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Merck

M6635

Sigma-Aldrich

N-(2-Mercaptopropionyl)glycine

Sinónimos:

Tiopronin

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About This Item

Fórmula lineal:
CH3CH(SH)CONHCH2COOH
Número de CAS:
Peso molecular:
163.19
Beilstein/REAXYS Number:
1859822
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

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.

pictograms

Exclamation mark

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


Certificados de análisis (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
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
Christoph Becker-Pauly et al.
Molecular & cellular proteomics : MCP, 10(9), M111-M111 (2011-06-23)
Astacins are secreted and membrane-bound metalloproteases with clear associations to many important pathological and physiological processes. Yet with only a few substrates described their biological roles are enigmatic. Moreover, the lack of knowledge of astacin cleavage site specificities hampers assay

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