Chemical Properties
WHITE TO BEIGE CRYSTALLINE FLAKES OR POWDER
Uses
Cycloleucine can be used as a building block to synthesize:
- Phosphonylmethylaminocyclopentane-1-carboxylic acid by reacting with paraformaldehyde and diethylphosphite via Kabachnik-Field′s reaction.
- Benzo[b]thiophene-2-carboxylic acid {1-[1-(R)-(3-morpholin-4-ylpropylcarbamoyl)-2-phenylethylcarbamoyl]cyclopentyl}-amide, (MEN14268) as potential tachykinin NK2 receptor antagonist.
Uses
NMDA receptor antagonist, inhibits nucleic acid methylation; adrenergic agonist
Uses
Cycloleucine is a synthetic amino acid used in numerous biochemical transport studies
Definition
ChEBI: A non-proteinogenic alpha-amino acid that is cyclopentane substituted at position 1 by amino and carboxy groups.
General Description
Cycloleucine is a nonmetabolizable amino acid widely used as a building block in peptide synthesis.
reaction suitability
reaction type: solution phase peptide synthesis
Purification Methods
Any Cl -or other anions are removed by stirring with a strong cation exchange resin (Amberlite IR-120), filtering, and washing with distilled H2O until the filtrate is free from the anion. The resin is then stirred overnight with 6N NH4OH, filtered, the filtrate is decolourised (charcoal) and evaporated to dryness in a vacuum. The residue is recrystallised from H2O/EtOH. Also crystallise it from aqueous EtOH. The hydrochloride has m 222-224o(dec). [Neelakantan & Hartung J Org Chem 23 967 1958, Connors & Ross J Chem Soc 2119 1960. O’Donnell et al. Synthesis 127 1984, Beilstein 14 IV 974.]
