32925-57-8

Upstream product

• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 1738-69-8 L-Leucine benzyl ester 
• 1738-77-8 L-leucine benzyl ester p-toluenesulfonate 
• 15136-13-7 N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester 
• 100-51-6 benzyl alcohol 
• 66450-17-7 Boc-Leu-HONB 
• 100-39-0 benzyl bromide 
• 2462-35-3 L-leucine benzyl ester hydrochloride 
• 61-90-5 L-leucine 
• 87746-56-3 2-tert-butoxycarbonylamino-4-methyl-penatnoic acid benzyl ester 

Downstream Products

• 73401-65-7 (S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-4-methyl-pentanoic acid 
• 95675-61-9 H-Leu₃-OBzl*HCl 
• 32945-67-8 Boc-Leu₃-OBzl 
• 77167-53-4 HCl*H-Leu₂-OBn 
• 71145-33-0 H-Leu₂-OBzl 
• 15136-13-7 N-tert-butoxycarbonyl-L-leucyl-L-leucine methyl ester 

Relevant academic research and scientific papers

Antineoplastic activity of linear leucine homodipeptides and their potential mechanisms of action

Galaxamide is a rare cyclic homopentapeptide composed of three leucines and two N-methyl leucines isolated from marine algae Galaxaura filamentosa. The strong antitumor activity of this compound makes it a promising candidate for tumor therapy. The synthesis of galaxamide, however, is a complex process, and it has poor water solubility. On the basis of its special chemical composition, we designed a series of linear leucine homopeptides. Among seven dipeptide derivatives, five compounds with terminal protection groups and methyl substitution of the hydrogen in the amido group showed remarkable inhibitory effects against various cancer cells. N-Tertbutyl-d-leucine-N-methyl-d-leucinebenzyl (A7), the only stereomer condensed by two d-leucines, showed the highest antineoplastic activity. A7-Treated cells showed cell cycle arrest and morphological changes typical of cells undergoing apoptosis. The population of Annexin-V positive/propidium iodide-negative cells also increased, indicating the induction of early apoptosis. A7 promoted the cleavage of caspase-9 and caspase-3, as well as increased intracellular Ca 2+ levels and decreased the mitochondrial membrane potential. Collectively, certain linear leucine dipeptides derived from cyclic pentapeptide are able to inhibit tumor cell proliferation through cell cycle arrest and apoptosis induction. The N-methyl group in the side chain and the d/l conformation of the amino-Acid residue are critical for their activity.

Peptide Mechanosynthesis by Direct Coupling of N-Protected α-Amino Acids with Amino Esters

In view of developing alternatives to classical peptide synthesis strategies that suffer from low efficacy and negative environmental impact, the reactivity of N-protected α-amino acids, amino esters, and N-ethyl-N′-(3-dimethylaminopropyl)carbodiimide was

Unambiguous characterization of anisotropic foldamer packing in a foldecture with an elongated hexagonal plate shape

Herein we correlate secondary structure perturbation with changes in the solid-state molecular architectures of an elongated hexagonal plate-shaped foldecture derived from the self-assembly of rigid 12-helical β-peptide foldamers to which a flexible C-ter

From peptides to their alternating ester-urea analogues: Synthesis and influence of hydrogen bonding motif and stereochemistry on aggregation

(Chemical Equation Presented) Peptide-mimicking scaffolds with an incorporated ester-urea motif, replacing two adjacent amide residues, were synthesized and their aggregation behavior was studied in dependence of hydrogen bonding sites as well as backbone stereochemistry. Two oligomer series containing either 50% or 100% ester-urea units and either all-(L) or (D)-alt-(L) backbone configuration were prepared via ester and amide couplings, using a divergent/convergent exponential growth strategy. Their aggregation behavior in organic solution was investigated by means of concentration-dependent NMR spectroscopy and compared to the parent peptide series. Interestingly, the naturally occurring peptide scaffold exhibits the largest tendency to associate in combination with the strongest difference in aggregation behavior between all-(L) and (D)-alt-(L) backbone stereochemistry. With increasing incorporation of the ester-urea motif the aggregation strength decreases and become much less dependent on the backbone configuration. The obtained structure-aggregation relationships reveal the importance of the commensurability and multivalency of hydrogen bonding sites as well as conformational restriction for peptide association and should hence aid the design of peptide mimics, such as β -sheet breakers or gelators. 2009 American Chemical Society.

A templating approach for monodisperse self-assembled organic nanostructures

The precise structural control is known for self-assembly into closed spherical structures (e.g., micelles), but similar control of open structures is much more challenging. Inspired by natural tobacco mosaic virus, we present the use of a rigid-rod template to control the size of a one-dimensional self-assembly. We believe that this strategy is novel for organic self-assembly and should provide a general approach to controlling size and dimension. Copyright

Application of a unique automated synthesis system for solution-phase peptide synthesis

An automated synthesis system, which is suitable for repetitive syntheses using similar reaction procedures, was used to synthesize systematically a library of all possible dipeptides (25) and tripeptides (125) from 5 protected amino acids. The apparatus has also been applied to the automated synthesis of 10 fragment tripeptide derivatives that are constituents of the hormone PACAP-27. The measured molecular optical rotation values of the library of 125 tripeptides were found to correlate well with calculated values obtained by summation of the molecular optical rotation values for the constituent amino acids.

MIXED ANHYDRIDES IN PEPTIDE SYNTHESIS. A STUDY URETHANE FORMATION WITH A CONTRIBUTION ON MINIMIZATION OF RACEMIZATION

A study of the factors contributing to urethane formation during the coupling of N-alkoxycarbonylamino acids with an amino acid ester by the mixed carboxylic-carbonic acid anhydride method has been carried out, using nuclear magnetic resonance spectroscop

Liquid-Phase Peptide Synthesis by Fragment Condensation on a Soluble Polymer Support. III. The Influence of the Content and the Chain Length of a Peptide Anchored to a Soluble Polymer Support on the Reactivity of the Amino-free Terminal of the Peptide

In order to investigate the influence of the content and the chain length of a peptide anchored to a soluble polymer support on the reactivity of the amino-free terminal of the peptide, chloromethylated polystyrene, which is a starting material for peptid