abstract description 8
- 229910001415 sodium ion Inorganic materials 0.000 claims abstract description 29
- 238000004458 analytical method Methods 0.000 claims abstract description 14
- 150000001875 compounds Chemical class 0.000 claims abstract description 14
- 239000002904 solvent Substances 0.000 claims abstract description 7
- ZMCHBSMFKQYNKA-UHFFFAOYSA-N 2-aminobenzenesulfonic acid Chemical class NC1=CC=CC=C1S(O)(=O)=O ZMCHBSMFKQYNKA-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000002500 ions Chemical class 0.000 claims description 25
- 238000001871 ion mobility spectroscopy Methods 0.000 claims description 14
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 claims description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 238000000688 desorption electrospray ionisation Methods 0.000 claims description 4
- HQVFCQRVQFYGRJ-UHFFFAOYSA-N formic acid;hydrate Chemical compound O.OC=O HQVFCQRVQFYGRJ-UHFFFAOYSA-N 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 239000002131 composite material Substances 0.000 claims description 2
- 239000008367 deionised water Substances 0.000 claims description 2
- 229910021641 deionized water Inorganic materials 0.000 claims description 2
- 238000003795 desorption Methods 0.000 claims description 2
- 238000000132 electrospray ionisation Methods 0.000 claims description 2
- 230000005596 ionic collisions Effects 0.000 claims description 2
- 238000000816 matrix-assisted laser desorption--ionisation Methods 0.000 claims description 2
- 229950000244 sulfanilic acid Drugs 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- IPMQSLPLJDKUPI-UHFFFAOYSA-N 2-oxocyclopentane-1-carbonitrile Chemical compound O=C1CCCC1C#N IPMQSLPLJDKUPI-UHFFFAOYSA-N 0.000 claims 1
- AJEHNBIPLQJTNU-UHFFFAOYSA-N cyanomethyl acetate Chemical compound CC(=O)OCC#N AJEHNBIPLQJTNU-UHFFFAOYSA-N 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 14
- 231100000252 nontoxic Toxicity 0.000 abstract description 2
- 230000003000 nontoxic effect Effects 0.000 abstract description 2
- 238000001212 derivatisation Methods 0.000 abstract 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
- 239000011734 sodium Substances 0.000 description 7
- 238000000926 separation method Methods 0.000 description 6
- 239000011780 sodium chloride Substances 0.000 description 5
- FRPDXUHZSXRSCC-UHFFFAOYSA-N amino benzenesulfonate Chemical compound NOS(=O)(=O)C1=CC=CC=C1 FRPDXUHZSXRSCC-UHFFFAOYSA-N 0.000 description 4
- 238000001514 detection method Methods 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 230000037230 mobility Effects 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 101100328463 Mus musculus Cmya5 gene Proteins 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 238000000176 thermal ionisation mass spectrometry Methods 0.000 description 2
- 238000013055 trapped ion mobility spectrometry Methods 0.000 description 2
- FECNOIODIVNEKI-UHFFFAOYSA-N 2-[(2-aminobenzoyl)amino]benzoic acid Chemical class NC1=CC=CC=C1C(=O)NC1=CC=CC=C1C(O)=O FECNOIODIVNEKI-UHFFFAOYSA-N 0.000 description 1
- 206010013700 Drug hypersensitivity Diseases 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000026058 directional locomotion Effects 0.000 description 1
- 239000002359 drug metabolite Substances 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000000951 ion mobility spectrometry-mass spectrometry Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000008055 phosphate buffer solution Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 239000000985 reactive dye Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229940126586 small molecule drug Drugs 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 229960005404 sulfamethoxazole Drugs 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 201000004518 sulfonamide allergy Diseases 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- JLKIGFTWXXRPMT-UHFFFAOYSA-N sulphamethoxazole Chemical compound O1C(C)=CC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 JLKIGFTWXXRPMT-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000004304 visual acuity Effects 0.000 description 1
Classifications
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/62—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating the ionisation of gases, e.g. aerosols; by investigating electric discharges, e.g. emission of cathode
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/62—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating the ionisation of gases, e.g. aerosols; by investigating electric discharges, e.g. emission of cathode
- G01N27/622—Ion mobility spectrometry
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Analytical Chemistry (AREA)
- Electrochemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Pathology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
Abstract
The invention relates to an analytical reagent of aminobenzenesulfonic acid positional isomer based on gamma cyclodextrin, which comprises aminobenzenesulfonic acid isomer molecules mixed with solvent, gamma cyclodextrin and a compound containing monovalent sodium ions. The analysis method of the structure of the different position isomers of the aminobenzenesulfonic acid provided by the invention is simple, the prior resolution or derivatization of the aminobenzenesulfonic acid molecule is not needed, the chemical sample used by the method is easy to obtain, the price is low, and the method is nontoxic and harmless, and has a plurality of advantages compared with the current common method.
