Tropodithietic acid [TDA] Property

storage temp. 

-20°C

solubility 

DMSO: soluble5mg/mL, clear (warmed)

form 

powder

color 

faint yellow to dark yellow

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

2941900000

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Tropodithietic acid [TDA] Chemical Properties,Usage,Production

Description

Tropodithietic acid (750590-18-2) displays potent broad-spectrum anticancer activity.1 Displays cytotoxic effects on mammalian cell lines (neuronal N2a cells and OLN-93 cells as model systems for nerve cells and glia) acting via disruption of mitochondrial membrane potential, activation of ERK1/2 and induction of HSP32/HO-1 (considered as a sensor of oxidative stress).2 A broad-spectrum antibiotic agent produced by marine bacteria which does not appear to induce resistance after long-term exposure.3

Uses

Tropodithietic Acid (cas# 750590-18-2) is a compound useful in organic synthesis.

Definition

ChEBI: Tropodithietic acid is a monocarboxylic acid that is 8,9-dithiabicyclo[5.2.0]nona-1,3,6-triene substituted by a carboxy group at position 2 and an oxo group at position 3. It is a broad spectrum antibiotic produced by the marine bacterium Phaeobacter inhibens that also acts as a signalling molecule at lower concentrations. It has a role as a toxin, a signalling molecule, a marine metabolite, an antibacterial agent and a bacterial metabolite. It is an organic disulfide, a cyclic ketone, an organosulfur heterocyclic compound, an organic heterobicyclic compound and a monocarboxylic acid. It is a tautomer of a thiotropocin.

storage

+4°C

References

1) Wilson et al. (2016), Mode of action and resistance studies unveil new roles for tropodithietic acid as an anticancer agent and the γ-glutamyl cycle as a proton sink; Proc. Natl. Acad. Sci. USA, 113 1630 2) Wichmann et al. (2015), Cytotoxic Effects of Tropodithietic Acid on Mammalian Clonal Cell Lines of Neuronal and Glial Origin; Mar. Drugs, 13 7113 3) Rasmussen et al. (2016), Vibro anguillarum is Genetically and Phenotypically Unaffected by Long-Term Continuous Exposure to the Antibacterial Compound Tropodithietic Acid; Appl. Environ. Microbiol., 82 4802