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M6635

Sigma-Aldrich

N-(2-Mercaptopropionyl)glycine

Sinonimo/i:

Tiopronin

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About This Item

Formula condensata:
CH3CH(SH)CONHCH2COOH
Numero CAS:
1953-02-2
Peso molecolare:
163.19
Beilstein:
1859822
Numero CE:
217-778-4
Numero MDL:
MFCD00004861
Codice UNSPSC:
12352209
eCl@ss:
32160406
ID PubChem:
24897101
NACRES:
NA.26

Saggio

≥98% (TLC)

Forma fisica

powder

Colore

white

Punto di fusione

98-100 °C

applicazioni

cell analysis
peptide synthesis

Stringa SMILE

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)
YTGJWQPHMWSCST-UHFFFAOYSA-N

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Categorie correlate

Applicazioni

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

Azioni biochim/fisiol

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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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
Lei Cui et al.
Nanomedicine : nanotechnology, biology, and medicine, 9(2), 264-273 (2012-06-13)
The present study characterized the in vitro biological response of a comprehensive set of cancer cell lines to gold nanoparticles (2.7 nm) coated with tiopronin (AuNPs-TP). Our findings suggest that upon entering cells, the AuNPs-TP are sequestered in vacuoles such
Self-assembled ultra-high aspect ratio silver nanochains.
Matthew J Shiers et al.
Advanced materials (Deerfield Beach, Fla.), 24(38), 5227-5235 (2012-08-07)
Xiaoqing Cai et al.
Analytical and bioanalytical chemistry, 401(3), 809-816 (2011-05-04)
Well-dispersed gold nanoparticles (NP) coated with tiopronin were synthesized by X-ray irradiation without reducing agents. High-resolution transmission electron microscopy shows that the average core diameters of the NPs can be systematically controlled by adjusting the tiopronin to Au mole ratio
Andrew S Goldsborough et al.
Journal of medicinal chemistry, 54(14), 4987-4997 (2011-06-11)
A major challenge in the treatment of cancer is multidrug resistance (MDR) that develops during chemotherapy. Here we demonstrate that tiopronin (1), a thiol-substituted N-propanoylglycine derivative, was selectively toxic to a series of cell lines expressing the drug efflux pump
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