Description
Technical Field
The invention relates to the technical field of analysis and test, in particular to an analysis reagent and method for aminobenzenesulfonic acid positional isomer based on gamma cyclodextrin.
Background
Molecules are the most fundamental building blocks of the world of matter, while positional isomers are one of the fundamental properties of molecules. These compounds are called positional isomers, which are identical in composition and differ in the position of substituents or functional groups (including carbon-carbon double and triple bonds) in the molecule on a carbon skeleton (carbon chain or carbocycle). Positional isomers are isomerism of positional isomers due to the difference in the position of substituents or functional groups on a carbon chain or on a carbocycle, and belong to one of the isomers.
Positional isomers are core concepts in organic chemistry and can have a significant impact on the properties of the molecule. Many disubstituted benzene compounds are environmental pollutants, drug metabolites or intermediates in the chemical and pharmaceutical industries. Furthermore, positional isomerism often has different chemical and pharmaceutical properties. For example, three positional isomerism of 2-aminobenzenesulfonic acid (2-ABSA), 3-ABSA and 4-ABSA, wherein 4-ABSA is an important compound for the synthesis and characterization of sulfamethoxazole and sulfonamide protein and lysine conjugates. Acids used to study sulfonamide allergies, whereas 2-ABSA and 3-ABSA are reactive dye intermediates, whereas 3-ABSA is highly toxic. In this case, the separation of these three positional isomers is of great importance. However, isomers generally have similar physical and chemical properties, and their separation is therefore one of the most challenging fields in separation science.
At present, the separation and detection of aminobenzene sulfonate substances is mainly High Performance Liquid Chromatography (HPLC), and a C18 column is often used for separation, because the aminobenzene sulfonate substances have stronger polarity, a multi-purpose phosphate buffer solution is used as a mobile phase, the retention time is shorter, the aminobenzene sulfonate substances are difficult to separate from impurities, and even the accurate quantification of the aminobenzene sulfonate substances is interfered. Therefore, the development of a simple and rapid method for separating and detecting the content of the positional isomer of the aminobenzenesulfonic acid substances is very important, and is one of the key problems in the current research of the positional isomer.
Mass spectrometry is currently the most commonly used molecular or atomic mass analysis technology, which can rapidly analyze mass-to-charge ratios or mass information of different atoms or molecules, but is completely incapable of chiral molecules with identical mass-to-charge ratios and molecular masses. Ion mobility spectrometry techniques allow the analysis of molecules having different structures, such as isomers, by first generating ions of a sample to be analyzed and then introducing these ions into an ion mobility spectrum, which generally operates under low vacuum conditions. In the ion mobility spectrometry, sample ions do directional motion under the action of an electric field and collide with inactive working gases in the mobility spectrometry, such as nitrogen, argon and the like continuously. Different ions are separated due to their different mobilities due to their different collision cross sections. Information on the structure of the ions or molecules can be obtained from the obtained isolated ion mobility spectrum. However, due to the low resolving power of the existing ion mobility spectrometry, the difference of molecular structures is small, or the molecules are very small, such as organic small molecules, small molecule drugs and the like, the ion mobility spectrometry technology still cannot analyze the structural differences of the molecules, particularly the structural differences of different positional isomers, such as the positional structural analysis of aminobenzenesulfonic acid substances.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides an analysis reagent and an analysis method for aminobenzenesulfonic acid positional isomer based on gamma cyclodextrin.
