M6635
N-(2-Mercaptopropionyl)glycine
Synonym(s):
Tiopronin
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All Photos(2)
About This Item
Linear Formula:
CH3CH(SH)CONHCH2COOH
CAS Number:
Molecular Weight:
163.19
Beilstein:
1859822
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
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Assay
≥98% (TLC)
Quality Level
form
powder
color
white
mp
98-100 °C
application(s)
cell analysis
peptide synthesis
SMILES string
CC(S)C(=O)NCC(O)=O
InChI
1S/C5H9NO3S/c1-3(10)5(9)6-2-4(7)8/h3,10H,2H2,1H3,(H,6,9)(H,7,8)
InChI key
YTGJWQPHMWSCST-UHFFFAOYSA-N
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Application
N-(2-Mercaptopropionyl)glycine or Tiopronin has been used:
- in the preparation of polyethylenimine (PEI)-coated gold microparticles (PEI-gold) for biolistic delivery of nucleic acids
- to study the role of reactive oxygen species (ROS) at the reperfusion stage in in vivo isoflurane preconditioning-induced neuroprotection
- as a ROS inhibitor to study its effect on lysophosphatidylcholine (LPC)-induced inflammasome activation
Biochem/physiol Actions
N-(2-Mercaptopropionyl)glycine (NMPG) is a thiol compound associated with autoimmune hypoglycemia. It is a diffusible antioxidant and reduces the severity of colonic injury. NMPG also relieves myeloperoxidase activity and stimulates hypoxia-inducible factor-1 (HIF-1) - vascular endothelial growth factor (VEGF) pathway for ulcer healing.
N-(2-Mercaptopropionyl)glycine is a free radical scavenger.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Soohwan Yum et al.
Biochemical and biophysical research communications, 443(3), 1008-1013 (2013-12-24)
We investigated anti-colitic effects of N-(2-mercaptopropionyl)-glycine (NMPG), a diffusible antioxidant, in TNBS-induced rat colitis model and a potential molecular mechanism underlying the pharmacologic effect of the antioxidant. NMPG alleviated colonic injury and effectively lowered myeloperoxidase activity. Moreover, NMPG substantially attenuated
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