Novel container for preparing solvent samples
Patent Information
- Application Number
- JP2023132448
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2023-08-16
- Publication Date
- 2025-02-28
AI Technical Summary
【0017】 本開示によれば、容易かつ簡便に試験試料中の含水量を調整することができる手段が提供される。
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Abstract
Description
[Technical field]
[0001] The present disclosure relates to a novel container for preparing a solvent sample, and more specifically, to a container that allows the water content in a solvent sample to be adjusted easily and conveniently. [Background technology]
[0002] Controlling the water content in a test sample is of great analytical importance. For example, proton nuclear magnetic resonance ( 1 When analyzing very small amounts of samples using H-NMR, or when analyzing substances that are decomposed or denatured by water, it is necessary to thoroughly remove water from the test sample, since the presence of water will make the sample peaks unclear.
[0003] Furthermore, for example, when analyzing the interaction between a test compound and water, if the water content in the test sample can be adjusted in various ways, it is useful for elucidating the interaction between water and the test compound and its mechanism.
[0004] Until now, 1 One method reported for drying samples for H-NMR is to use molecular sieves packed into a modified pipette to absorb water and then recover the dried sample with a syringe needle (Non-Patent Document 1). [Prior art documents] [Non-patent literature]
[0005] [Non-Patent Document 1] ANALYTICAL CHEMISTRY, VOL. 50, NO. 2, FEBRUARY 1978 Summary of the Invention [Problem to be solved by the invention]
[0006] An object of the present disclosure is to provide a means for easily and conveniently adjusting the water content in a test sample. [Means for solving the problem]
[0007] The present disclosure includes the following features: (1) A cylindrical vessel for adjusting the water content in a solvent sample, comprising: a first compartment at one end of the container for containing a desiccant; a second compartment at another end of the vessel for receiving a solvent sample; a partition means located anywhere between said first compartment and said second compartment; With The partition means allows the movement of the solvent sample from the second compartment to the first compartment, but restricts the movement of the desiccant from the first compartment to the second compartment. Cylindrical container.
[0008] (2) A cylindrical container according to (1), a solid desiccant in the first compartment; Cylindrical container.
[0009] (3) A cylindrical container according to (1), The partition means is an orifice provided between the first compartment and the second compartment. Cylindrical container.
[0010] (4) A cylindrical container according to (1), The partition means is a mesh structure provided between the first compartment and the second compartment. Cylindrical container.
[0011] (5) A cylindrical container according to (1), For use as NMR glass tubes, Cylindrical container.
[0012] (6) A cylindrical container according to (3) or (4), The solid desiccant is a molecular sieve. Cylindrical container.
[0013] (7) A method for adjusting the water content in a solvent sample, comprising the steps of: (1) Placing a desiccant and a solvent sample in the first and second compartments of the cylindrical container, respectively; sealing the cylindrical container; and transferring the solvent sample contained in the second compartment to the first compartment and contacting it with the desiccant; Including, method.
[0014] (8) The adjustment method according to (7), wherein the contacting step is performed multiple times until the water content of the solvent sample reaches a desired level. method.
[0015] (9) A method for measuring a target compound in a solvent sample, comprising the steps of: (5) Placing a desiccant and a solvent sample in the first and second compartments of the cylindrical container, respectively; sealing the cylindrical container; transferring the solvent sample contained in the second compartment to the first compartment and contacting the desiccant; and placing the cylindrical container in an NMR device and measuring the target compound; Including, method.
