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8-Anilino-1-naphthalenesulfonic acid(ANS), molecular formula C6H5NHC10H6SO3H, with grayish green needle like or leaf like crystals. Its sodium salt is a light green to gray needle shaped or flake shaped crystal. Insoluble in water, soluble in ethanol. Its ammonium salt hydrate has a melting point of 242-244 ℃. It is a dye intermediate used to produce weakly acidic black BR, weakly acidic deep blue 5R, as well as sulfide and azo dyes. Fluorescence detection agents for protein research. 1,8-ANS is a fluorescent dye with high affinity for the hydrophobic surface of proteins. After experiencing a blue shift and a significant increase in fluorescence intensity, 1,8-ANS binds to the protein surface of the low polarity region 1,2. These properties make 1,8-ANS very suitable for measuring affinity of hydrophobic ligands and their corresponding binding proteins, such as fatty acid binding proteins (FABPs) with hydrophobic free fatty acids 1,2,3. When combined with 1,8-ANS, the Kd value is~9.7 µ M (24.5 ° C) 2. Fluorescence detection agents for protein research. Intermediate of azo dyes. Used for manufacturing acidic dyes such as navy blue R, weak acid black BR, weak acid deep blue 5R, GR, and sulfurized brilliant green 7B.
|
Chemical Formula |
C16H13NO3S |
|
Exact Mass |
299 |
|
Molecular Weight |
299 |
|
m/z |
299 (100.0%), 300 (17.3%), 301 (4.5%), 301 (1.4%) |
|
Elemental Analysis |
C, 64.20; H, 4.38; N, 4.68; O, 16.03; S, 10.71 |
8-Anilino-1-naphthenesulfonic Acid (ANS), as an important fluorescent dye, has shown extensive application value in protein research. Its unique fluorescence properties and high affinity for protein hydrophobic surfaces make it a powerful tool for studying protein structure, function, and interactions.
1. As a fluorescent probe for detecting proteins
(1) Direct detection of proteins
It can be directly used for fluorescence detection of proteins. When mixed with proteins, due to its high affinity for the hydrophobic surface of proteins, it binds to the non-polar regions of proteins, resulting in a significant increase in fluorescence intensity. By observing changes in fluorescence signals, protein detection and quantitative analysis can be achieved. This method has the advantages of high sensitivity, simple operation, and good reproducibility, and has broad application prospects in fields such as biochemistry and molecular biology.
(2) Monitoring protein conformational changes
The conformational changes of proteins are the basis for their functional implementation. Can monitor changes in protein conformation in real-time. When a protein undergoes conformational changes, the hydrophobic regions on its surface also undergo changes, thereby affecting the binding and fluorescence signal of the substance. Therefore, by observing the changes in fluorescence signals, the conformational changes of proteins can be inferred. This is of great significance for understanding the functional mechanisms of proteins.
2. Studying the Interaction between Proteins and Ligands
(1) Determination of affinity
It can be used to determine the affinity between proteins and hydrophobic ligands. By measuring the fluorescence intensity changes of the substance after binding to proteins, the binding strength and binding mode between ligands and proteins can be evaluated. This method is particularly suitable for studying the interaction between hydrophobic free fatty acids and fatty acid binding proteins (FABPs) and other systems.
(2) Exploring protein binding interactions
It can also serve as a reporter molecule or competitive ligand, providing new directions for exploring the binding interactions between proteins and other molecules. By mixing it with proteins and observing changes in fluorescence signals, the interaction mechanism between proteins and other molecules can be revealed, providing important information for drug development, disease treatment, and other fields.
3. Other aspects applied to protein research
(1) Labeling proteins
It can be used to label proteins, especially those with hydrophobic surfaces. By binding it to proteins and observing fluorescence signals, the position and distribution of proteins can be tracked in experiments, providing convenience for protein localization and functional research.
(2) Studying protein folding
Protein folding is a crucial step in protein function acquisition. Can be used to monitor the process of protein folding. During protein folding, the hydrophobic regions on its surface undergo changes, which affect the binding and fluorescence signal of the product. By observing the changes in fluorescence signals, the dynamic process and mechanism of protein folding can be understood.
(3) Application of fixed white blood cells in five classification blood cell reagents
In the field of medical testing, it can also be used for the fixation of white blood cells in five classification blood cell reagents. Through its fluorescence characteristics, effective labeling and fixation of white blood cells can be achieved, providing accurate data support for subsequent cell analysis and diagnosis.
Dyeing process in acidic dyes
As an important intermediate of acid dyes, the dyeing process of 8-phenylene-1-naphthalenesulfonic acid has a significant impact on the dyeing effect and fastness performance of the dyes.
