L-Azetidine-2-carboxylic acid (Standard)
L-Azetidine-2-carboxylic acid is a proline analog. L-Azetidine-2-carboxylic acid upregulates the lipid autophagy marker LC3-II via activation of the PERK pathway. L-Azetidine-2-carboxylic acid increases pro-apoptotic BAX protein. L-Azetidine-2-carboxylic acid induces ATF6 cleavage and upregulates phosphorylated eIF2α levels. L-Azetidine-2-carboxylic acid induces ER stress, inducing protein misfolding and aggregation. L-Azetidine-2-carboxylic acid shows teratogenic, pro-inflammatory and pro-apoptotic effects.
For research use only. We do not sell to patients.
- Purity: 98%
- CAS No.: 2133-34-8
- Formula: C4H7NO2
- Molecular Weight:101.10
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Product Information
The compound is the grade of analytical standard, which is the reference standard supplied assay. It is commonly used in qualitative, quantitative and methodological research experiments in HPLC, GC and MS.
Chemical Information
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CAS No. 2133-34-8
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Molecular Weight 101.10
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Formula C4H7NO2
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SMILES
O=C([C@H]1NCC1)O
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Oikarinen A, et al. Effect of L-azetidine-2-carboxylic acid on glycosylations of collagen in chick-embryo tendon cells. Biochem J. 1976 Dec 15;160(3):639-45. [Content Brief]
[2]. Roest G, et al. The ER Stress Inducer l-Azetidine-2-Carboxylic Acid Elevates the Levels of Phospho-eIF2α and of LC3-II in a Ca2+-Dependent Manner. Cells. 2018 Nov 30;7(12):239. [Content Brief]
[3]. Baum BJ, et al. Incorporation of L-azetidine-2-carboxylic acid into hemoglobin in rabbit reticulocytes in vitro. J Biol Chem. 1975 Feb 25;250(4):1464-71. [Content Brief]
[4]. Hall BK. Use of the L-proline analog, L-azetidine-2-carboxylic acid (LACA) to analyse embryonic growth and determination and expression of the chondrogenic phenotype in vivo and in vitro. Anat Rec. 1978 Feb;190(2):243-55. [Content Brief]
[5]. Piper JA, et al. Pro-Inflammatory and Pro-Apoptotic Effects of the Non-Protein Amino Acid L-Azetidine-2-Carboxylic Acid in BV2 Microglial Cells. Curr Issues Mol Biol. 2022 Sep 28;44(10):4500-4516. [Content Brief]
[6]. Joneja MG. Teratogenic effects of proline analogue L-azetidine-2-carboxylic acid in hamster fetuses. Teratology. 1981 Jun;23(3):365-72. [Content Brief]
[9]. Adamson IY, et al. L-azetidine-2-carboxylic acid retards lung growth and surfactant synthesis in fetal rats. Lab Invest. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)