[0016] (10) The measurement method according to (9), wherein the contacting step is performed multiple times until the water content of the solvent sample reaches a desired level. method. Effect of the Invention
[0017] The present disclosure provides a means by which the water content in a test sample can be adjusted easily and conveniently. [Brief description of the drawings]
[0018] [Figure 1] FIG. 1 shows the sample tube and sample design for dehydrating the solvent samples used in the examples. [Diagram 2] FIG. 2 shows the change in water content in DMSO over time as a result of moving the sample tube up and down. [Diagram 3] FIG. 3 shows a 1H-NMR chart of methyl-α-glucoside (8 mM) dissolved in DMSO, which was measured after drying to an extent that the amount of water in the solution was 1 equivalent. [Figure 4] FIG. 4 shows the 1H NMR chart measured after applying Molecular Sieves A4 stepwise to a sugar dissolved in 90 equivalents of water, absorbing water, and drying. [Diagram 5] Figure 5 shows the reduction of water in an NMR sample. The top figure shows the result of quantifying and plotting the amount of water in the sample as it decreases from 90 equivalents to 1 equivalent from the 1H-NMR signal. The bottom figure shows an enlarged view of the region between 6 equivalents and 0 equivalents of water in the top figure. [Figure 6] FIG. 6 shows the change in chemical shift of the hydroxyl groups of sugars when the amount of water is changed. [Figure 7] Figure 7 shows the relaxation time (T2) of water in DMSO in the presence of each sugar derivative. The vertical axis shows the relaxation time (msec), and the horizontal axis shows the water equivalent for each 8 mM sugar. The shorter the T2, the more restricted the water mobility. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0019] The present disclosure relates to a novel container for preparing a solvent sample, more specifically, a container that can easily and gradually adjust the water content in a solvent sample (hereinafter, also referred to as the "container according to the present disclosure"). The container according to the present disclosure will be described in detail below.
[0020] The container according to the present disclosure is a cylindrical container having a first compartment at one end for accommodating a desiccant, a second compartment at another end for accommodating a solvent sample, and a partition means located at any position between the first and second compartments, the partition means being characterized in that it allows the movement of the solvent sample from the second compartment to the first compartment but restricts the movement of the desiccant from the first compartment to the second compartment.
[0021] In the container according to the present disclosure, the first and second compartments are sections in the container for containing a desiccant and a solvent sample, respectively, and are present at both ends of the cylindrical container. The first and second compartments may be structurally identical to each other, or may each have a structure suitable for containing a desiccant and a solvent sample. When the first compartment and the second compartment are structurally identical to each other, any one end of the cylindrical container in which the desiccant is contained constitutes the first compartment, and the other end in which the solvent sample is contained constitutes the second compartment.
[0022] In the container according to the present disclosure, the partition means allows the solvent sample to pass through but not the desiccant, thereby easily switching between contact and non-contact between the solvent sample and the desiccant. Switching between contact and non-contact between the solvent sample and the desiccant is typically performed by inverting the cylindrical container.
[0023] The partitioning means can be provided by using any member that allows the solvent sample to pass through but does not allow the desiccant to pass through, or by any structure, depending on the type of desiccant. Materials that can be used as the partitioning means include, but are not limited to, natural resins such as cellulose-based resins, chitosan-based resins, and starch-based resins, and synthetic resins such as polylactic acid, polycaprolactone, polyglycolic acid, polybutylene succinate, and polyvinyl alcohol, and these can be used as films adjusted to a thickness that provides semi-permeability, for example. When a solid desiccant is used as the desiccant, an orifice or a mesh structure can be provided as the partitioning means. The flow path area of the orifice or mesh structure can be appropriately designed according to the particle size of the solid desiccant.
[0024] In the container according to the present disclosure, the partition means can be provided at any position between the first compartment and the second compartment. That is, the partition means can be a component that defines the boundary between the first compartment and the second compartment. For example, depending on the position in the cylindrical container where the partition means is provided, the volume of either the first or second compartment can be larger than the other. In one embodiment, the container according to the present disclosure has a volume of the second compartment larger than the volume of the first compartment.
[0025] In one embodiment, a container according to the present disclosure is provided with a desiccant contained in a first compartment, in which the end of the cylindrical container facing the first compartment is typically closed to retain the contained desiccant. The desiccant that can be used in the present disclosure is not particularly limited as long as it is capable of absorbing water (H2O) in the solvent sample, and a person skilled in the art can select an appropriate desiccant according to the type of solvent used in the solvent sample. For example, desiccant that can be used in the present disclosure can include, but is not limited to, aluminum oxide, calcium chloride, calcium oxide, activated anhydrous calcium sulfate, magnesium oxide, anhydrous magnesium sulfate, anhydrous potassium carbonate, silica gel, sodium hydroxide, anhydrous sodium sulfate, sulfuric acid, zinc chloride, etc. In one embodiment, a solid desiccant is used as the desiccant. The solid desiccant may be advantageous in that it is easy to physically keep in the first compartment and the configuration of the partition means therefor is easy to select. In one embodiment of the present disclosure, a molecular sieve (such as 3A or 4A) is used as the solid desiccant.
