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M6635

N-(2-Mercaptopropionyl)glycine

Name: <I>N</I>-(2-Mercaptopropionyl)glycine
Brand: SIGMA

Synonym(s):

Tiopronin

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About This Item

Linear Formula:

CH₃CH(SH)CONHCH₂COOH

CAS Number:

1953-02-2

Molecular Weight:

163.19

NACRES:

NA.26

PubChem Substance ID:

24897101

eCl@ss:

32160406

UNSPSC Code:

12352209

EC Number:

217-778-4

MDL number:

MFCD00004861

Beilstein/REAXYS Number:

1859822

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Properties

assay

≥98% (TLC)

Quality Level

100

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

Description

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

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Cationic gold microparticles for biolistic delivery of nucleic acids.

Sergei Svarovsky et al.

BioTechniques, 45(5), 535-540 (2008-11-15)

Here we report preparation and properties of positively charged gold microparticles, and their use for biolistic DNA delivery. Micron-sized gold microparticles were modified by building self-assembling polyethylenimine monolayers on their surfaces, which enabled their electrostatic interaction with negatively charged molecules

Mechanism of Emulsified Isoflurane Postconditioning-Induced Activation of the Nrf2-Antioxidant Response Element Signaling Pathway During Myocardial Ischemia-Reperfusion: The Relationship With Reactive Oxygen Species.

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

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)

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Global Trade Item Number

SKU	GTIN
M6635-5G	04061832417486
M6635-10G	04061834061120