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Key Documents

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Phosphonylmethylaminocyclopentane-1-carboxylic acid
Najdenova E, et al.
Heteroatom Chem., 14(3), 229-230 (2003)
Guangying Luo et al.
Journal of cellular physiology, 235(10), 7107-7119 (2020-02-06)
N6 -methyladenosine (m6 A) is a novel epitranscriptomic marker that contributes to regulating diverse biological processes through controlling messenger RNA metabolism. However, it is unknown if m6 A RNA methylation affects uveal melanoma (UM) development. To address this question, we
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)
Peptide synthesis in room temperature ionic liquids
Vallette H, et al.
Tetrahedron Letters, 45(8), 1617-1619 (2004)
across Cell Membranes
Biochemical Ecotoxicology. Principles and Methods, 1, 157-157 (2012)

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