Molecular structure of L-Azetidine-2-carboxylic acid, CAS Number: 2133-34-8
L-Azetidine-2-carboxylic acid (CAS 2133-34-8)
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Alternate Names:
L-Azetidine-2-carboxylic acid is known as a proline analog.
Application:
L-Azetidine-2-carboxylic acid is a toxic amino acid, endogenous metabolite, and specific proline antagonist.
CAS Number:
2133-34-8
Purity:
≥98%
Molecular Weight:
101.105
Molecular Formula:
C4H7NO2
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
L-Azetidine-2-carboxylic acid is a toxic amino acid found in polygonatum odoratum which acts as a growth inhibitor in algae and plants. It has been incorporated as an analog of proline in biologically active peptides for generating conformational changes. L-Azetidine-2-carboxylic acid, a chiral compound with two distinct isomers, serves as a versatile building block for synthesizing various compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. It plays a role as a chiral reagent in asymmetric synthesis, enabling the creation of enantiomerically pure molecules. Its applications extend to the synthesis of biologically active compounds, such as antibiotics and anti-cancer agents, contributing to advancements in medicinal chemistry and drug development.
L-Azetidine-2-carboxylic acid (CAS 2133-34-8) References
- Crystallization and preliminary crystallographic analysis of N-acetyltransferase Mpr1 from Saccharomyces cerevisiae. | Hibi, T., et al. 2009. Acta Crystallogr Sect F Struct Biol Cryst Commun. 65: 169-72. PMID: 19194013
- MPR1 as a novel selection marker in Saccharomyces cerevisiae. | Ogawa-Mitsuhashi, K., et al. 2009. Yeast. 26: 587-93. PMID: 19750564
- Properties, metabolisms, and applications of (L)-proline analogues. | Bach, TM. and Takagi, H. 2013. Appl Microbiol Biotechnol. 97: 6623-34. PMID: 23780584
- Proteasome inhibition enhances resistance to DNA damage via upregulation of Rpn4-dependent DNA repair genes. | Karpov, DS., et al. 2013. FEBS Lett. 587: 3108-14. PMID: 23954292
- The sodium/proline transporter PutP of Helicobacter pylori. | Rivera-Ordaz, A., et al. 2013. PLoS One. 8: e83576. PMID: 24358297
- Regio- and stereoselective oxygenation of proline derivatives by using microbial 2-oxoglutarate-dependent dioxygenases. | Hara, R., et al. 2014. Biosci Biotechnol Biochem. 78: 1384-8. PMID: 25130741
- The Aspergillus nidulans proline permease as a model for understanding the factors determining substrate binding and specificity of fungal amino acid transporters. | Gournas, C., et al. 2015. J Biol Chem. 290: 6141-55. PMID: 25572393
- The THERMOSENSITIVE MALE STERILE 1 Interacts with the BiPs via DnaJ Domain and Stimulates Their ATPase Enzyme Activities in Arabidopsis. | Ma, ZX., et al. 2015. PLoS One. 10: e0132500. PMID: 26186593
- The Unfolded Protein Response. | Tabara, K., et al. 2018. Methods Mol Biol. 1691: 223-230. PMID: 29043681
- The ER Stress Inducer l-Azetidine-2-Carboxylic Acid Elevates the Levels of Phospho-eIF2α and of LC3-II in a Ca2+-Dependent Manner. | Roest, G., et al. 2018. Cells. 7: PMID: 30513588
- Cell death and mitochondrial dysfunction induced by the dietary non-proteinogenic amino acid L-azetidine-2-carboxylic acid (Aze). | Samardzic, K. and Rodgers, KJ. 2019. Amino Acids. 51: 1221-1232. PMID: 31302779
- Involvement of the stress-responsive transcription factor gene MSN2 in the control of amino acid uptake in Saccharomyces cerevisiae. | Mat Nanyan, NSB., et al. 2019. FEMS Yeast Res. 19: PMID: 31328231
- Chemical-Genetic Interactions with the Proline Analog L-Azetidine-2-Carboxylic Acid in Saccharomyces cerevisiae. | Berg, MD., et al. 2020. G3 (Bethesda). 10: 4335-4345. PMID: 33082270
Inhibitor of:
COL15A1, GGCT, HUGT2, P5CR2, PCLN-1, PROT, Ramp4, THNSL2, and UGGT1.Activator of:
CHP1, DAD1, Derlin-1, DnaJC10, DnaJC3, eIF2Bβ, ERdj4, GADD 34, Gap1, Gcn4, GRP 94, HSPA14, PERK, PPP1R15B, TCP-1 α, TMEM33, and TRAP-γ.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
L-Azetidine-2-carboxylic acid, 1 g | sc-263441 | 1 g | $136.00 | |||
L-Azetidine-2-carboxylic acid, 5 g | sc-263441A | 5 g | $413.00 |