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- (S)-Azetidine-2-carboxylic acid
(S)-Azetidine-2-carboxylic acid
Catalog Number
ACM2133348
Product Name
(S)-Azetidine-2-carboxylic acid
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/2133-34-8.gif)
CAS
2133-34-8
Synonyms
FT-0636580; 2-Azetidinecarboxylic acid, (2S)-; (2S)azetidine-2-carboxylic acid; (2S)-(-)-Azetidine-2-carboxylic acid; L-azetidine-2-carboxylate; EINECS 218-362-5; (S)-Azetidin-2-carbonsaure; GTPL4686; AC-5699; L-Azetidine-2-carboxylicacid;
IUPAC Name
(2S)-azetidine-2-carboxylic acid;
Molecular Weight
101.105g/mol
Molecular Formula
C4H7NO2;
Canonical SMILES
C1CNC1C(=O)O;
InChI
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;
Solubility
SOL IN COLD & HOT WATER; PRACTICALLY INSOL IN ABSOLUTE ETHANOL;
Storage
2-8°C
Color Form
CRYSTALS FROM 95% HOT METHANOL;
Complexity
91.7
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
1
EC Number
218-362-5
Exact Mass
101.048g/mol
H-Bond Acceptor
3
H-Bond Donor
2
Heavy Atom Count
7
Monoisotopic Mass
101.048g/mol
Other Experimental
DISCOLORS AT 200 DEG C & DARKENS UNTIL 310 DEG C WHEN HEATING STOPPED; UNSTABLE TO MINERAL ACIDS;
Rotatable Bond Count
1
Topological Polar Surface Area
49.3A^2
UNII
5GZ3E0L9ZU
Application
(S)-Azetidine-2-carboxylic acid, a white to light yellow crystal powder, serves as a specific proline antagonist and is instrumental in the synthesis of abnormally high molecular weight polypeptides. As a four-membered ring analog of L-Proline, it is a versatile intermediate in polypeptide synthesis. Despite its utility, L-Azetidine-2-carboxylic acid is recognized as a non-protein amino acid and teratogenic agent with toxic properties. It has been employed in scientific research as a collagen synthesis inhibitor, a protein folding antagonist, and as a standard in liquid chromatography-mass spectrometry.
April 13, 2025
Essential Intermediate for Innovative Polypeptide Synthesis
I used (S)-Azetidine-2-carboxylic acid in our lab for synthesizing high molecular weight polypeptides. Its role as a proline antagonist was crucial for our analysis. Excellent quality and easy to incorporate in experimental workflows.
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