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T8902

Sigma-Aldrich

Thiostrepton from Streptomyces azureus

from Streptomyces azureus, ≥90% (HPLC), powder, FoxM1 inhibitor

别名:

Bryamycin, NSC 170365, NSC 81722, Thiactin, Thiostreptin A

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About This Item

经验公式（希尔记法）:
C72H85N19O18S5
CAS号:
1393-48-2
分子量:
1664.89
EC 号:
215-734-9
MDL编号:
MFCD00135828
UNSPSC代码:
12352200
PubChem化学物质编号:
24900569
NACRES:
NA.77
价格与库存信息目前不能提供

产品名称

Thiostrepton from Streptomyces azureus, ≥90% (HPLC)

方案

≥90% (HPLC)

溶解性

acetic acid: soluble 25 mg/mL, clear to hazy, yellow to brownish-yellow

抗生素抗菌谱

Gram-negative bacteria
Gram-positive bacteria
parasites

作用机制

protein synthesis | interferes

储存温度

−20°C

SMILES字符串

CCC(C)C1NC2C=Cc3c(cc(nc3C2O)C(=O)OC(C)C4NC(=O)c5csc(n5)C(NC(=O)C6CSC(=N6)C(\NC(=O)C(NC(=O)c7csc(n7)C8(CCC(=NC8c9csc4n9)c%10nc(cs%10)C(=O)NC(=C)C(=O)NC(=C)C(N)=O)NC(=O)C(C)NC(=O)C(=C)NC(=O)C(C)NC1=O)C(C)O)=C\C)C(C)(O)C(C)O)C(C)O

InChI

1S/C72H85N19O18S5/c1-14-26(3)47-63(105)78-30(7)57(99)75-28(5)56(98)76-31(8)58(100)91-72-19-18-40(66-85-43(22-111-66)59(101)77-29(6)55(97)74-27(4)54(73)96)81-52(72)42-21-112-67(83-42)49(34(11)109-69(107)41-20-37(32(9)92)36-16-17-39(79-47)51(95)50(36)80-41)89-60(102)44-24-113-68(86-44)53(71(13,108)35(12)94)90-62(104)45-23-110-65(84-45)38(15-2)82-64(106)48(33(10)93)88-61(103)46-25-114-70(72)87-46/h15-17,20-22,24-26,30-35,39,45,47-49,51-53,79,92-95,108H,4-6,14,18-19,23H2,1-3,7-13H3,(H2,73,96)(H,74,97)(H,75,99)(H,76,98)(H,77,101)(H,78,105)(H,82,106)(H,88,103)(H,89,102)(H,90,104)(H,91,100)/b38-15-

InChI key

NSFFHOGKXHRQEW-BXVAPQLOSA-N

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一般描述

Chemical structure: peptide

应用

Thiostrepton has been used as a selectable marker for recombinant Streptomyces cultures[1],[2],[3].

生化/生理作用

Peptide antibiotic that prevents the binding of elongation factor G (EF-G) and GTP to the 50S ribosomal subunit.

制备说明

Thiostrepton dissolves in acetic acid at 25 mg/ml to yield a clear to hazy, yellow-yellow brown solution.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCX0672
MKCW5955
MKCS9195
MKCV1517
MKCS6150

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Kheng Newick et al.
PloS one, 7(6), e39404-e39404 (2012-07-05)
Thiostrepton (TS) is a thiazole antibiotic that inhibits expression of FOXM1, an oncogenic transcription factor required for cell cycle progression and resistance to oncogene-induced oxidative stress. The mechanism of action of TS is unclear and strategies that enhance TS activity
Takamichi Ito et al.
Scientific reports, 14(1), 4048-4048 (2024-02-20)
Extramammary Paget disease (EMPD) is a rare skin cancer that primarily affects older individuals predominantly in areas with apocrine sweat glands. Although most early EMPD lesions are indolent, patients with metastatic EMPD have a poor prognosis due to the lack
M L Chiu et al.
The Journal of biological chemistry, 274(29), 20578-20586 (1999-07-10)
Microbial metabolites isolated in screening programs for their ability to activate transcription of the tipA promoter (ptipA) in Streptomyces lividans define a class of cyclic thiopeptide antibiotics having dehydroalanine side chains ("tails"). Here we show that such compounds of heterogeneous
Lucio Rivera-Santiago et al.
Frontiers in cellular and infection microbiology, 12, 907043-907043 (2022-07-26)
Trypanosoma cruzi, the causal agent of Chagas disease, has peroxiredoxins (PRXs) expressed in all stages of the parasite and whose function is to detoxify oxidizing agents, such as reactive oxygen species (ROS). These proteins are central for the survival and
O H Martínez-Costa et al.
Journal of bacteriology, 181(14), 4353-4364 (1999-07-10)
The sequence of a 4.8-kbp DNA fragment adjacent to the right-hand end of the actinorhodin biosynthetic (act) cluster downstream of actVB-orf6 from Streptomyces coelicolor A3(2) reveals six complete open reading frames, named orf7 to orf12. The deduced amino acid sequences
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