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11542 Sigma-Aldrich

L-Azetidine-2-carboxylic acid

purum, ≥98.0% (NT)

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

  • CAS Number 2133-34-8

  • Empirical Formula (Hill Notation) C4H7NO2

  • Molecular Weight 101.10

  •  Beilstein Registry Number 80680

  •  EC Number 218-362-5

  •  MDL number MFCD00005166

  •  PubChem Substance ID 24847213

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Properties

InChI Key   IADUEWIQBXOCDZ-VKHMYHEASA-N
grade   purum
assay   ≥98.0% (NT)
optical activity   [α]20/D −123±2°, c = 4% in H2O
mp   ~215 °C (dec.)

Description

Other Notes

Preparation of mugineic acid; 4-Oxidation to the corresponding lactam

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Biochem/physiol Actions

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.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Proline Derivatives and Analogs

Proline is a non-polar proteinogenic amino acid that forms a tertiary amide when incorporated into peptides. It does not have a hydrogen on the amide group and therefore cannot act as a hydrogen bond...
Chemfiles Volume 5 Article 12
Keywords: Adhesion, Biochemistry, Catalysis, Deposition, Hydroxylations, Isomerizations, Nucleic acid hybridization, Pharmaceutical, Reductions, Substitutions, Type

Peer-Reviewed Papers
15

References

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