The technical scheme for realizing the aim of the invention is as follows: an analytical reagent for a aminobenzenesulfonic acid positional isomer based on gamma cyclodextrin, which comprises an aminobenzenesulfonic acid isomer molecule mixed with a solvent, gamma cyclodextrin and a compound containing monovalent sodium ions.
The concentration of the aminobenzenesulfonic acid isomer molecules in the technical proposal is 10 -12 About 1 mol/L, the concentration of the gamma cyclodextrin is 10 -12 About 1 mol/l, the concentration of the compound containing monovalent sodium ions is 10 -12 The relative proportions between the aminobenzenesulfonic acid isomer molecule, the gamma cyclodextrin and the monovalent sodium ion containing compound are not limited to about 1 mole/liter.
The amino benzene sulfonic acid isomer molecule has three types of 2-amino benzene sulfonic acid, 3-amino benzene sulfonic acid and 4-amino benzene sulfonic acid.
The compound containing monovalent sodium ions in the technical scheme is one of sodium ion-containing salt, sodium ion-containing alkali and sodium ion-containing complex.
The gamma cyclodextrin comprises derivatives of gamma cyclodextrin.
According to the technical scheme, the solvent is one or more of deionized water, methanol, ethanol, diethyl ether, acetic acid, acetonitrile and formic acid water.
An analytical method of aminobenzenesulfonic acid positional isomer based on gamma cyclodextrin comprises the following steps:
s1, adding solvent into aminobenzenesulfonic acid isomer molecules, gamma cyclodextrin and a compound containing monovalent sodium ions, which need to be subjected to isomer analysis, to prepare a mixture of aminobenzenesulfonic acid, gamma cyclodextrin and sodium ions;
s2, generating monovalent positive ions of the aminobenzenesulfonic acid-gamma cyclodextrin-sodium ion, namely [ C ] by using an ion source to the mixture of the aminobenzenesulfonic acid-gamma cyclodextrin-sodium ion 6 H 7 NO 3 S-βCD-Li] + Mass to charge ratio of m/z=1314.4;
s3, measuring an ion collision section of the aminobenzenesulfonic acid-gamma cyclodextrin-monovalent positive ions containing sodium ions, or measuring an ion mobility spectrometry of the aminobenzenesulfonic acid-gamma cyclodextrin-monovalent positive ions containing sodium ions by using an experimental device comprising the ion mobility spectrometry, so that the position isomerism structure information of the aminobenzenesulfonic acid molecule can be obtained.
In the above technical solution S1, the ion source is one of electrospray ionization ion source ESI, laser-assisted desorption ionization ion source MALDI and desorption electrospray ionization ion source DESI.
The experimental device in the technical scheme is one of an ion mobility spectrometry and a composite experimental device containing the ion mobility spectrometry.
After the technical scheme is adopted, the invention has the following positive effects:
the invention provides an analytical reagent and a method for aminobenzenesulfonic acid positional isomer based on gamma cyclodextrin by simply mixing an aminobenzenesulfonic acid sample with gamma cyclodextrin, containing Na ions (Na + ) Is prepared into mixed solution by using NaCl and the like, and then generates' aminobenzenesulfonic acid-gamma cyclodextrin-monovalent positive ions containing sodium ions, namely [ C ] 6 H 7 NO 3 S-λCD-Na] + Then, the ion mobility spectrometry technology is utilized to measure the ion mobility spectrometry of the amino benzene sulfonic acid, and the structural information of different positions of the amino benzene sulfonic acid molecule can be obtained. Furthermore, if the sample contains aminobenzenesulfonic acid molecules with different positional isomers, the method provided by the invention can obtain information on the relative content of the aminobenzenesulfonic acid molecules.
