Cycloleucine

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Cycloleucine[1]
Cycloleucin.svg
Names
IUPAC name
1-Amino-1-cyclopentanecarboxylic acid
Other names
1-Aminocyclopentanecarboxylic acid
Identifiers
3D model (Jmol)
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.000.132
KEGG
Properties
C6H11NO2
Molar mass 129.16 g/mol
Appearance white of beige crystalline flakes or powder
Density 1.207 g/mL
Melting point 320 °C (608 °F; 593 K)
Boiling point 256.1 °C (493.0 °F; 529.2 K)
50 mg/mL
Hazards
Main hazards Irritant
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Cycloleucine is a non-proteinogenic amino acid. It could be classified as a cyclic derivate of norleucine, having two hydrogen atoms less. Leading structure is a cyclopentane-ring. The α-carbon atom is not a stereocenter.

Cycloleucine is a non-metabolisable amino acid and is a specific and reversible inhibitor of nucleic acid methylation, and as such is widely used in biochemical experiments.[2]

References[edit]

  1. ^ Cycloleucine at Sigma-Aldrich
  2. ^ M Caboche and JP Bachellerie (1977). "RNA methylation and control of eukaryotic RNA biosynthesis. Effects of cycloleucine, a specific inhibitor of methylation, on ribosomal RNA maturation". European Journal of Biochemistry. 74 (1): 19–29. doi:10.1111/j.1432-1033.1977.tb11362.x. PMID 856572.