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T8902

Thiostrepton from Streptomyces azureus

Name: Thiostrepton from <I>Streptomyces azureus</I>
Brand: SIGMA

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

别名:

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

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关于此项目

经验公式（希尔记法）:

C₇₂H₈₅N₁₉O₁₈S₅

化学文摘社编号:

1393-48-2

分子量:

1664.89

NACRES:

NA.77

PubChem Substance ID:

24900569

UNSPSC Code:

12352200

EC Number:

215-734-9

MDL number:

MFCD00135828

Assay:

≥90% (HPLC)

Quality level:

200

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属性

产品名称

Thiostrepton from Streptomyces azureus, ≥90% (HPLC)

Quality Level

200

assay

≥90% (HPLC)

solubility

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

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, parasites

mode of action

protein synthesis | interferes

storage temp.

−20°C

SMILES string

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

说明

General description

Chemical structure: peptide

Application

Thiostrepton has been used as a selectable marker for recombinant Streptomyces cultures,,.

Biochem/physiol Actions

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

Preparation Note

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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In vivo production of thiopeptide variants.

Feifei Zhang et al.

Methods in enzymology, 516, 3-24 (2012-10-05)

Thiopeptides are a family of highly modified peptide metabolites, characterized by a macrocycle bearing a central piperidine/dehydropiperidine/pyridine ring, multiple thiazole rings, and several dehydrated amino acid residues. Thiopeptides have useful antibacterial, antimalarial, and anticancer properties but have not been adapted

Thiostrepton inhibits the turnover but not the GTPase of elongation factor G on the ribosome.

M V Rodnina et al.

Proceedings of the National Academy of Sciences of the United States of America, 96(17), 9586-9590 (1999-08-18)

The region around position 1067 in domain II of 23S rRNA frequently is referred to as the GTPase center of the ribosome. The notion is based on the observation that the binding of the antibiotic thiostrepton to this region inhibited

An additional regulatory gene for actinorhodin production in Streptomyces lividans involves a LysR-type transcriptional regulator.

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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全球贸易项目编号

货号	GTIN
T8902-1G	04061837379789