The analysis method of the structure of the different position isomers of the aminobenzenesulfonic acid provided by the invention is simple, the aminobenzenesulfonic acid molecules do not need to be split or derivatized in advance, and the chemical samples used by the method are easy to obtain, low in price, nontoxic and harmless. There are many advantages over the methods currently in common use.
Drawings
In order that the invention may be more readily understood, a more particular description of the invention will be rendered by reference to specific embodiments thereof which are illustrated in the appended drawings, in which
FIG. 1, chemical structure schematic of three positional isomers of aminobenzenesulfonic acid;
FIG. 2, chemical structure schematic of gamma cyclodextrin;
FIG. 3, mass spectrum detection of three aminobenzenesulfonic acid, sodium chloride, gamma cyclodextrin mixtures;
FIG. 4 TIMS separation of a mixture of three positional isomers of aminobenzenesulfonic acid, sodium chloride, lambda-cyclodextrin, (a) [ 2-ABSA-lambda-CD-Na] + ;(b)[3-ABSA-λ-CD-Na] + ;(c)[4-ABSA-λ-CD-Na] + ;(d)[ABSA Mixing -λ-CD-Na] + 。
Detailed Description
For the purpose of making the objects, technical solutions and advantages of the embodiments of the present invention more apparent, the technical solutions of the embodiments of the present invention will be clearly and completely described below with reference to the accompanying drawings in the embodiments of the present invention, and it is apparent that the described embodiments are some embodiments of the present invention, but not all embodiments of the present invention. The components of the embodiments of the present invention generally described and illustrated in the figures herein may be arranged and designed in a wide variety of different configurations.
The invention uses a commercial ion mobility spectrometry-mass spectrometry combined instrument-TIMS-TOFM produced by Bruke companyS instrument analyzes the position isomer structure of aminobenzenesulfonic acid molecule, the first-order mass spectrum result is shown in figure 3, and the compound formed by aminobenzenesulfonic acid substance of three different position isomers, lambda-cyclodextrin and metal salt NaCl can be seen [ C 6 H 7 NO 3 S-λ-CD-Na] + (m/z 1297.43) was not isolated. After TIMS, the three positional isomers were well separated (FIG. 4). From the experimental results, it is clear that three aminobenzenesulfonic acid molecules having different positional isomers can be easily distinguished
Three regioisomeric aminobenzenesulfonic acid standards, gamma cyclodextrin and NaCl were taken at 1:1:1 is proportioned to a concentration of 10 -4 The solvent was 50% methanol and 50% formic acid water, and the formic acid aqueous solution was 0.1% formic acid aqueous solution. Directly performing TIMS-TOF detection analysis on the prepared solution, wherein the ion source voltage is 2.5-4.5kV, and the sample injection flow rate is 1-5 mu L/min; the atomizer pressure was 0.3bar; the dry gas is 3L/min at 200 ℃, and the detection result is analyzed, and the analysis results are shown in fig. 3 and 4.
While the foregoing is directed to embodiments of the present invention, other and further details of the invention may be had by the present invention, it should be understood that the foregoing description is merely illustrative of the present invention and that no limitations are intended to the scope of the invention, except insofar as modifications, equivalents, improvements or modifications are within the spirit and principles of the invention.
Claims (8)
1. An analytical method of aminobenzenesulfonic acid positional isomer based on gamma cyclodextrin is characterized in that: comprising an analytical reagent comprising a solvent-mixed aminobenzenesulfonic acid isomer molecule, gamma cyclodextrin and a monovalent sodium ion-containing compound;
the method comprises the following steps:
s1, adding solvent into aminobenzenesulfonic acid isomer molecules, gamma cyclodextrin and a compound containing monovalent sodium ions, which need to be subjected to isomer analysis, to prepare a mixture of aminobenzenesulfonic acid, gamma cyclodextrin and sodium ions;
s2, generating monovalent positive ions of the aminobenzenesulfonic acid-gamma cyclodextrin-sodium ion, namely [ C6H7NO 3S-beta CD-Li ] by using an ion source from the mixture of the aminobenzenesulfonic acid-gamma cyclodextrin-sodium ion] + Mass to charge ratio of m/z=1314.4;
s3, measuring an ion collision section of the aminobenzenesulfonic acid-gamma cyclodextrin-monovalent positive ions containing sodium ions, or measuring an ion mobility spectrometry of the aminobenzenesulfonic acid-gamma cyclodextrin-monovalent positive ions containing sodium ions by using an experimental device comprising the ion mobility spectrometry, so that the position isomerism structure information of the aminobenzenesulfonic acid molecule can be obtained.
