Cycloleucine

Cycloleucine
  • CAS No.:52-52-8
Other grades of this product :
Cycloleucine Basic information
Product Name:Cycloleucine
Synonyms:RARECHEM AK HD C019;TIMTEC-BB SBB004230;1-amino-cyclopentanecarboxylicaci;Amino-1-cyclopentanecarboxylic acid;CB 1639;cb1639;Cycloleucin;Cyclopentanecarboxylic Acid, 1-amino-, L-
CAS:52-52-8
MF:C6H11NO2
MW:129.16
EINECS:200-144-6
Product Categories:Amino Acids;pharmacetical;Amino Acids;Amino Acids & Derivatives;Cycloalkanes;Pyridines;amino
Mol File:52-52-8.mol
Cycloleucine Chemical Properties
Melting point 320 °C (dec.) (lit.)
Boiling point 239.22°C (rough estimate)
density 1.1426 (rough estimate)
refractive index 1.4827 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka2.38±0.20(Predicted)
form Crystalline Flakes or Powder
color White to beige
Water Solubility 5 g/100 mL
Merck 14,2734
BRN 636626
CAS DataBase Reference52-52-8(CAS DataBase Reference)
NIST Chemistry ReferenceCyclopentanecarboxylic acid, 1-amino-(52-52-8)
EPA Substance Registry SystemCyclopentanecarboxylic acid, 1-amino- (52-52-8)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22
Safety Statements 22-24/25
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS GY2625000
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29224999
Hazardous Substances Data52-52-8(Hazardous Substances Data)
ToxicityLD50 oral in rat: 290mg/kg
MSDS Information
ProviderLanguage
Cycloleucine English
ACROS English
SigmaAldrich English
ALFA English
Cycloleucine Usage And Synthesis
Chemical PropertiesWHITE TO BEIGE CRYSTALLINE FLAKES OR POWDER
UsesNMDA receptor antagonist, inhibits nucleic acid methylation; adrenergic agonist
UsesCycloleucine 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.
UsesCycloleucine is a synthetic amino acid used in numerous biochemical transport studies
DefinitionChEBI: A non-proteinogenic alpha-amino acid that is cyclopentane substituted at position 1 by amino and carboxy groups.
General DescriptionCycloleucine is a nonmetabolizable amino acid widely used as a building block in peptide synthesis.
Purification MethodsAny 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.]
Cycloleucine Preparation Products And Raw materials
Preparation ProductsMethyl 1-amino-1-cyclopentanecarboxylate-->Methyl 1-amino-1-cyclopentanecarboxylate hydrochloride

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