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Merck
CN

A48105

Cycloleucine

97%

Synonym(s):

1-Aminocyclopentanecarboxylic acid

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About This Item

Linear Formula:
H2NC5H8CO2H
CAS Number:
Molecular Weight:
129.16
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-144-6
Beilstein/REAXYS Number:
636626
MDL number:
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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

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

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



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K J Helbig et al.
Scientific reports, 9(1), 15598-15598 (2019-11-02)
The role of interferon and interferon stimulated genes (ISG) in limiting bacterial infection is controversial, and the role of individual ISGs in the control of the bacterial life-cycle is limited. Viperin, is a broad acting anti-viral ISGs, which restricts multiple
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)



Global Trade Item Number

SKUGTIN
A48105-10G04061833484043
A48105-5G04061833467060