跳转至内容
Merck
CN
所有图片(5)

主要文件

查看所有文档

安全信息

T7765

Sigma-Aldrich

Tunicamycin

from Streptomyces sp., ≥98% (HPLC), powder, N-acetylglucosamine transferase inhibitor

登录查看公司和协议定价
所有图片(5)

About This Item

CAS号:
11089-65-9
Beilstein:
6888090
MDL编号:
MFCD00065709
UNSPSC代码:
51111800
PubChem化学物质编号:
57654701
NACRES:
NA.77

产品名称

衣霉素 来源于链霉菌 属,

质量水平

300

溶解性

95% ethanol: soluble 1 mg/mL, clear to faintly hazy
THF: soluble <1 mg/mL
dioxane: soluble <1 mg/mL
DMF: soluble >10 mg/mL
pyridine: >10 mg/mL
DMSO: soluble 4.9-5.1 mg/mL, clear to slightly hazy, colorless to yellow
methanol: slightly soluble 4.9-5.1 mg/mL
methanol: soluble 4.9-5.1 mg/mL, clear to slightly hazy, colorless to yellow
acetone: insoluble
aqueous base: insoluble
chloroform: insoluble
ethyl acetate: insoluble

抗生素抗菌谱

fungi
viruses

作用机制

protein synthesis | interferes

储存温度

2-8°C

SMILES字符串

CC(C)CCCCCCCC\C=C\C(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](C[C@@H](O)[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)O[C@H]1O[C@@H]4O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]4NC(C)=O

InChI

1S/C37H60N4O16/c1-18(2)12-10-8-6-4-5-7-9-11-13-23(45)39-26-30(50)27(47)21(54-36(26)57-35-25(38-19(3)43)29(49)28(48)22(17-42)55-35)16-20(44)33-31(51)32(52)34(56-33)41-15-14-24(46)40-37(41)53/h11,13-15,18,20-22,25-36,42,44,47-52H,4-10,12,16-17H2,1-3H3,(H,38,43)(H,39,45)(H,40,46,53)/b13-11+/t20-,21-,22+,25+,26-,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+/m1/s1

InChI key

YJQCOFNZVFGCAF-WPTOCQRYSA-N

正在寻找类似产品? 访问 产品对比指南

一般描述

包含同系物A、B、C和D。成分可能因批次而异。标识在标签上的实际含量。
化学结构：核苷
衣霉素是一种抗生素和糖基化抑制剂。作用机制包括抑制人UDP-HexNAc:polyprenol-P HexNAc-1-P酶家族中的GlcNAc磷酸转移酶(GPT)。糖基化是一种主要的翻译后修饰，在糖蛋白的折叠、稳定性、亚细胞定位和糖蛋白生物功能中起关键作用。研究发现异常糖基化是癌症特征，在肿瘤演进、转移和化学抗性中占据重要地位。研究表明，衣霉素具有抗肿瘤作用。此外，衣霉素可抑制N-糖基化，以至内质网(ER)腔因积聚未结构化蛋白而发生内质网应激。衣霉素还具有抗细菌和抗真菌作用。它通过抑制N-乙酰氨基葡糖1-磷酸转移至多萜醇单磷酸酯而阻断蛋白质N-糖苷键的形成。衣霉素还抑制细菌和真核生物N-乙酰氨基葡萄糖转移酶，并防止N-乙酰氨基葡萄糖脂质中间体的形成。

应用

衣霉素已被用于在HeLa细胞中研究人质子偶联叶酸转运蛋白（HsPCFT）的N联糖基化作用。衣霉素还被用于在COS-7细胞中研究柯萨奇病毒和腺病毒受体（CAR）糖基化的功能作用。衣霉素可在细胞培养实验中用于抑制N-糖基化。

生化/生理作用

阻断蛋白质N-糖苷键的形成。

制备说明

衣霉素可以4.9-5.1 mg/ml溶于DMSO并产生一种透明至略微有点浑浊、无色至黄色的溶液。此外，衣霉素还可溶于DMF（>10 mg/ml）、吡啶（>10 mg/ml）、水（<5 mg/ml, pH 9.0), dioxane (<1 mg/ml) and THF. However, it is insoluble in other organic solvents such as acetone, chloroform, and ethyl acetate, and in aqueous solutions with pH <6. Aqueous solutions can be prepared from stock solutions by diluting with water at pH 8-10 or with buffers with pH >7，最好是>8。衣霉素即使通过加热也不会溶于pH 8的磷酸盐缓冲液以形成1 mg/ml的浓度，但可通过将pH升高至9并重新滴定至pH 7-8来实现溶解性。

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险声明

H300

危险分类

Acute Tox. 1 Oral

储存分类代码

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000412266
0000412266
0000412269
0000412269
077M4011V

没有发现合适的版本？

如果您需要特殊版本，可通过批号或批次号查找具体证书。

搜索COA

已有该产品？

在文件库中查找您最近购买产品的文档。

访问文档库

Ersin Selcuk Unal et al.
Biochimica et biophysica acta, 1778(6), 1407-1414 (2008-04-15)
The human proton-coupled folate transporter (HsPCFT, SLC46A1) mediates intestinal absorption of folates and transport of folates into the liver, brain and other tissues. On Western blot, HsPCFT migrates as a broad band (~55 kDa), higher than predicted (~50 kDa) in
Katherine J D Ashbourne Excoffon et al.
Journal of virology, 81(11), 5573-5578 (2007-03-23)
The coxsackievirus and adenovirus receptor (CAR) is both a viral receptor and homophilic adhesion protein. The extracellular portion of CAR consists of two immunoglobulin (Ig)-like domains, each with a consensus sequence for N-glycosylation. We used chemical, genetic, and biochemical studies
Bei Zhou et al.
International journal of biological sciences, 15(9), 1905-1920 (2019-09-17)
The mechanisms of resistance to the targeted drug sorafenib in the treatment of hepatocellular carcinoma (HCC) are poorly understood. The purpose of this study was to investigate the mechanism of sorafenib resistance and to elucidate the role of melatonin in
Mark E Lauer et al.
The Journal of biological chemistry, 284(8), 5299-5312 (2008-12-18)
Asthmatic attacks often follow viral infections with subsequent airway smooth muscle cell proliferation and the formation of an abnormal hyaluronan extracellular matrix with infiltrated leukocytes. In this study, we show that murine airway smooth muscle cells (MASM) treated with polyinosinic
Yann Estornes et al.
Cell death & disease, 9(5), 494-494 (2018-05-03)
The sensitivity of cells to death receptor-induced apoptosis is commonly controlled by multiple checkpoints in order to limit induction of excessive or unnecessary death. Although cytotoxic in various cancer cells, tumor necrosis factor (TNF)-related apoptosis-inducing ligand (TRAIL) does not trigger
查看所有相关文献

商品

Inhibition of Cell Wall Biosynthesis by Antibiotics

β-lactam antibacterials inhibit transpeptidase enzymes, preventing peptidoglycan assembly in both Gram-positive and Gram-negative bacteria.

Bioactive Molecules for Immunology Research

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

我们的科学家团队拥有各种研究领域经验，包括生命科学、材料科学、化学合成、色谱、分析及许多其他领域.

联系技术服务部门