Before dyeing, it is necessary to pre treat the fibers. This includes removing impurities and oil stains from the surface of the fibers, as well as adjusting the pH and temperature conditions of the fibers. These preprocessing steps can ensure that the dye can penetrate evenly into the fibers and improve the dyeing effect and fastness.
The selection of dyeing conditions has a significant impact on the dyeing effect and fastness performance of dyes. This includes factors such as dye concentration, dyeing temperature, dyeing time, and pH value. When selecting dyeing conditions, it is necessary to comprehensively consider factors such as the type of fiber, the properties of the dye, and the dyeing requirements. For example, for protein fibers such as wool, lower dyeing temperatures and longer dyeing times can be chosen; For synthetic fibers such as nylon, it is necessary to choose higher dyeing temperatures and shorter dyeing times.
After dyeing is completed, post-treatment of the fibers is required. This includes steps such as washing, fixing, and softening. Washing can remove dyes and additives that are not fixed on the surface of fibers; Fixed color can improve the fastness performance of dyes; Softness can improve the feel and comfort of fibers. These post-processing steps can further improve the dyeing effect and quality.
The synthesis method of 8-Anilino-1-naphthalenesulfonic acid includes two steps of reaction: the first step is to prepare 8-Naphthalenesulfonic acid; the second step is to add aniline to prepare product. The specific operation process of the two-step reaction will be introduced in detail below.
Step 1: Preparation of 8-Naphthalenesulfonic acid:
Steps:
1. Add 83.108g of Naphthalene and 77.335g of CrO3 in the nitration bottle;
2. Add 244mL of 3.4mol/L nitric acid, do not add it all at once;
3. Pour in a very small amount of water, and use a still to distill the reddish-brown boiling substance;
4. Keep the water temperature above 80°C during the distillation process;
5. When the distillation reaches the boiling point, turn off the heater, slowly dilute the nitric acid into the high-temperature neutralizing liquid that is 3 times the amount of the reactant mixture, and stir at the same time;
6. After cooling down, wash the crude product with 1 L of water;
7. Filter the crude product and collect the fine crystals in the chestnut;
8. Wash the crystals with deionized water;
9. Collect the dried 8-Naphthalenesulfonic acid under vacuum.
Step 2: Preparation of 8-Anilino-1-naphthalenesulfonic acid:
Steps:
1. Put 8-Naphthalenesulfonic acid into the conical flask;
2. Add 3.2mL of aniline, 1mL of hydrochloric acid and 5mL of deionized water, and warm to room temperature;
3. Then add 5mL of methanol and 5mL of acetone, and then transfer the mixture to the washing cup tube;
4. Use chewing gum to fill the opening of the cup washing tube to prevent substances other than the mixture from entering it;
5. Subsequently, react under standard conditions, keep the temperature at room temperature, and stir;
6. At the end of the reaction, the product was filtered under vacuum and washed with a small amount of methanol;
7. Dry the product in vacuo.
The above are the specific operation steps, precautions and operating materials of the synthesis method of product. A certain chemical foundation and experimental experience are required to ensure the safety and success of the operation process.
Optical properties:
ANS has a fluorescent property, that is, it will emit a fluorescent signal after being excited by ultraviolet light. The maximum excitation wavelength of ANS is 350nm, and the maximum fluorescence emission wavelength is 456nm, which can be used to measure the spatial conformation and ionic strength of biomacromolecules by fluorescence. In addition, the fluorescence intensity of ANS was affected by the pH value, and the fluorescence intensity was the highest when the pH value was 4.5.
In summary, ANS is a hydrophilic molecule with high melting point and boiling point, soluble in water and organic solvents, has fluorescent properties, and can be used in biological analysis and research.
Everything You Need to Know
What is 8 anilino 1 naphthalene sulphonic acid?
8-anilinonaphthalene-1-sulfonic acid is a naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8. It has a role as a fluorescent probe. It is an aminonaphthalene and a naphthalenesulfonic acid.
What is Naphthalenesulfonic acid used for?
β-naphthalene sulfonic acid formaldehyde condensate is a kind of dispersant with good properties, such as wetting, emulsifying, dispersing. It is widely used as coating dispersant, dye dispersant, cement water reducer and so on.
What are the hazards of 8 anilino 1 naphthalenesulfonic acid ammonium salt?
Hazard statement(s) H315 Causes skin irritation. H319 Causes serious eye irritation. H335 May cause respiratory irritation. Precautionary statement(s) P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
What is the use of ANSA reagent?
As a fluorescent probe, ANS can specifically bind to the hydrophobic region of proteins (such as membrane proteins) and monitor the dynamics of protein conformation through changes in fluorescent signals. It is widely used in biochemical research and antibacterial material development.
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