CAS 2133-34-8

(-)-Azetidinecarboxylic acid

Description:

(-)-Azetidinecarboxylic acid, also known as L-proline, is a cyclic amino acid characterized by its five-membered ring structure containing a nitrogen atom. It is a non-polar, aliphatic compound with a carboxylic acid functional group, which contributes to its acidic properties. This compound is known for its role in protein synthesis and is a key component in the structure of various peptides and proteins. (-)-Azetidinecarboxylic acid is typically found in its zwitterionic form at physiological pH, where it exhibits both basic and acidic characteristics. It is soluble in water and polar solvents, making it readily available for biological processes. The compound is also recognized for its involvement in various metabolic pathways and its potential applications in pharmaceuticals, particularly in the synthesis of drugs and as a building block in organic chemistry. Its stereochemistry, indicated by the prefix "(-)", denotes its specific optical activity, which is crucial for its biological function and interactions.

Formula: C₄H₇NO₂

InChI: InChI=1S/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1

InChI key: InChIKey=IADUEWIQBXOCDZ-VKHMYHEASA-N

SMILES: C(O)(=O)[C@@H]1CCN1

Synonyms:

• (-)-Azetidinecarboxylic acid
• (2S)-2-Azetidinecarboxylic acid
• (2S)-Azetidine-2-carboxylic acid
• (S)-(-)-2-Azetidine carboxylic acid
• (S)-(-)-Azetidine-2-carboxylic acid
• 2-Azetidinecarboxylic acid (2S)-
• 2-Azetidinecarboxylic acid, (S)-
• 2-Azetidinecarboxylic acid, <span class="text-smallcaps">L</span>-
• <span class="text-smallcaps">L</span>-2-Azetidinecarboxylic acid
• H-Aze-OH
• L-2-Azetidinecarboxylic acid
• L-Azetidine carboxylic acid
• L-azetidine-2-carboxylic acid
• L-pyrrolidine-2-carboxylic acid

L-Azetidine-2-carboxylic Acid [Antagonist of L-Proline]

CAS: 2133-34-8

Formula: C₄H₇NO₂

Purity: >98.0%(T)

Color and Shape: White to Orange to Green powder to crystal

Molecular weight: 101.11

Ref: 3B-A1043

(S)-(-)-Azetidine-2-carboxylic acid, 99%

CAS: 2133-34-8

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₄H₇NO₂

Purity: 99%

Color and Shape: White to cream, Crystalline powder

Molecular weight: 101.11

Ref: 02-L09668

L-Azetidine-2-carboxylic acid

CAS: 2133-34-8

A toxic amino acid found in polygonatum odoratum which acts as a growth inhibitor in plants and algae. It has been incorporated as a proline analog in bioactive peptides for generating conformational changes. Zagari et al. studied its influence on the stability of the collagen helix.

Formula: C₄H₇NO₂

Purity: > 99%

Color and Shape: White

Molecular weight: 101.11

Ref: 01-4019045

(S)-(-)-2-Azetidinecarboxylic Acid

CAS: 2133-34-8

Formula: C₄H₇NO₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 101.1039

Ref: IN-DA0037LJ

L-Azetidine-2-carboxylic acid

CAS: 2133-34-8

Formula: C₄H₇NO₂

Purity: ≥ 98.0%

Color and Shape: White to light brown crystalline powder

Molecular weight: 101.11

Ref: 7W-GM8973

L-Azetidine-2-carboxylic acid

CAS: 2133-34-8

L-Azetidine-2-carboxylic acid

Purity: ≥98%

Molecular weight: 101.1g/mol

Ref: 54-BUP18689

L-Azetidine-2-carboxylic acid

CAS: 2133-34-8

L-Azetidine-2-carboxylic acid

Formula: C₄H₇NO₂

Purity: 98%

Color and Shape: white solid

Molecular weight: 101.10g/mol

Ref: 54-OR1250T

L-Azetidine-2-carboxylic acid

CAS: 2133-34-8

L-Azetidine-2-carboxylic acid ((2S)-azetidine-2-carboxylic acid) is a toxic proline analogue produced by members of the Liliaceae and Agavaciae families.

Formula: C₄H₇NO₂

Purity: 99.79% - 99.95%

Color and Shape: Crystals From 95% Hot Methanol Beige Crystals

Molecular weight: 101.1

Ref: TM-TN6928

L-Azetidine-2-carboxylic Acid

Controlled Product

CAS: 2133-34-8

Applications A four-membered ring analog of L-Proline. A useful intermediate in the synthesis of polypeptides.
References Barber, M., et al.: Int. J. Pept. Protein Res., 14(3), 247 (1979), Tsai., F.H., et al.: Biopolymers, 30(11-12), 1039 (1990)

Formula: C₄H₇NO₂

Color and Shape: Neat

Molecular weight: 101.10

Ref: TR-A812500

L-Azetidine-2-carboxylic acid

CAS: 2133-34-8

Formula: C₄H₇NO₂

Purity: 95%

Color and Shape: Solid

Molecular weight: 101.105

Ref: 10-F040006

L-Azetidine-2-carboxylic acid

CAS: 2133-34-8

L-Azetidine-2-carboxylic acid is a natural product that has been shown to have anticancer effects. It has been shown to induce apoptosis in cancer cells by binding to response elements on the DNA, which causes DNA damage and cell death. L-Azetidine-2-carboxylic acid also inhibits protein synthesis by interfering with the uptake of amino acids, which are essential for protein production. This compound is not toxic to healthy cells because it cannot cross the lipid bilayer of the cell membrane. L-Azetidine-2-carboxylic acid also induces autophagy in cancer cells, causing them to destroy their own cellular components. There is evidence that this compound may be effective for other diseases such as diabetes and neurodegenerative disorders due to its ability to regulate intracellular calcium levels and its cytosolic function as a substrate molecule.

Formula: C₄H₇NO₂

Purity: Min. 95%

Color and Shape: White To Light (Or Pale) Yellow Solid

Molecular weight: 101.1 g/mol

Ref: 3D-FA14215