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Mercaptopropionic acid, also known as 3-mercaptopropionic acid or 3-MPA, is a chemical compound with the molecular formula C3H6O2S.
Mercaptopropionic Acid contains both carboxylic acid and thiol groups.
Mercaptopropionic Acid is a colorless oil and derived from the addition of hydrogen sulfide to acrylic acid.
CAS Number: 107-96-0
Molecular Formula: C3H6O2S
Molecular Weight: 106.14
EINECS Number: 203-537-0
Mercaptopropionic Acid is a small organic compound that contains a thiol (sulfhydryl) group (-SH) and a carboxylic acid group (-COOH) in its structure.
The systematic name for this compound is 3-sulfanylpropanoic acid.
Mercaptopropionic Acid is used as a self-assembled monolayer (SAM) with a thiol and carboxylic groups.
Mercaptopropionic Acid has short carbon chains and is mainly used as a capping agent on a variety of nanoparticles.
Mercaptopropionic Acid is a colorless oil.
Mercaptopropionic Acid is an organosulfur compound with the formula HSCH2CH2CO2H.
Mercaptopropionic Acid is a bifunctional molecule, containing both carboxylic acid and thiol groups.
Mercaptopropionic Acid is derived from the addition of hydrogen sulfide to acrylic acid.
Mercaptopropionic Acid is competitive inhibitor of glutamate decarboxylase, and therefore acts as a convulsant.
Mercaptopropionic Acid has higher potency and faster onset of action compared to allylglycine.
Mercaptopropionic Acid is used to prepare hydrophilic gold nanoparticles, exploiting the affinity of gold for sulfur ligands.
Mercaptopropionic Acid is derived from the addition of hydrogen sulfide to acrylic acid.
Mercaptopropionic Acid is competitive inhibitor of glutamate decarboxylase, and therefore acts as a convulsant.
Mercaptopropionic Acid has higher potency and faster onset of action compared to allylglycine.
Mercaptopropionic Acid belongs to the family of mercaptans.
Mercaptopropionic Acid is known for a long time and was already synthesized by Lovén in 1884.
All major chemical suppliers sell the compound for a reasonable price nowadays.
A convenient preparation is possible by the procedure of Gresham et al, who employed MPA for various organic syntheses.
This interesting bifunctional compound is also known as a versatile chain transfer reagent in the telomerization of short oligomers for biotechnological applications.
Mercaptopropionic Acid is useful in many different types of pharmaceutical processes, including as an enzyme inhibitor, GABA agent and convulsant; it is a flavoring agent in beverages and cheeses, and is also applied in the production of certain haircare products.
Mercaptopropionic Acid comes in the form of a clear to yellowish liquid, and crystallizes upon cooling.
Mercaptopropionic Acid is used to prepare hydrophilic gold nanoparticles, exploiting the affinity of gold for sulfur ligands.
Mercaptopropionic Acid is a natural product found in Synechococcus elongatus and Bos taurus with data available.
Mercaptopropionic Acid is a mercaptopropanoic acid that is propanoic acid carrying a sulfanyl group at position 3.
Mercaptopropionic acid is often employed in the synthesis and stabilization of metal nanoparticles, such as gold nanoparticles and silver nanoparticles.
The thiol group can bind to the metal surfaces, preventing the nanoparticles from aggregating and providing stability to the colloidal solutions.
Mercaptopropionic Acid can be used in electrochemical systems, such as in the formation of self-assembled monolayers (SAMs) on electrode surfaces.
SAMs of mercaptopropionic acid can modify the surface properties and improve the electrochemical behavior of electrodes.
The thiol group in mercaptopropionic acid can act as a chelating agent, binding to metal ions.
This property is sometimes utilized in analytical chemistry for the selective extraction and determination of metal ions in solution.
In some reactions, mercaptopropionic acid can function as a reducing agent, particularly in the presence of metal ions.
Mercaptopropionic Acid can undergo oxidation and donate electrons to reduce certain metal ions to lower oxidation states.
Mercaptopropionic acid can be incorporated into the polymerization process to produce thiol-functionalized polymers, which can then be used in various applications, including the preparation of polymer brushes and gels.
While mercaptopropionic acid itself is not a pharmaceutical, its derivatives or conjugates with bioactive molecules can be used in drug delivery systems and pharmaceutical research.
Mercaptopropionic Acid has a role as an algal metabolite.
Mercaptopropionic Acid is a conjugate acid of a 3-mercaptopropionate.
An inhibitor of glutamate decarboxylase.
