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L-(+)-Ergothioneine

品牌
Sigma-Aldrich
CAS
497-30-3
货号
E7521
包装型号
规格纯度
参考价格
1867.65 *本价格含增值税费
促销
数量
-+
产品介绍:

产品说明

一般描述

L-(+)-Ergothioneine (ET) is a sulfur-containing amino acid, which is only produced by Actinomycetales bacteria and non-yeast like fungi belonging to the division Basidiomycota and Ascomycota. It was originally isolated from Claviceps purpurea or rye ergot. It is obtained from L-histidine, which is converted into betaine form called hercynine. It is found in both animals and plants, and mammals usually obtain it from their diet, e.g. through mushrooms or oats. It is tautomeric in nature, and in neutral aqueous solution exists in thione form.

应用

L-(+)-Ergothioneine is suitable for use in the study of its reactivity with 2,2′- and 4,4′-dipyridyl disulphide (2-Py-S-S-2-Py and 4-Py-S-S-4-Py). It may also be used for the incubation of experimental cells while performing in vitro kinase activity assays for ATM (Ataxia telangiectasia mutated) or ATR (ATM- and RAD3-related).
L-(+)-Ergothioneine has been used:

  • as a component of the maturation medium for cumulus-oocyte complexes (COCs) to test protective function on lipid peroxide formation
  • as an antioxidant compound to test type 2 diabetes patients
  • as a positive control in solute carrier protein 22 A4 (SLC22A4) transport assay

生化/生理作用

L-(+)-Ergothioneine (ET) has the maximum concentrations in tissues subjected to oxidative stress, with the highest being in blood, eye lens, bone marrow, semen and liver. It acts as an anti-oxidant and prevents apoptosis, by scavenging reactive oxygen and nitrogen species. The anti-oxidant activity is attributable to sulfhydryl groups. It acts as a substrate for SLC22A4 (solute carrier family 22, member 4) transporter. In alveolar macrophages, it prevents the release of interleukin-8 (IL-8) by tumor necrosis factor (TNF)α. IL-8 is an inflammatory cytokine. It also regulates the oxidative damage in liver and kidneys, and has a protective action against lipid peroxidation. It is also responsible for the conservation of endogenous glutathione and α-tocopherol. ET being an antioxidant, protects against γ and UV radiation. In UV-irradiated human dermal fibroblasts, it scavenges reactive oxygen species (ROS), and suppresses matrix metalloproteinases 1 (MMP1) expression. It might also have anti-ageing effects on skin caused by UV-radiation.

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

其他说明

Natural amino acid found in the fungus Claviceps purpurea

基本信息

经验(实验)分子式C9H15N3O2S
分子量229.30
EC 号207-843-5
MDL编号MFCD00167474
PubChem化学物质编号24894650
NACRESNA.32

产品性质

质量水平200
储存温度−20℃
SMILES stringC[N+](C)(C)[C@@H](Cc1c[nH]c(S)n1)C([O-])=O
InChI1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/m0/s1
InChI keySSISHJJTAXXQAX-ZETCQYMHSA-N

安全信息

储存分类代码13 - Non Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
个人防护装备Eyeshields, Gloves, type N95 (US)

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