A0760

L-Azetidine-2-carboxylic acid

≥99%

• Synonym(s): (S)-Azetidine-2-carboxylic acid
• Empirical Formula (Hill Notation): C₄H₇NO₂
• CAS Number: 2133-34-8
• Molecular Weight: 101.10
• Beilstein: 80680
• EC Number: 218-362-5
• MDL number: MFCD00005166
• UNSPSC Code: 12352209
• PubChem Substance ID: 24278205
• NACRES: NA.32

Properties

• Quality Level: 200
• Assay: ≥99%
• form: powder
• SMILES string: OC(=O)[C@@H]1CCN1
• InChI: 1S/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1
• InChI key: IADUEWIQBXOCDZ-VKHMYHEASA-N

Description

General description

L-Azetidine-2-carboxylic acid is a non-protein amino acid and teratogenic agent. It is toxic in nature.

Application

L-Azetidine-2-carboxylic acid has been used as a:

• collagen synthesis inhibitor
• protein folding antagonist
• as a standard in liquid chromatography-mass spectrometry

Biochem/physiol Actions

Azetidine-2-carboxylic acid (AZC) triggers protein aggregation or upregulates the expression of an aggregation-prone mutant protein, upon interference with nascent protein folding.

L-Azetidine-2-carboxylic acid is an inhibitor of collagen synthesis that is anti-angiogenic.

L-Azetidine-2-carboxylic acid is an inhibitor of collagen synthesis that is anti-angiogenic. It is a four-membered ring analog of L-proline that causes protein misconstruction when incorporated instead of proline.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves