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Merck

A0760

L-Azetidine-2-carboxylic acid

≥99%

Synonym(s):

(S)-Azetidine-2-carboxylic acid

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50 MG

CZK 2,160.00

100 MG

CZK 3,750.00

250 MG

CZK 6,370.00

1 G

CZK 18,100.00

CZK 2,160.00


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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 Level

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

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This Item
11189A727511195
assay

≥99%

assay

≥99.5% (T)

assay

≥98% (TLC)

assay

≥99.0% (NT)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder or crystals

form

powder

form

powder or crystals

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

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.
Azetidine-2-carboxylic acid (AZC) triggers protein aggregation or upregulates the expression of an aggregation-prone mutant protein, upon interference with nascent protein folding.

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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Ascorbic acid promotes the stemness of corneal epithelial stem/progenitor cells and accelerates epithelial wound healing in the cornea
Chen J, et al.
Stem Cells Translational Medicine, 6(5), 1356-1365 (2017)
Essential function of Mec1, the budding yeast ATM/ATR checkpoint-response kinase, in protein homeostasis
Corcoles-Saez I, et al.
Developmental Cell, 46(4), 495-503 (2018)
Nadinath B Nillegoda et al.
Molecular biology of the cell, 21(13), 2102-2116 (2010-05-14)
Quality control systems facilitate polypeptide folding and degradation to maintain protein homeostasis. Molecular chaperones promote folding, whereas the ubiquitin/proteasome system mediates degradation. We show here that Saccharomyces cerevisiae Ubr1 and Ubr2 ubiquitin ligases promote degradation of unfolded or misfolded cytosolic
The anticancer drug AUY922 generates a proteomics fingerprint that is highly conserved among structurally diverse Hsp90 inhibitors
Voruganti S, et al.
Journal of Proteome Research, 12(8), 3697-3706 (2013)
Kate Samardzic et al.
Amino acids, 51(8), 1221-1232 (2019-07-16)
In addition to the 20 protein amino acids that are vital to human health, hundreds of naturally occurring amino acids, known as non-proteinogenic amino acids (NPAAs), exist and can enter the human food chain. Some NPAAs are toxic through their

Global Trade Item Number

SKUGTIN
A0760-100MG04061833626955
A0760-1G04061826731598
A0760-50MG04061833456118
A0760-250MG04061833616109

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