[0026] The container according to the present disclosure is used in a state in which both ends are closed after the desiccant is accommodated in the first compartment and the solvent sample is accommodated in the second compartment. That is, the container according to the present disclosure is operated in a sealed state after the solvent sample and the desiccant are accommodated. This makes it possible to prevent water from being mixed in again after the start or end of the drying process of the solvent sample. The drying process of the solvent sample is performed by switching between contact and non-contact between the solvent sample and the desiccant by inverting the container according to the present disclosure in a sealed state. The contact time between the solvent sample and the desiccant is not particularly limited, and a person skilled in the art can set an appropriate contact time depending on the state of the solvent sample used, the type of desiccant, and the water content of the target solvent sample. In addition, the contact and non-contact between the solvent sample and the desiccant by inverting can be repeated multiple times until the moisture in the solvent sample is completely removed or the water content in the solvent sample reaches a desired level.
[0027] The container according to the present disclosure may be a sample storage container, but is preferably a container manufactured by processing a container used in a measuring device, whereby after drying treatment in the container, the solvent sample can be directly subjected to analysis by the measuring device while maintaining a sealed state and avoiding water contamination.
[0028] FIG. 1 is a schematic diagram of a container for preparing an NMR measurement sample according to the present disclosure, which is manufactured by processing an NMR glass tube. In FIG. 1, an orifice provided at about 6.0 to 6.5 cm from one end of the tube is used as a partitioning means (FIG. 1A), and a solid desiccant, a molecular sieve 4A, is used as a desiccant (FIG. 1C). The orifice divides the tube into two compartments, with the desiccant (molecular sieve 4A) accommodated in the smaller volume side to form the first compartment (FIG. 1C), and the solvent sample (DMSO solution) accommodated in the larger volume side to form the second compartment (FIG. 1B). After the desiccant and the solvent sample are accommodated, respectively, both ends of the tube are closed to seal the inside of the tube (FIG. 1D).
[0029] The sealed tube is then inverted to move the solvent sample to the first compartment containing the desiccant and contact the desiccant, and the drying process is stopped by further inversion to move the solvent sample to the second compartment (Figure 2). After drying, the solvent sample is retained in the tube and is then directly subjected to analysis by the NMR device.
[0030] The cylindrical container according to the present disclosure can be used for the purpose of completely drying a solvent sample and / or for the purpose of adjusting the water content in the solvent sample. For example, when measuring a small amount of a target compound present in a solvent sample or analyzing a substance that is decomposed or denatured by water, more accurate measurement can be performed by using the cylindrical container according to the present disclosure for the purpose of completely drying the solvent sample.
[0031] Furthermore, for example, when it is desired to analyze the interaction between a target compound and water in a solvent sample, it is preferable to analyze multiple solvent samples with different water contents. The cylindrical container according to the present disclosure makes it possible to easily prepare multiple solvent samples with different water contents by simply changing the number of inversion operations.
[0032] In this way, the cylindrical container according to the present disclosure can be preferably used in a method for measuring a target compound in a solvent sample or a method for adjusting the water content in a solvent sample. It should be noted that the terms used in this specification are used to describe particular embodiments and are not intended to limit the invention.
[0033] Furthermore, the term "comprise" as used in this specification intends that the described items (components, steps, elements, numbers, etc.) are present, unless the context clearly indicates otherwise, and does not exclude the presence of other items (components, steps, elements, numbers, etc.).
[0034] Unless otherwise defined, all terms used herein (including technical and scientific terms) have the same meaning as commonly understood by those skilled in the art to which this disclosure belongs. Terms used herein should be interpreted as having a meaning consistent with the meaning in the present specification and related technical fields, and should not be interpreted in an idealized or overly formal sense, unless otherwise defined.
[0035] The present disclosure will be described in more detail below with reference to examples. However, the present disclosure can be embodied in various forms and should not be construed as being limited to the examples set forth herein. EXAMPLES
[0036] 1: Preparation of sample tubes and samples for dehydration A commercially available NMR sample tube (20.8 cm, 8 inch, OPTIMA) was used, and a depression was made at 6.0-6.5 cm from the top by heat using a gas burner (Figure 1A). After the sample tube was thoroughly dried at high temperature (about 80 degrees), it was moved into a glove box. Next, the sample solution (800 μL) was added to the sample tube (Figure 1B). Next, an appropriate amount of activated molecular sieves 4 Å (beads 4-8 mesh, SIGMA) that had been heated and dried for 4 hours at 200 °C was added to the sample tube (Figure 1C). At this time, the molecular sieves were not placed within 1 cm from the top of the sample tube (Figure 1C). Finally, the top of the sample tube was wrapped in parafilm, removed from the glove box, and the top of the sample tube was sealed using a gas burner (Figure 1D).
[0037] 2: Drying of sample solution using a dehydrating sample tube By turning the dehydration sample tube containing 4Å molecular sieves upside down, the sample solution moves to the molecular sieve area, and the water in the sample solution is absorbed by the molecular sieves, allowing the water to be removed (dried). Figure 2 shows the change over time in the water content of a DMSO solution as a sample solution when the dehydration sample tube is turned upside down and subjected to a drying process using molecular sieves. Figure 3 shows the results after absorbing water into the molecular sieves for approximately 10 hours until the molar concentration of water was approximately equimolar to that of 8 mM methyl-α-glucoside dissolved in DMSO. 1 These are the results of H-NMR measurements.
[0038] 3: Tracking water removal Invert the sample tube containing 4Å molecular sieves upside down as needed. 1 H-NMR was measured to determine the rate at which water was removed from DMSO. Methyl-α-glucoside, methyl-α-galactoside, and trehalose were dissolved in 8 mM DMSO, and 90 equivalents of water per sugar were gradually absorbed onto molecular sieves and dried. The results are shown in Figures 4 and 5. The amount of water was quantified by calculating the concentration of water based on the signal of heavy DMSO in the sample. Figures 6 and 7 show how the interaction between sugar hydroxyl groups and water changes as the amount of water is changed. 1 The results of H-NMR and the change in T2 relaxation with the amount of water are shown.
Claims
1. A cylindrical container for adjusting the water content in a solvent sample, comprising: a first compartment at one end of the container for containing a desiccant; a second compartment at another end of the vessel for receiving a solvent sample; a partition means located anywhere between said first compartment and said second compartment; With The partition means allows the movement of the solvent sample from the second compartment to the first compartment, but restricts the movement of the desiccant from the first compartment to the second compartment. Cylindrical container.
2. The cylindrical container according to claim 1, comprising a solid desiccant in the first compartment; Cylindrical container.
3. The cylindrical container according to claim 1, the partition means being an orifice disposed between the first compartment and the second compartment; Cylindrical container.
4. The cylindrical container according to claim 1, The partition means is a mesh structure provided between the first compartment and the second compartment. Cylindrical container.
5. The cylindrical container according to claim 1, For use as an NMR glass tube, Cylindrical container.
6. The cylindrical container according to claim 3 or 4, The solid desiccant is a molecular sieve. Cylindrical container.
7. 1. A method for adjusting the water content in a solvent sample, comprising: accommodating a desiccant and a solvent sample in first and second compartments, respectively, of the cylindrical container of claim 1; sealing the cylindrical container; and moving the solvent sample contained in the second compartment into the first compartment and contacting it with the desiccant; Including, method.
8. The adjustment method according to claim 7, wherein the contacting step is performed multiple times until the water content of the solvent sample reaches a desired level. method.
9. 1. A method for determining a target compound in a solvent sample, comprising:
7. The method of claim 5, further comprising the steps of: containing a desiccant and a solvent sample in first and second compartments, respectively, of the cylindrical container of claim 5; sealing the cylindrical container; transferring the solvent sample contained in the second compartment to the first compartment and contacting the desiccant; and placing the cylindrical container in an NMR device and measuring the target compound; Including, method.
10. The measurement method according to claim 9, wherein the contacting step is performed multiple times until the water content of the solvent sample reaches a desired level. method.