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Merck

M6635

Sigma-Aldrich

N-(2-巯基丙酰基)甘氨酸

别名:

硫普罗宁

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About This Item

线性分子式:
CH3CH(SH)CONHCH2COOH
CAS号:
分子量:
163.19
Beilstein:
1859822
EC號碼:
MDL號碼:
分類程式碼代碼:
12352209
eCl@ss:
32160406
PubChem物質ID:
NACRES:
NA.26

化驗

≥98% (TLC)

形狀

powder

顏色

white

mp

98-100 °C

應用

cell analysis
peptide synthesis

SMILES 字串

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 密鑰

YTGJWQPHMWSCST-UHFFFAOYSA-N

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應用

N-(2-巯丙酰)甘氨酸或Tiopronin已用于:
  • 制备聚乙烯亚胺(PEI)包覆金微粒(PEI-gold),进行核酸生物传递
  • 研究活性氧(ROS)在异氟醚预处理诱导的体内神经保护中的再灌注期作用
  • 作为ROS抑制剂,研究其对溶血磷脂酰胆碱(LPC)诱导的炎症小体激活的影响

生化/生理作用

N-(2-巯丙酰)甘氨酸(NMPG)是一种与自身免疫性低血糖相关的硫醇化合物。它是一种可扩散抗氧化剂,可降低结肠损伤的严重程度。NMPG还可减轻髓过氧化物酶活性,刺激缺氧诱导因子-1(HIF-1)-血管内皮生长因子(VEGF)溃疡愈合途径。
N-(2-巯基丙酰基)-甘氨酸是一种自由基清除剂。

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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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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