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THIOSTREPTON

THIOSTREPTON Structure
CAS No.
1393-48-2
Chemical Name:
THIOSTREPTON
Synonyms
x146;a-8506;thiactin;bryamycin;hiostrepton;THIOSTREPTON;Thiostreptin;THIOSTREPTION;antibioticx146;(-)-Nuciferine
CBNumber:
CB5204768
Molecular Formula:
C72H85N19O18S5
Molecular Weight:
1664.89
MOL File:
1393-48-2.mol
Modify Date:
2023/8/30 13:35:17

THIOSTREPTON Properties

Melting point 248-257°C (dec.)
alpha D23 -98.5° (glacial acetic acid); -61° (dioxane); -20° (pyridine)
Density 1.0824 (rough estimate)
refractive index 1.6700 (estimate)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Soluble in DMSO or chloroform
form Off-white powder
pka 10.43±0.46(Predicted)
color Off-white
Water Solubility 0.24g/L(28 ºC)
Merck 13,9440
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week.

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P271-P261-P280
Hazard Codes  Xn
Risk Statements  22
Safety Statements  22-24/25
WGK Germany  3
RTECS  XN6300100
10-21
HS Code  29419090
Toxicity LD50 oral in mouse: > 1gm/kg
NFPA 704
0
2 0

THIOSTREPTON price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 598226 Thiostrepton - CAS 1393-48-2 - Calbiochem Thiostrepton, CAS 1393-48-2, is an antibiotic that inhibits protein synthesis by preventing binding of GTP to 50S ribosomal subunit. 1393-48-2 1G ₹10670 2022-06-14 Buy
Sigma-Aldrich(India) 598226 Thiostrepton - CAS 1393-48-2 - Calbiochem Thiostrepton, CAS 1393-48-2, is an antibiotic that inhibits protein synthesis by preventing binding of GTP to 50S ribosomal subunit. 1393-48-2 1G ₹10670 2022-06-14 Buy
Sigma-Aldrich(India) T8902 Thiostrepton from Streptomyces azureus ≥90% (HPLC) 1393-48-2 1G ₹18250.95 2022-06-14 Buy
Sigma-Aldrich(India) 598226 Thiostrepton - CAS 1393-48-2 - Calbiochem Thiostrepton, CAS 1393-48-2, is an antibiotic that inhibits protein synthesis by preventing binding of GTP to 50S ribosomal subunit. 1393-48-2 10G ₹81340.01 2022-06-14 Buy
Product number Packaging Price Buy
598226 1G ₹10670 Buy
598226 1G ₹10670 Buy
T8902 1G ₹18250.95 Buy
598226 10G ₹81340.01 Buy

THIOSTREPTON Chemical Properties,Uses,Production

Description

The mammalian transcription factor forkhead box M1 (FoxM1) is induced during G1 phase, with expression continuing through S phase and mitosis. Thiostrepton is a natural peptide thiazole antibiotic that inhibits FoxM1 in mammalian cells, preventing the expression of FoxM1-regulated genes, which includes FoxM1 itself. Through this mechanism, thiostrepton prevents proliferation and induces apoptosis in human cancer cells. These effects correlate with the ability of thiostrepton to act as a proteasome inhibitor.

Chemical Properties

Off-White Solid

Uses

Thiostrepton is a macrocyclic antibiotic incorporating thiazoles and other atypical amino acids. Patented in 1961, thiostrepton has been used as an antibiotic and acts by binding to ribosomes to prevent the binding of the EF-G elongation factor and GTP to the 50S ribosomal subunit. Thiostrepton is an inducer of tipA, a gene that controls the bacterial transcription regulators, TipAL and TipAS, that are central regulators in multidrug resistance. Thiostrepton is closely related to siomycin, a recently discovered inhibitor of oncogenic transcription factor, FoxM1.

Definition

ChEBI: A heterodetic cyclic peptide, in which the cyclisation step involves a formal lactonisation between the carboxy group of a quinaldic acid-based residue and a secondary alcohol. An antibiotic that inhibits bacterial protein synthesis. Also acts as an antitu or agent.

General Description

A thiazole-containing peptide antibiotic that inhibits protein synthesis by preventing binding of GTP to 50S ribosomal subunit. Inhibits the function of elongation factor G (EF-G) and the dissociation of EF-G from the ribosome. The thiostrepton-resistant gene is also commonly used as a selective marker for recombinant DNA/plasmid technologies.

THIOSTREPTON Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 164)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Hebei Mojin Biotechnology Co., Ltd +86 13288715578 +8613288715578 China 12460 58 Inquiry
Hebei Guanlang Biotechnology Co., Ltd. +86-19930503282 China 8828 58 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49391 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Hubei Ipure Biology Co., Ltd +8613367258412 China 10326 58 Inquiry
Career Henan Chemica Co +86-0371-86658258 +8613203830695 China 30253 58 Inquiry
ANHUI WITOP BIOTECH CO., LTD +8615255079626 China 23556 58 Inquiry
Shaanxi Dideu Medichem Co. Ltd +86-029-89586680 +86-18192503167 China 9030 58 Inquiry

THIOSTREPTON Spectrum

Thiostrepton (200 mg) BryaMycin, Thiactin, AlaninaMide, X 146, A 8506, 6761-31 Thiostrepton, froM StreptoMyces sp. x146 THIOSTREPTON Alaninamide, L-threonyl-(4S)-2-(1Z)-1-amino-1-propenyl-4,5-dihydro-4-thiazolecarbonyl-2-(1S,2S,3R)-1-amino-2,3-dihydroxy-2-methylbutyl-4-thiazolecarbonyl-2-(5R,6S)-6-2-(1S,2R)-1-amino-2-hydroxypropyl-4-thiazolyl-5-N-(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy THIOSTREPTION thiostrepton from streptomyces azureus AlaninaMide,N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-aMino-21-[(1S,2R)-1,2-dihydroxy-1-Methylpropyl]-14-ethylidene-3,4,4a,9,10,1 a-8506 antibiotic6761-31 antibiotica8506 antibioticx146 bryamycin thiactin Thiostrepton, 96%, from Streptomyces sp. Thiostrepton - CAS 1393-48-2 - Calbiochem Alaninamide, N-[(7R,8S)-2-carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-amino-21-[(1S,2R)-1,2-dihydroxy-1-methylpropyl]-14-ethylidene-3,4,4a,9,10,11,12,13,14,18,19,20,21,27,28,32a-hexadecahyd... THIOSTREPTON USP/EP/BP N-[(7R,8S)-2-Carboxy-7,8-dihydro-8-hydroxy-4-[(1S)-1-hydroxyethyl]-7-quinolinyl]-L-isoleucyl-L-alanyl-2,3-didehydroalanyl-L-alanyl-2-[(4aR,11S,14Z,18S,21S,28S,32aS)-4a-amino-21-[(1S,2R)-1,2-dihydroxy-1-methylpropyl]-14-ethylidene-3,4,4a,9,10,11,12,13,14,18,19,20,21,27,28,32a-hexadecahydro-11,28-bis[(1R)-1-hydroxyethyl]-9,12,19,26-tetraoxo-17H,26H-8,5:18,15:25,22:32,29-tetranitrilo-5H,15H-pyrido[3,2-m][1,11,17,24,4,7,20,27]tetrathiatetraazacyclotriacontin-2-yl]-4-thiazolecarbonyl-2,3-didehydroalanyl-2,3-didehydro-alaninamide,(1→528)-lactone (-)-Nuciferine hiostrepton Thiostrepton, USP Thiostreptin 1393-48-2 C72H85N19O18S5 Antibiotics T-Z Antibiotics Antibiotics A to Z BioChemical Inhibitors BETAPACE antibiotic Peptide Synthesis/Antibiotics Amino Acids & Derivatives Intermediates & Fine Chemicals Pharmaceuticals Antibacterial Antibiotics Antibiotics A to Antibiotics by Application Antibiotics T-ZAntibiotics Chemical Structure Class Gene Regulation and Expression Genetic Marker SelectionAntibiotics Interferes with Protein SynthesisSpectrum of Activity L - ZAntibiotics Mechanism of Action PeptidesCell Signaling and Neuroscience Organics RNA-Protein Translation InhibitorsMore...Close...