(S)-(-)-2-Azetidinecarboxylic acid

Synonym(s):(S)-Azetidine-2-carboxylic acid

CAS NO.：2133-34-8
Empirical Formula: C4H7NO2
Molecular Weight: 101.1
MDL number: MFCD00005166
EINECS: 218-362-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-20 11:41:24

(S)-(-)-2-Azetidinecarboxylic acid Structural

What is (S)-(-)-2-Azetidinecarboxylic acid?

Chemical properties

white to light yellow crystal powder

The Uses of (S)-(-)-2-Azetidinecarboxylic acid

(S)-(-)-2-Azetidinecarboxylic acid is a four-membered ring analog of L-Proline, It is a useful intermediate in the synthesis of polypeptides,Used in synthesis of abnormally high molecular weight polypeptides.

The Uses of (S)-(-)-2-Azetidinecarboxylic acid

Specific proline antagonist. Used in synthesis of abnormally high molecular weight polypeptides.

The Uses of (S)-(-)-2-Azetidinecarboxylic acid

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

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

What are the applications of Application

L-Azetidine-2-carboxylic acid is a toxic amino acid, endogenous metabolite, and specific proline antagonist.

Definition

ChEBI: The (S)-enantiomer of azetidine-2-carboxylic acid.

General Description

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

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.

Safety Profile

Moderately toxic by subcutaneousroute. An experimental teratogen. Other experimentalreproductive effects. When heated to decomposition itemits toxic fumes of NOx.

Properties of (S)-(-)-2-Azetidinecarboxylic acid

Melting point:	~215 °C (dec.)
Boiling point:	189.47°C (rough estimate)
alpha	-125 º (c=1, water 25 ºC)
Density	1.2245 (rough estimate)
refractive index	-122 ° (C=4, H2O)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
solubility	Aqueous Base (Slightly), Methanol (Slightly), Water (Slightly)
form	Crystalline Powder or Crystals
pka	2.35±0.20(Predicted)
color	White to light beige
Water Solubility	5 g/100 mL
Merck	14,908
BRN	80678
CAS DataBase Reference	2133-34-8(CAS DataBase Reference)

Safety information for (S)-(-)-2-Azetidinecarboxylic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.