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Merck

A48105

Cycloleucine

97%

Synonym(s):

1-Aminocyclopentanecarboxylic acid

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About This Item

Linear Formula:
H2NC5H8CO2H
CAS Number:
52-52-8
Molecular Weight:
129.16
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
24890914
EC Number:
200-144-6
Beilstein/REAXYS Number:
636626
MDL number:
MFCD00001381

Key Documents

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InChI key

NILQLFBWTXNUOE-UHFFFAOYSA-N

InChI

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

SMILES string

NC1(CCCC1)C(O)=O

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

Quality Level

100

Related Categories

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
GHS06

signalword

Danger

hcodes

H301

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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Certificates of Analysis (COA)

Lot/Batch Number
STBJ4828
STBB4219
01210JH
S42790
13613DH

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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
Phosphonylmethylaminocyclopentane-1-carboxylic acid
Najdenova E, et al.
Heteroatom Chem., 14(3), 229-230 (2003)
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)
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