2. The method for analyzing the gamma cyclodextrin-based aminobenzenesulfonic acid positional isomer according to claim 1, wherein the method comprises the steps of: the concentration of the aminobenzenesulfonic acid isomer molecule is 10-12 to 1 mol/liter, the concentration of the gamma cyclodextrin is 10-12 to 1 mol/liter, the concentration of the monovalent sodium ion-containing compound is 10-12 to 1 mol/liter, and the relative proportions among the aminobenzenesulfonic acid isomer molecule, the gamma cyclodextrin and the monovalent sodium ion-containing compound are not limited.
3. The method for analyzing the gamma cyclodextrin-based aminobenzenesulfonic acid positional isomer according to claim 1, wherein the method comprises the steps of: the amino benzene sulfonic acid isomer molecule has three types of 2-amino benzene sulfonic acid, 3-amino benzene sulfonic acid and 4-amino benzene sulfonic acid.
4. The method for analyzing the gamma cyclodextrin-based aminobenzenesulfonic acid positional isomer according to claim 1, wherein the method comprises the steps of: the compound containing monovalent sodium ions is one of sodium ion-containing salt, sodium ion-containing alkali and sodium ion-containing complex.
5. The method for analyzing the gamma cyclodextrin-based aminobenzenesulfonic acid positional isomer according to claim 1, wherein the method comprises the steps of: the gamma cyclodextrin includes a derivative of gamma cyclodextrin.
6. The method for analyzing the gamma cyclodextrin-based aminobenzenesulfonic acid positional isomer according to claim 1, wherein the method comprises the steps of: the solvent is one or more of deionized water, methanol, ethanol, diethyl ether, acetonitrile acetate and formic acid water.
7. The method for analyzing the gamma cyclodextrin-based aminobenzenesulfonic acid positional isomer according to claim 1, wherein the method comprises the steps of: in S1, the ion source is one of electrospray ionization ion source ESI, laser-assisted desorption ionization ion source MALDI and desorption electrospray ionization ion source DESI.
8. The method for analyzing the gamma cyclodextrin-based aminobenzenesulfonic acid positional isomer according to claim 1, wherein the method comprises the steps of: the experimental device is one of an ion mobility spectrometry and a composite experimental device containing the ion mobility spectrometry.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202010703687.0A CN112834600B (en) | 2020-07-21 | 2020-07-21 | Gamma cyclodextrin-based analytical reagent and method for aminobenzenesulfonic acid positional isomer |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202010703687.0A CN112834600B (en) | 2020-07-21 | 2020-07-21 | Gamma cyclodextrin-based analytical reagent and method for aminobenzenesulfonic acid positional isomer |
Publications (2)
Publication Number | Publication Date |
---|---|
CN112834600A CN112834600A (en) | 2021-05-25 |
CN112834600B true CN112834600B (en) | 2024-01-12 |
Family
ID=75923209
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202010703687.0A Active CN112834600B (en) | 2020-07-21 | 2020-07-21 | Gamma cyclodextrin-based analytical reagent and method for aminobenzenesulfonic acid positional isomer |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN112834600B (en) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101218022A (en) * | 2005-07-06 | 2008-07-09 | 东洋纺织株式会社 | Adsorbent and its production method |
-
2020
- 2020-07-21 CN CN202010703687.0A patent/CN112834600B/en active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101218022A (en) * | 2005-07-06 | 2008-07-09 | 东洋纺织株式会社 | Adsorbent and its production method |
Non-Patent Citations (2)
Title |
---|
Hafid Zaknoun ; Marie-Josée Binette ; Maggie Tam..Analyzing fentanyl and fentanyl analogues by ion mobility spectrometry.《International Journal for Ion Mobility Spectrometry》.2019,摘要. * |