Mercaptopropionic Acid decreases the GAMMA-AMINOBUTYRIC ACID concentration in the brain, thereby causing convulsions.
Mercaptopropionic Acid is used as a stabilizer, antioxidant, catalyst, chemical intermediate, and experimental convulsant agent.
Melting point: 15-18 °C (lit.)
Boiling point: 110-111 °C/15 mmHg (lit.)
Density: 1.218 g/mL at 25 °C (lit.)
vapor pressure: 0.04 mm Hg ( 20 °C)
refractive index: n20/D 1.492(lit.)
FEMA: 4587 | Mercaptopropionic Acid
Flash point: 201 °F
storage temp.: Store below +30°C.
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka pK1:;pK2:10.84(SH) (25°C)
form: Crystalline Powder, Crystals, and/or Chunks
color: White
Specific Gravity: 1.218
PH: 2 (120g/l, H2O, 20℃)
Odor: sulfurous roasted
Odor Type: sulfurous
Viscosity: 7.9mm2/s
explosive limit: 1.60%(V)
Water Solubility: soluble
Sensitive: Air Sensitive & Hygroscopic
JECFA Number: 1936
BRN: 773807
Stability: Air Sensitive, Hygroscopic
InChIKey: DKIDEFUBRARXTE-UHFFFAOYSA-N
LogP: -2.3 at 22℃
Mercaptopropionic acid-functionalized surfaces are employed in the development of various sensors, including biosensors and chemical sensors.
The thiol group's binding capabilities can be harnessed to immobilize bioreceptors or sensing molecules on sensor surfaces.
Mercaptopropionic Acid or its derivatives can be used as additives in lubricants and oils to reduce friction and as corrosion inhibitors to protect metal surfaces from rusting.
Mercaptopropionic acid is used in the production of certain types of photovoltaic devices, such as quantum dot solar cells, to modify the surface of semiconductor nanoparticles and enhance their performance.
Mercaptopropionic acid can be used in cleaning and passivating metal surfaces, particularly in the semiconductor industry, where it helps remove oxide layers and contaminants from metal substrates.
Mercaptopropionic Acid is utilized in analytical chemistry techniques such as liquid chromatography and capillary electrophoresis for modifying the surface of stationary phases and improving separations of analytes.
Mercaptopropionic acid and related compounds can be employed in the development of drug delivery systems and nanoparticles for targeted drug delivery in biomedical research and therapy.
Some derivatives of mercaptopropionic acid have antioxidant properties and can be used as radical scavengers to protect biological tissues and materials from oxidative damage.
In tissue engineering applications, mercaptopropionic acid can be used to cross-link biomaterials and facilitate the creation of scaffolds or matrices for tissue regeneration.
Mercaptopropionic acid can be used as a standard or reference material in analytical chemistry techniques to calibrate and validate instruments.
Mercaptopropionic acid and its derivatives can serve as ligands in coordination chemistry and catalysis.
They can be used to stabilize and activate metal catalysts in various chemical reactions.
Mercaptopropionic acid can be employed to modify the surface properties of nanomaterials like carbon nanotubes, graphene, and quantum dots, enhancing their dispersibility and reactivity.
Mercaptopropionic Acid can be used as a cross-linking agent in polymer chemistry to create three-dimensional networks, enhancing the mechanical properties of polymers.
Mercaptopropionic Acid can function as a pH buffer or pH control agent in certain chemical processes and formulations.
In microfabrication and semiconductor manufacturing, mercaptopropionic acid can be used in metal etching processes to selectively remove metal layers.
Mercaptopropionic Acid can also be utilized in chemical etching processes to selectively remove materials from surfaces, such as in the fabrication of microelectromechanical systems (MEMS) devices.
In crystal growth processes, Mercaptopropionic Acid can be used as a modifier to control crystal morphology and growth conditions.
Mercaptopropionic acid and its derivatives can be used as standards or reference compounds in analytical techniques such as mass spectrometry and nuclear magnetic resonance (NMR) spectroscopy.
Uses Of Mercaptopropionic Acid:
Mercaptopropionic Acid is widely used in food and beverage industries as a flavoring agent.
Mercaptopropionic Acid is used in the production of PVC stabilizers, which are used as chain transfer agents in polymerizations.
Mercaptopropionic Acid can be used as primary or secondary, color stabilizer in combination with phenolic antioxidant for polymers.
Mercaptopropionic Acid acts as a sulfide ion equivalent and is utilized in the preparation of diaryl sulfide from aryl iodide.
