293732-21-5

Basic information

• Product Name: 1,12-dodecano-bis(L-LeuZ)
• Synonyms: 1,12-dodecano-bis(L-LeuZ)
• CAS NO: 293732-21-5
• Molecular Weight: 694.955
• Mol File: 293732-21-5.mol

Chemical Properties

• CAS DataBase Reference: 1,12-dodecano-bis(L-LeuZ)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,12-dodecano-bis(L-LeuZ)(293732-21-5)
• EPA Substance Registry System: 1,12-dodecano-bis(L-LeuZ)(293732-21-5)

Safety Data

• Hazardous Substances Data: 293732-21-5(Hazardous Substances Data)

Usage

Chemical structure

1,12-dodecano-bis(L-LeuZ) is a dodecanoic acid molecule that contains two leucine amino acid moieties.

Derivative

It is a derivative of the amino acid leucine.

Application

It is used in peptide chemistry to create peptide conjugates or hybrid molecules.

Building block

It can be used as a building block in the synthesis of various bioactive peptides or peptidomimetics.

Influence of leucine moieties

The presence of two leucine moieties in the molecule can influence its physical and chemical properties.

Potential use

It is potentially useful in various biological or pharmaceutical applications.

Upstream product

• 2018-66-8 Z-Leu-OH 
• 2783-17-7 1,12-Diaminododecane 

Downstream Products

• 293732-65-7 1,12-dodecano-bis(L-Leu-L-Phe-L-PheBoc) 
• 293732-50-0 1,12-dodecano-bis(L-Leu-L-PheZ) 
• 82221-83-8 1,12-dodecano-bis(L-Leu-L-Phe) 

Relevant articles and documents

Synthesis, conformation, and chemical properties of new mini parallel double-stranded peptides conjugated with -Phe-Phe- and - Phe-Phe-X- sequences

To investigate the chemical conformations and functions of the -Phe-Phe-Val- or -Phe-Phe- sequences contained in the Alzheimer's disease related β-amyloid peptide, a series of mini parallel double-stranded peptides conjugated with two peptide residues to one spacer were designed and prepared. The structure of the compounds was elucidated by circular dichroism (CD) spectrum and NMR two dimensional (2D) nuclear Overhauser enhancement and exchange spectroscopy (NOESY) measurments. The structure of 1,2-ethano-bis(L-Phe-L-Phe-L-Leu), 1,12-dodecano- bis(L-Phe-L-Phe-L-Leu), 1,12-dodecano-bis(L-Phe-L-Phe-L-Val), and 1,12-dodecano (D-Phe-D-Phe-D-Leu) conjugated with L-Leu and L-Val residues show a βturn-like nucleation. The dihedral angles (θ = + 75°, + 180°, ω =+ 90°, φ =- 87°, ψ =+ 180°) obtained from experimental coupling constant (J) data, etc. support that 1,12-dodecano-bis(L-Phe-L-Phe) adopts β-turn mimic nucleation. The 1,12-dodecano-bis(L-Leu-L-Leu-L-Phe), 1,12-dodecano-bis(L- Ile-L-Phe-L-Leu), and 1,12-dodecano-bis(L-Phe-L-Val-L-Leu), etc. adopt most probably a random structure by CD studies. It was found by titration spectrum that an inclusion complex of 1:1 ratio (association constant; K(a)=1.0 x l04 M-1) is formed between 1,12-dodecano-bis(L-Phe-L-Phe-L-Leu) and azobenzene (guest, [L0]=1.758 x 10-5 M-1). Moreover, the stability of the complexes was increased in order of 1,12-dodecano-bis(L-Phe- L-Phe-L-Leu) · azobenzene > 1,12-dodecano-bis(L-Phe-L-Phe-L-Val) · azobenzene > 1,12-dodecano-bis(L-Phe-L-Val-L-Leu) · azobenzene. The data show that X-Phe-L-Phe-L-spacer(S)-L-Phe-L- Phe-X (X=amino acids; S=1,2-ethano- and 1,12-dodecano-) plays an important role as a binding site of the drophobic interaction of the four Phes in the two strands is a very interesting issue in the physiological action of proteins as well as the conformation of the backbone of X-L-Phe-L-Phe-spacer(S)-L-Phe-L-Phe-X.