M6635
N-(2-Mercaptopropionyl)glycine
Synonym(s):
Tiopronin
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About This Item
Linear Formula:
CH3CH(SH)CONHCH2COOH
CAS Number:
Molecular Weight:
163.19
Beilstein/REAXYS Number:
1859822
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26
Pricing and availability is not currently available.
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assay
≥98% (TLC)
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[1]
- to study the role of reactive oxygen species (ROS) at the reperfusion stage in in vivo isoflurane preconditioning-induced neuroprotection[2]
- as a ROS inhibitor to study its effect on lysophosphatidylcholine (LPC)-induced inflammasome activation[3]
Biochem/physiol Actions
N-(2-Mercaptopropionyl)glycine (NMPG) is a thiol compound associated with autoimmune hypoglycemia.[4] 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.[5]
N-(2-Mercaptopropionyl)glycine is a free radical scavenger.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
Pyritinol
Meyler's Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and Interactions, 2988-2989 (2006)
Sang Hyun Lee et al.
Brain research, 1723, 146405-146405 (2019-08-28)
In this in vivo and in vitro study, we aimed to investigate whether isoflurane preconditioning-induced neuronal protection is mediated by reactive oxygen species (ROS) signaling at the reperfusion stage. In the in vivo study, Sprague-Dawley rats were subjected to middle
Wei Chen et al.
Journal of cardiovascular pharmacology, 73(5), 265-271 (2019-05-15)
Emulsified isoflurane (EI) has been shown to alleviate myocardial ischemia-reperfusion (IR) injury. However, previous reports have not been focused on the underlying mechanism. We used models of IR injury in Langendorff-isolated rat hearts to determine the relationship between the mechanism
Mildred Quintana et al.
Chemical communications (Cambridge, England), 48(100), 12159-12161 (2012-10-24)
Under ultrasonication, the production of high quality graphene layers by exfoliation of graphite was achieved via addition of tiopronin as an antioxidant.
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