Thiazolylalanine
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Thiazolylalanine is a synthetic non-protein amino acid containing a thiazole heterocycle. Thiazolylalanine exhibits dual activities of stimulating protein synthesis and inducing protein degradation in rat reticulocytes, but exerts no effects on protein metabolism or the thermolability of phosphoenolpyruvate carboxykinase in hepatoma cells. Thiazolylalanine can serve as the N-terminal component of tripeptide ligands for the synthesis of various organometallic complexes such as gold, mercury, CyRu (II) Cl2, and Cp*Rh (III) Cl2. Thiazolylalanine finds wide application in the research of breast cancer and other related diseases.
For research use only. We do not sell to patients.
- CAS No.: 119433-80-6
- Formula: C6H8N2O2S
- Molecular Weight:172.21
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Storage:
Store at room temperature 3 years.
In solvent -80°C, 2 years , -20°C, 1 year
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Thiazolylalanine (2 mM; 3-16 h) has no effect on protein synthesis, protein degradation, or phosphoenolpyruvate carboxykinase heat lability in Reuber H35 hepatoma cells when tested at 2 mM[1].
Thiazolylalanine (50 μM)-derived bis(NHC) Au(I) complex 1A is internalized into MCF7 breast cancer cells and disrupts actin filament structure[2].
Thiazolylalanine (50 μM; 48 h)-derived bis(NHC) Au(I) complex 1A induces caspase-3-mediated programmed cell death in MCF7 breast cancer cells via a mitochondrial pathway, as evidenced by positive TUNEL staining, altered apoptotic marker expression, and reduced anti-apoptotic protein levels[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:MCF7 breast cancer cells
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Concentration:50 μM
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Incubation Time:48 h
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Result:Induced positive TUNEL staining in treated MCF7 cells, indicating late-stage programmed cell death, whereas DMSO-treated control and ligand L-treated cells showed no TUNEL staining.
Increased cleavage of PARP, decreased expression of pro-caspase-3, and significant reduction in anti-apoptotic markers BCL-2 and BCL-XL in treated MCF7 cells compared to controls.
Chemical Information
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CAS No. 119433-80-6
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Appearance Solid
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Molecular Weight 172.21
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Formula C6H8N2O2S
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SMILES
O=C(O)[C@@H](N)CC1=CSC=N1
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Store at room temperature 3 years
In solvent -80°C 2 years -20°C 1 year
Purity & Documentation
References
[1]. Knowles S E, Ballard F J. Effects of amino acid analogues on protein synthesis and degradation in isolated cells[J]. British Journal of Nutrition, 1978, 40(2): 275-287. [Content Brief]
[2]. Gupta A, et al. Caspase-3 mediated programmed cell death by a gold-stabilised peptide carbene[J]. Bioorganic & Medicinal Chemistry Letters, 2019, 29(21): 126672. [Content Brief]
[3]. Albada B, et al. Organometallic–peptide bioconjugates: synthetic strategies and medicinal applications[J]. Chemical reviews, 2016, 116(19): 11797-11839. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
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