Single-isomer carboxymethyl-γ-cyclodextrin as chiral resolving agent for capillary electrophoresis;Gábor Benkovics et al.;《Journal of Chromatography A》;第445-453页 * |
Also Published As
Publication number | Publication date |
---|---|
CN112834600A (en) | 2021-05-25 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Naidong et al. | Simultaneous assay of morphine, morphine-3-glucuronide and morphine-6-glucuronide in human plasma using normal-phase liquid chromatography–tandem mass spectrometry with a silica column and an aqueous organic mobile phase | |
Holčapek et al. | High performance liquid chromatography–mass spectrometric analysis of sulphonated dyes and intermediates | |
Holčapek et al. | High-performance liquid chromatography–tandem mass spectrometry in the identification and determination of phase I and phase II drug metabolites | |
Joyce et al. | Determination of the enantiomers of salbutamol and its 4‐O‐sulphate metabolites in biological matrices by chiral liquid chromatography tandem mass spectrometry | |
CN112824888B (en) | Analytical reagent and method for aminobenzenesulfonic acid positional isomer based on beta cyclodextrin | |
Grosse et al. | Liquid chromatography/atmospheric pressure ionization mass spectrometry with post-column liquid mixing for the efficient determination of partially oxidized polycyclic aromatic hydrocarbons | |
Xu et al. | Development and application of ultra performance liquid chromatography–electrospray ionization tandem triple quadrupole mass spectrometry for determination of seven microcystins in water samples | |
Kaszycki et al. | Separation of biologically relevant isomers on an Orbitrap mass spectrometer using high‐resolution drift tube ion mobility and varied drift gas mixtures | |
CN112834314B (en) | Reagent and method for analyzing chiral structure of ibuprofen drug molecule | |
Gao et al. | Analytical methods for organosulfate detection in aerosol particles: Current status and future perspectives | |
CN103063730B (en) | Application of naphthylhydrazine inorganic acid salt or Naphthylhydrazine organic acid salt as matrix in MALDI MS (matrix-assisted laser desorption/ionization mass spectrometry) | |
Lee | Pharmaceutical applications of liquid chromatography coupled with mass spectrometry (LC/MS) | |
McEwen | GC/MS on an LC/MS instrument using atmospheric pressure photoionization | |
Švidrnoch et al. | Utilization of micellar electrokinetic chromatography–tandem mass spectrometry employed volatile micellar phase in the analysis of cathinone designer drugs | |
Hao et al. | A survey of recent research activity in quadrupole ion trap mass spectrometry | |
JP2022534369A (en) | Mass Spectrometry Assays for Detecting Metabolites | |
CN114778655A (en) | Analytical method of natamycin based enantiomer structure of amino acid derivative | |
CN112834599B (en) | Position isomerism analysis reagent and method for position isomerism amino biphenyl molecule | |
CN112834600B (en) | Gamma cyclodextrin-based analytical reagent and method for aminobenzenesulfonic acid positional isomer | |
CN113406183A (en) | Method for efficiently identifying penicillamine chiral enantiomer based on ion mobility mass spectrometer | |
Yang et al. | Fragmentation study and analysis of benzoylurea insecticides and their analogs by liquid chromatography–electrospray ionization-mass spectrometry | |
Zhao et al. | Quantitative determination of amphetamine-type stimulants in sewage and urine by hybrid monolithic column solid-phase microextraction coupled with UPLC-QTRAP MS/MS | |
CN110531011A (en) | A kind of detection method of 2,4- diamino anisole sulfate | |
WO2022017549A2 (en) | Reagent and method used for molecular chiral structure analysis of drug ibuprofen | |
Tian et al. | Sensitive quantification of ranolazine in human plasma by liquid chromatography–tandem mass spectrometry with positive electrospray ionization |
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 | ||
GR01 | Patent grant | ||
GR01 | Patent grant |