Specifications
- Purity
- ≥99% (TLC)
- Appearance
- White to light beige to brown powder
- Identity
- 1H-NMR
Properties
- Solvents
- Slightly soluble in water or DMF.
Available from stock
L-Azetidine-2-carboxylic acid
- SKU
- A0051
Category: Amino Acids, Peptides, Proteins
- Synonyms
- A2C, LACA, L-AZC, L-Aze, L-A-2-C, (S)-Azetidine-2-carboxylic acid, (-)-Azetidinecarboxylic acid
- 2133-34-8
- CAS-Number
- C4H7NO2
- Molecular Formula
- 101.10
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- RT
- 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.
- Transportation
- Not dangerous goods
- 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.
- Smiles
- OC([C@@H]1CCN1)=O
- InChi Key
- IADUEWIQBXOCDZ-VKHMYHEASA-N
- 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)
- InChi
- InChI=1S/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1
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.
Additional information
| Synonyms | A2C, LACA, L-AZC, L-Aze, L-A-2-C, (S)-Azetidine-2-carboxylic acid, (-)-Azetidinecarboxylic acid |
|---|---|
| Purity | ≥99% (TLC) |
| Appearance | White to light beige to brown powder |
| CAS-Number | 2133-34-8 |
| Molecular Formula | C4H7NO2 |
| Molecular Weight | 101.10 |
| Identity | 1H-NMR |
| Solvents | Slightly soluble in water or DMF. |
| Smiles | OC([C@@H]1CCN1)=O |
| InChi Key | IADUEWIQBXOCDZ-VKHMYHEASA-N |
| Shipping | AMBIENT |
| Short Term Storage | RT |
| 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. |
| Transportation | Not dangerous goods |
| 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) |
| InChi | InChI=1S/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1 |
| Quantity | 250 mg, 1 g, Bulk |
| cdx-Solubility (method) | 50 mg/ml H2O |
| cdx-Solubility (color) | Colorless to yellow to orange |
| cdx-Clear | Solubility (turbidity) |
