THIOSTREPTON Chemical 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. 

−20°C

solubility 

Soluble in DMSO or chloroform

form 

Off-white powder

pka

10.43±0.46(Predicted)

Water Solubility 

0.24g/L(28 ºC)

Merck 

13,9440

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

XN6300100

F 

10-21

HS Code 

29419090

Toxicity

LD50 oral in mouse: > 1gm/kg

MSDS

• Language:EnglishProvider:SigmaAldrich

THIOSTREPTON Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

beta-adrenergic agonist

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.

Uses

Natural antibiotic derived from Streptomyces.

Uses

A protein synthesis-inhibiting antibiotic

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.

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