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A48105

Sigma-Aldrich

Cycloleucine

97%

Synonym(s):

1-Aminocyclopentanecarboxylic acid

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About This Item

Linear Formula:
H2NC5H8CO2H
CAS Number:
Molecular Weight:
129.16
Beilstein:
636626
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

crystals

reaction suitability

reaction type: solution phase peptide synthesis

technique(s)

ligand binding assay: suitable

mp

320 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

NC1(CCCC1)C(O)=O

InChI

1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9)

InChI key

NILQLFBWTXNUOE-UHFFFAOYSA-N

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General description

Cycloleucine is a nonmetabolizable amino acid widely used as a building block in peptide synthesis.

Application

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.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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across Cell Membranes
Biochemical Ecotoxicology. Principles and Methods, 1, 157-157 (2012)
Peptide synthesis in room temperature ionic liquids
Vallette H, et al.
Tetrahedron Letters, 45(8), 1617-1619 (2004)
Toshiki Uji et al.
Frontiers in plant science, 11, 60-60 (2020-03-03)
The transition from the vegetative to sexually reproductive phase is the most dynamic change to occur during a plant's life cycle. In the present study, we showed that the ethylene precursor 1-aminocylopropane-1-carboxylic acid (ACC) induces sexual reproduction in the marine
Phosphonylmethylaminocyclopentane-1-carboxylic acid
Najdenova E, et al.
Heteroatom Chem., 14(3), 229-230 (2003)
Discovery of a new series of potent and selective linear tachykinin NK2 receptor antagonists
Fedi Valentina, et al.
Journal of medicinal chemistry, 50(20), 4793-4807 (2007)

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