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Merck
CN

B2640

DL-丁硫氨酸-(S,R)-亚砜亚胺

synthetic (organic), ≥98% (TLC), γ-glutamylcysteine synthetase inhibitor, powder

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关于此项目

线性分子式:
CH3(CH2)3S(O)(=NH)CH2CH2CH(NH2)CO2H
化学文摘社编号:
分子量:
222.31
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (TLC)
Form:
powder
Quality level:
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产品名称

DL-丁硫氨酸-(S,R)-亚砜亚胺,

biological source

synthetic (organic)

Quality Level

assay

≥98% (TLC)

form

powder

mp

215 °C (dec.) (lit.)

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless to yellow

storage temp.

2-8°C

SMILES string

CCCCS(=N)(=O)CCC(N)C(O)=O

InChI

1S/C8H18N2O3S/c1-2-3-5-14(10,13)6-4-7(9)8(11)12/h7,10H,2-6,9H2,1H3,(H,11,12)

InChI key

KJQFBVYMGADDTQ-UHFFFAOYSA-N

General description

DL-丁硫氨酸-SR-亚砜亚胺(BSO)是一种氨基酸类似物,可作为γ-谷氨酰半胱氨酸合成酶的抑制剂。BSO可提高克氏锥虫对抗寄生虫药物(如硝呋莫司或苄硝唑)的敏感性。

Application

DL-丁硫氨酸-(S,R)-亚砜亚胺已用于:
  • 诱发椋鸟的氧化应激
  • 耗竭出生两天的大鼠幼崽中的脉络膜谷胱甘肽(GSH)
  • 检测其对克氏锥虫(T. cruzi)的γ-谷氨酰半胱氨酸合成酶和 trypanothione(一种锥虫谷胱甘肽)合成酶(TryS)的抑制作用

DL-丁硫氨酸-(S,R)-亚砜亚胺已被用于消耗视网膜神经节细胞 5 (RGC-5) 细胞系中的细胞谷胱甘肽水平。

Biochem/physiol Actions

耗竭细胞谷胱甘肽,下调 GST 级别。

Features and Benefits

这种化合物是 ADME 毒性研究的特色产品。点击此处发现更多特色 ADME 毒性产品。在sigma.com/discover-bsm可了解更多关于生物活性小分子的其他研究领域。

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Matthew M Harper et al.
Experimental eye research, 89(4), 538-548 (2009-06-16)
The purpose of this study was to determine the viability of cell-based delivery of brain-derived neurotrophic factor (BDNF) from genetically modified mesenchymal stem cells (MSCs) for neuroprotection of RGC-5 cells. RGC-5 cells were differentiated with the protein kinase inhibitor staurosporine
Experimental inhibition of a key cellular antioxidant affects vocal communication
Messina S, et al.
Functional Ecology, 1101-1110 (2017)
Buthionine sulfoximine increases the toxicity of nifurtimox and benznidazole to Trypanosoma cruzi
Faundez M, et al.
Antimicrobial Agents and Chemotherapy, 49(1), 126-130 (2005)
Glutathione: interorgan translocation, turnover, and metabolism
Griffith OW and Meister A
Proceedings of the National Academy of Sciences of the USA, 76(11), 5606-5610 (1979)
Jone López-Erauskin et al.
Brain : a journal of neurology, 135(Pt 12), 3584-3598 (2012-12-20)
A common process associated with oxidative stress and severe mitochondrial impairment is the opening of the mitochondrial permeability transition pore, as described in many neurodegenerative diseases. Thus, inhibition of mitochondrial permeability transition pore opening represents a potential target for inhibiting

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全球贸易项目编号

货号GTIN
B2640-500MG04061833427002
B2640-1G04061833426999
B2640-5G04061833427019

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