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Merck
CN

A0760

L-Azetidine-2-carboxylic acid

≥99%

Synonym(s):

(S)-Azetidine-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C4H7NO2
CAS Number:
Molecular Weight:
101.10
UNSPSC Code:
12352209
NACRES:
NA.32
PubChem Substance ID:
EC Number:
218-362-5
Beilstein/REAXYS Number:
80680
MDL number:
Assay:
≥99%
Form:
powder
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Quality Segment

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

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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