Mercaptopropionic Acid is widely used in food and beverage industries as a flavoring agent.
Mercaptopropionic Acid is used in the production of PVC stabilizers, which are used as chain transfer agents in polymerizations.
Mercaptopropionic Acid can be used as primary or secondary, color stabilizer in combination with phenolic antioxidant for polymers.
Mercaptopropionic Acid is widely used in food and beverage industries as a flavoring agent.
Mercaptopropionic Acid is used in the production of PVC stabilizers, which are used as chain transfer agents in polymerizations.
Mercaptopropionic Acid is often used to modify the surface properties of materials, especially nanoparticles and solid substrates.
The thiol (-SH) group in MPA can bind strongly to metal surfaces, enabling the attachment of other molecules or nanoparticles to create functionalized surfaces.
Mercaptopropionic Acid is commonly employed in the synthesis of metal nanoparticles (e.g., gold and silver nanoparticles) to stabilize them and prevent aggregation.
This is crucial in applications like nanotechnology and catalysis.
Mercaptopropionic Acid is used in electrochemical systems and electrode modifications.
Mercaptopropionic Acid can form self-assembled monolayers (SAMs) on electrode surfaces, altering their properties and improving their performance in sensors and other electrochemical devices.
The thiol group in Mercaptopropionic Acid can form coordination complexes with various metal ions, making it valuable in coordination chemistry and the preparation of metal-thiolate complexes.
Mercaptopropionic Acid can be used for cross-linking polymers, leading to the formation of hydrogels or other polymer networks.
This is important in applications like drug delivery and tissue engineering.
Mercaptopropionic Acid can be used to modify and stabilize proteins and enzymes, making it useful in biochemical research, diagnostics, and biotechnology.
Mercaptopropionic Acid-functionalized surfaces are employed in the development of various sensors, including biosensors.
The thiol group can immobilize bioreceptors or sensing molecules, enhancing sensor sensitivity and selectivity.
In photovoltaics, Mercaptopropionic Acid can modify the surface of semiconductor nanoparticles, improving their performance in solar cells and other photovoltaic devices.
Mercaptopropionic Acid is used in metal etching processes to selectively remove metal layers, particularly in microfabrication and semiconductor manufacturing.
Mercaptopropionic Acid is used as a reference material and in analytical techniques like liquid chromatography and capillary electrophoresis for modifying stationary phases and improving separation.
Some derivatives of Mercaptopropionic Acid have antioxidant properties and can act as radical scavengers, protecting materials and tissues from oxidative damage.
Mercaptopropionic Acid or its derivatives can be added to lubricants and oils to reduce friction and act as corrosion inhibitors for metal surfaces.
Mercaptopropionic Acid can be used as primary or secondary, color stabilizer in combination with phenolic antioxidant for polymers and can also be used as a chain transfer agent.
Mercaptopropionic Acid and its derivatives are main materials for the synthesis of PVC-stabilizers and are used as chain transfer and cross-linking agents in polymerizations.
These compounds are also useful as ion exchange catalysts, coupling agents, and in UV-curable formulations.
Mercaptopropionic Acid is a clear, near water-white liquid with strong odor used as a basic material in the production of PVC stabilizers.
Mercaptopropionic Acid is used as a self-assembled monomolecular layer (SAM) with thiol and carboxyl groups.
Mercaptopropionic Acid has a short carbon chain and is mainly used as a capping agent for various nanoparticles.
Mercaptopropionic Acid is used as a self-assembled monolayer (SAM) with a thiol and carboxylic groups.
Mercaptopropionic Acid is used in the following products: polymers and pharmaceuticals.
Mercaptopropionic Acid is used in the following areas: building & construction work.
Mercaptopropionic Acid is used for the manufacture of: plastic products and rubber products.
Release to the environment of Mercaptopropionic Acid can occur from industrial use: as processing aid, of substances in closed systems with minimal release and as an intermediate step in further manufacturing of another substance (use of intermediates).
Mercaptopropionic Acid is used to functionalize the surfaces of nanoparticles, nanomaterials, or other solid substrates.
The thiol group can bind strongly to metal surfaces, allowing for the attachment of various molecules or nanoparticles to the surface.
Mercaptopropionic acid can be used as a reagent or building block in organic synthesis to introduce thiol groups into molecules.
The thiol group can form coordination complexes with various metal ions, making it useful in coordination chemistry and the preparation of metal-thiolate complexes.
Mercaptopropionic Acid can be used to cross-link polymers, particularly in the preparation of hydrogels.
