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3-Mercaptopropionic acid

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CAS:107-96-0
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3-Mercaptopropionic acid Basic information
Anti-cancer properties
Product Name:3-Mercaptopropionic acid
Synonyms:3-mercaptopropionic;3-mercapto-propionicaci;3-mercpato-propionicaci;3-Sulfanylpropanoic acid;3-Thiopropionic acid;3-thiopropionicacid;acidemercapto-3propionique;beta-mercaptopropanoicacid
CAS:107-96-0
MF:C3H6O2S
MW:106.14
EINECS:203-537-0
Product Categories:Miscellaneous Reagents;Sulfur & Selenium Compounds;Self Assembly&Contact Printing;Self-Assembly Materials;Thiols;Organic acids;107-96-0;bc0001
Mol File:107-96-0.mol
3-Mercaptopropionic acid Structure
3-Mercaptopropionic acid Chemical Properties
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 | 3-MERCAPTOPROPIONIC ACID
Fp 201 °F
storage temp. Store below +30°C.
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pkapK1:;pK2:10.84(SH) (25°C)
form Crystalline Powder, Crystals, and/or Chunks
color White
Specific Gravity1.218
PH2 (120g/l, H2O, 20℃)
Odorsulfurous roasted
Odor Typesulfurous
explosive limit1.60%(V)
Water Solubility soluble
Sensitive Air Sensitive & Hygroscopic
JECFA Number1936
BRN 773807
Stability:Air Sensitive, Hygroscopic
Cosmetics Ingredients FunctionsDEPILATORY
HAIR WAVING OR STRAIGHTENING
REDUCING
InChI1S/C3H6O2S/c4-3(5)1-2-6/h6H,1-2H2,(H,4,5)
InChIKeyDKIDEFUBRARXTE-UHFFFAOYSA-N
SMILESOC(=O)CCS
LogP-2.3 at 22℃
CAS DataBase Reference107-96-0(CAS DataBase Reference)
NIST Chemistry Reference3-Thiolpropanoic acid(107-96-0)
EPA Substance Registry System3-Mercaptopropanoic acid (107-96-0)
Absorptioncut-off at 270nm
Safety Information
Hazard Codes T
Risk Statements 25-34-23/24/25
Safety Statements 7-26-36/37/39-45
RIDADR UN 2922 8/PG 2
WGK Germany 1
RTECS UF5270000
10-13
Autoignition Temperature662 °F
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 29309070
Storage Class6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard ClassificationsAcute Tox. 3 Oral
Acute Tox. 4 Inhalation
Eye Dam. 1
Met. Corr. 1
Skin Corr. 1B
Hazardous Substances Data107-96-0(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 96 mg/kg
MSDS Information
ProviderLanguage
3-Mercaptopropionic acid English
SigmaAldrich English
ACROS English
ALFA English
3-Mercaptopropionic acid Usage And Synthesis
Anti-cancer properties 3-Mercaptopropionic acid is a liquid, and doses between 30 and 60 mg/kg can be used for IP seizure induction throughout development. 3-mercaptopropionic acid (3-MPA) is a convulsant and potent GAD1 inhibitor, which could inhibit the migration and invasiveness of oral cancer cells. Considering that inhibition of GAD1 impaired GABA-mediated immunosuppression, 3-MPA was also demonstrated to synergize with ICB treatment to exert better anti-tumor efficacy. Such a combination strategy could benefit the treatment of cancer types with elevated GAD1 expression. Since 3-MPA has not been approved for clinical use, it is urgent to discover novel GAD1 inhibitors that are more applicable to future clinical studies.
Chemical Propertiesclear colourless to yellowish liquid after melting
Uses3-Mercaptopropionic acid is widely used in food and beverage industries as a flavoring agent. It is used in the production of PVC stabilizers, which are used as chain transfer agents in polymerizations. It can be used as primary or secondary, color stabilizer in combination with phenolic antioxidant for polymers.
UsesA compound suitable for amino acid analysis by means of OPA
DefinitionChEBI: A mercaptopropanoic acid that is propanoic acid carrying a sulfanyl group at position 3.
Application3-Mercaptopropionic acid (3-MPA)  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 3-MPA are capped on ZnSe quantum dots for the electrochemical detection of dopamine. 3-MPA is used as a capping agent on CdTe quantum dot nanocrystals (QD NCs) for use as labeling materials in biomedical applications. It 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.
ReactionsIn organic reactions, 3-Mercaptopropionic acid acts as a sulfide ion equivalent and is utilized in the preparation of diaryl sulfide from aryl iodide.
General Description3-Mercaptopropionic acid (3-MPA) is used as a self-assembled monolayer (SAM) with a thiol and carboxylic groups. It has short carbon chains and is mainly used as a capping agent on a variety of nanoparticles.
Biological Activity3-Mercaptopropionic acid is a blocking drug that causes an increase in sleep and a decrease in wakefulness. A related finding is that nipecotic acid also increases the time needed for isoflurane to induce loss of consciousness, whereas 3-mercaptopropionic acid decreases anesthesia induction time[1].
References[1] Thakkar, M. and R. McCarley. “Neurochemistry of Sleep and Wakefulness: Histamine in the control of sleep–wakefulness.”Basic Neurochemistry (Eighth Edition) (2012).
Tag:3-Mercaptopropionic acid(107-96-0) Related Product Information
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