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

Quality Level

100

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
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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Heteroatom Chem., 14(3), 229-230 (2003)
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Vallette H, et al.
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