Mercaptopropionic acid is sometimes used in biochemical research to modify or stabilize proteins and enzymes.
Mercaptopropionic Acid has short carbon chains and is mainly used as a capping agent on a variety of nanoparticles.
Mercaptopropionic Acid is used to produce hydrophilic SAMs, which are terminated with carboxylic acids and can be further functionalized to introduce more complex end groups such as enzymes for biosensor applications.
SAMs of Mercaptopropionic Acid are capped on ZnSe quantum dots for the electrochemical detection of dopamine.
Mercaptopropionic Acid is used as a capping agent on CdTe quantum dot nanocrystals (QD NCs) for use as labeling materials in biomedical applications.
Mercaptopropionic Acid can also be used to modify the surface of iron oxide nanoparticles (Fe2O3) in the extraction and preconcentration of Al3+ and Cr3+ ions from different biological samples.
Safety Profile Of Mercaptopropionic Acid:
Mercaptopropionic Acid is a corrosive substance and can cause severe skin, eye, and respiratory irritation.
Contact with the skin or eyes should be avoided, and appropriate personal protective equipment (PPE) should be worn when handling it.
Inhaling the vapors or mist of Mercaptopropionic Acid can lead to respiratory irritation, including coughing and difficulty breathing.
It's essential to work with Mercaptopropionic Acid in a well-ventilated area or under a chemical fume hood to minimize exposure.
Mercaptopropionic Acid is not highly flammable, but it can combust under certain conditions.
Mercaptopropionic Acid can react with various chemicals and substances, particularly strong oxidizing agents.
Some individuals may develop skin sensitization or allergic reactions upon contact with Mercaptopropionic Acid.
Environmental Impact Of Mercaptopropionic Acid:
Improper disposal or release of Mercaptopropionic Acid into the environment can have adverse effects.
It is important to follow local regulations and best practices for handling and disposing of Mercaptopropionic Acid waste properly.
Synonyms Of Mercaptopropionic Acid:
Mercaptopropionic Acid
107-96-0
3-Mercaptopropanoic acid
3-Sulfanylpropanoic acid
3-Thiopropionic acid
3-Thiopropanoic acid
beta-Mercaptopropionic acid
Mercaptopropionic acid
Propanoic acid, 3-mercapto-
3MPA
2-Mercaptoethanecarboxylic acid
beta-Thiopropionic acid
Hydracrylic acid, 3-thio-
Propionic acid, 3-mercapto-
Thiohydracrylic acid
beta-Mercaptopropanoic acid
NSC 437
.beta.-Thiopropionic acid
UNII-B03TJ3QU9M
.beta.-Mercaptopropionic acid
3-Thiolpropanoic acid
3-thiohydracrylic acid
3-Mercaptopropionicacid
3-mercapto-propionic acid
B03TJ3QU9M
.beta.-Mercaptopropanoic acid
CHEMBL358697
DTXSID8026775
CHEBI:44111
NSC-437
Propionic acid, 3-mercpato-
HSDB 5381
3 Mercaptopropionic Acid
EINECS 203-537-0
MFCD00004897
Mercaptopropionic acid, 3-
BRN 0773807
AI3-26090
BMPA
DEAMINO CYSTEINE
ss--Thiopropionic acid
betamercaptopropionic acid
3-mercapto-propanoic acid
ss--Mercaptopropanoic acid
ss--Mercaptopropionic acid
EC 203-537-0
3-Sulfanylpropanoic acid #
SCHEMBL7289
4-03-00-00726 (Beilstein Handbook Reference)
3-Mercaptopropanoic acid, 9CI
DTXCID106775
NSC437
Mercaptopropionic Acid, 98%
FEMA NO. 4587
Mercaptopropionic Acid, >=99%
AMY27767
BCP16636
STR01222
Tox21_200194
BDBM50121953
MERCAPTOPROPIONIC ACID [INCI]
STL281859
Thiopropionic acid; 3-Thiopropanoic acid; beta-Mercaptopropionic acid
AKOS000121541
AC-4722
AT21041
SB66313
Mercaptopropionic Acid [HSDB]
NCGC00248556-01
NCGC00257748-01
BP-21405
CAS-107-96-0
FT-0615955
FT-0658630
M0061
Mercaptopropionic Acid, >=99.0% (HPLC)
EN300-19579
3-Dimethylamino-2-methylpropylchloridehydrochloride
A801785
J-512742
Q11751618
F2191-0215
Z104474322
InChI=1/C3H6O2S/c4-3(5)1-2-6/h6H,1-2H2,(H,4,5
68307-97-1
