Tropodithietic acid [TDA]
- Product Name
- Tropodithietic acid [TDA]
- CAS No.
- 750590-18-2
- Chemical Name
- Tropodithietic acid [TDA]
- Synonyms
- Tropodithietic acid;Tropodithietic acid [TDA];from Phaeobacter inhibens;3-Oxo-8,9-dithiabicyclo[5.2.0]nona-1,4,6-triene-2-carboxylic acid;8,9-Dithiabicyclo[5.2.0]nona-1,4,6-triene-2-carboxylic acid, 3-oxo-
- CBNumber
- CB12650819
- Molecular Formula
- C8H4O3S2
- Formula Weight
- 212.24556
- MOL File
- 750590-18-2.mol
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.
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.
N-Bromosuccinimide Price
- Product number
- SML0735
- Product name
- Tropodithietic acid
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $861
- Updated
- 2022/05/15
- Product number
- 23244
- Product name
- Tropodithietic Acid
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $171
- Updated
- 2024/03/01
- Product number
- 207429
- Product name
- Tropodithietic acid
- Packaging
- 1mg
- Price
- $359
- Updated
- 2021/12/16
- Product number
- T892703
- Product name
- Tropodithietic acid
- Packaging
- 2.5mg
- Price
- $475
- Updated
- 2021/12/16
- Product number
- BVT-0152-M001
- Product name
- Tropodithietic acid
- Purity
- ≥98%(HPLC)
- Packaging
- 1mg
- Price
- $90
- Updated
- 2021/12/16
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
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