3-Mercaptopropionic acid Property

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

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

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℃

CAS DataBase Reference

107-96-0(CAS DataBase Reference)

NIST Chemistry Reference

3-Thiolpropanoic acid(107-96-0)

EPA Substance Registry System

3-Mercaptopropanoic acid (107-96-0)

Safety

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

F 

10-13

Autoignition Temperature

662 °F

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29309070

Hazardous Substances Data

107-96-0(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 96 mg/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H290May be corrosive to metals

H301Toxic if swalloed

H314Causes severe skin burns and eye damage

H332Harmful if inhaled

Precautionary statements

P234Keep only in original container.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3-Mercaptopropionic acid Chemical Properties,Usage,Production

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 Properties

clear colourless to yellowish liquid after melting

Uses

A compound suitable for amino acid analysis by means of OPA

Uses

3-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. It acts as a sulfide ion equivalent and is utilized in the preparation of diaryl sulfide from aryl iodide.

Definition

ChEBI: A mercaptopropanoic acid that is propanoic acid carrying a sulfanyl group at position 3.

Application

3-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.

General Description

3-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 Activity

3-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).