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A48105

Cycloleucine

Name: Cycloleucine
Brand: ALDRICH

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:

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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Amino Acids

Amino Acids, Resins & Reagents for Peptide Synthesis

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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

GHS06

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral

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)

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RNA m6 A methylation regulates uveal melanoma cell proliferation, migration, and invasion by targeting c-Met.

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)

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)

Sexual Reproduction via a 1-Aminocyclopropane-1-Carboxylic Acid-Dependent Pathway Through Redox Modulation in the Marine Red Alga Pyropia yezoensis (Rhodophyta).

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

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