Molecular structure of 3-Benzothienyl-L-alanine, CAS Number: 72120-71-9
3-Benzothienyl-L-alanine (CAS 72120-71-9)
Alternate Names:
L-3-Benzothienylalanine; H-3-L-Ala(3-benzothienyl)-OH
CAS Number:
72120-71-9
Purity:
≥98%
Molecular Weight:
221.3
Molecular Formula:
C11H11NO2S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
An alanine derivative. 3-Benzothienyl-L-alanine is a peptidomimetic that effectively inhibts mitochondrial translation by binding to the ribosome in a manner similar to natural amino acids. By binding to the formyl group at position 37 of proteins, it blocks the synthesis of proteins necessary for mitochondrial functionality. Studies have shown the translation inhibition properties of 3-Benzothienyl-L-alanine in genetically modified strains of Escherichia coli cells, that also show potency comparable to that of natural amino acids. Synthesis of 3-Benzothienyl-L-alanine can be achieved through the utilization of titration calorimetry and synthetic chemistry methods.
3-Benzothienyl-L-alanine (CAS 72120-71-9) References
- A tryptophanyl-tRNA synthetase/tRNA pair for unnatural amino acid mutagenesis in E. coli. | Chatterjee, A., et al. 2013. Angew Chem Int Ed Engl. 52: 5106-9. PMID: 23554007
- Probing the active site tryptophan of Staphylococcus aureus thioredoxin with an analog. | Englert, M., et al. 2015. Nucleic Acids Res. 43: 11061-7. PMID: 26582921
- Probing the Active Site of Deubiquitinase USP30 with Noncanonical Tryptophan Analogues. | Jiang, HK., et al. 2020. Biochemistry. 59: 2205-2209. PMID: 32484330
- Structural dissimilarity from self drives neoepitope escape from immune tolerance. | Devlin, JR., et al. 2020. Nat Chem Biol. 16: 1269-1276. PMID: 32807968
- Expanding the Scope of Orthogonal Translation with Pyrrolysyl-tRNA Synthetases Dedicated to Aromatic Amino Acids. | Tseng, HW., et al. 2020. Molecules. 25: PMID: 32992991
- Engineering aminoacyl-tRNA synthetases for use in synthetic biology. | Krahn, N., et al. 2020. Enzymes. 48: 351-395. PMID: 33837709
- A Noncanonical Tryptophan Analogue Reveals an Active Site Hydrogen Bond Controlling Ferryl Reactivity in a Heme Peroxidase. | Ortmayer, M., et al. 2021. JACS Au. 1: 913-918. PMID: 34337604
- Parallel imaging of coagulation pathway proteases activated protein C, thrombin, and factor Xa in human plasma. | Modrzycka, S., et al. 2022. Chem Sci. 13: 6813-6829. PMID: 35774156
- Parameterization of a single H-bond in Orange Carotenoid Protein by atomic mutation reveals principles of evolutionary design of complex chemical photosystems. | Moldenhauer, M., et al. 2023. Front Mol Biosci. 10: 1072606. PMID: 36776742
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
3-Benzothienyl-L-alanine, 1 g | sc-288965 | 1 g | $220.00 | |||
3-Benzothienyl-L-alanine, 5 g | sc-288965A | 5 g | $640.00 |