Chemodex

L-Azetidine-2-carboxylic acid

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Product Details
Synonyms A2C; LACA; L-AZC; L-Aze; L-A-2-C; (S)-Azetidine-2-carboxylic acid; (-)-Azetidinecarboxylic acid
Product Type Chemical
Properties
Formula C4H7NO2
MW 101.1
CAS 2133-34-8
RTECS CM4310500
Source/Host Chemicals Synthetic
Purity Chemicals ≥99% (TLC)
Appearance White to light beige to brown powder.
Solubility Slightly soluble in water or DMF.
Identity Determined by 1H-NMR.
Declaration Manufactured by Chemodex.
Other Product Data

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Our product description may differ slightly from the original manufacturers product datasheet.

InChi Key IADUEWIQBXOCDZ-VKHMYHEASA-N
Smiles OC([C@@H]1CCN1)=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +20°C
Long Term Storage +4°C
Handling Advice Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at +4°C.
Documents
Product Specification Sheet
Datasheet Download PDF
Description
L-Azetidine-2-carboxylic acid (Aze) is a non-proteinogenic amino acid derivative of L-proline that has been found in C. majalis and has diverse biological activities. It is widely used in biochemical and molecular biology research. It is incorporated into proteins in place of proline, inducing conformational changes that help study protein folding, stability, and misfolding-related diseases. Aze is also used as a versatile building block in the synthesis of constrained peptides and peptidomimetics, making it valuable for probing structure-function relationships and designing bioactive molecules. L-Azetidine-2-carboxylic acid is an inhibitor of collagen synthesis that is anti-angiogenic. It destabilizes the collagen triple helix and reduces the extracellular localization of collagen. It is toxic to a variety of bacteria and can induce cell death through both apoptotic and necrotic cell death in mammalian cells.
Product References
(1) M.G. Joneja; Teratology 23, 365 (1981) | (2) W.D. Klohs, et al.; J. Natl. Cancer Inst. 75, 353 (1985) | (3) A. Zagari, et al.; Biopolymers 30, 951 (1990) | (4) T.M.H. Bach & H. Takagi; Appl. Microbiol. Biotechnol. 97, 6623 (2013) | (5) K. Tabara, et al.; Methods Mol. Biol. 1691, 223 (2018) | (6) K. Samardzic & K.J. Rodgers; Amino Acids 51, 1221 (2019) | (7) K.J. Rodgers, et al.; Toxicol. 510, 153999 (2025)
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