6461-07-0

Usage

Uses

Used in Pharmaceutical Industry:
L-Phenylalanine, L-leucyl-, methyl ester, monohydrochloride is used as a building block for the synthesis of peptide and protein-based drugs. Its unique structure allows for the development of new therapeutic treatments for various diseases and medical conditions.
Used in Biochemical Research:
This chemical compound is of interest in the study of cellular processes, providing insights into the mechanisms of protein synthesis and function. It can be used to investigate the interactions between amino acids and other biomolecules, contributing to a better understanding of biological systems.
Used in Drug Delivery Systems:
L-Phenylalanine, L-leucyl-, methyl ester, monohydrochloride can be utilized in the creation of new drug delivery systems. Its properties as an amino acid derivative make it a promising candidate for the development of targeted drug delivery systems, potentially improving the efficacy and safety of therapeutic agents.

Upstream product

• 61-90-5 L-leucine 
• 63-91-2 L-phenylalanine 
• 66866-44-2 Boc-Leu-O-COO-isoBu 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 188783-08-6 N-[N-(2-benzoyl-2-ethoxycarbonylvinyl-1)-L-leucyl]-L-3-phenylalanine methyl ester 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 132247-14-4 (S)-2-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methylsulfanyl-butyrylamino)-4-methyl-pentanoylamino]-3-phenyl-propionic acid methyl ester 
• 1367281-41-1 C₁₈H₂₅BrN₂O₄ 
• 1365292-35-8 L-isoseryl-L-leucyl-L-phenylalanine methyl ester hydrochloride 
• 1374225-27-0 C₅₅H₉₃N₉O₁₂ 
• 1414357-91-7 methyl (S)-2-((S)-2-{2-[(S)-2-azidopropanamido]acetamido}-4-methylpentanamido)-3-phenylpropanoate 
• 1414357-46-2 methyl (S)-2-{(S)-2-[2-((S)-2-{4-[(8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6Hcyclopenta[a]phenanthren-17-yl]-1H-1,2,3-triazol-1-yl}propanamido)acetamido]-4-methylpentanamido}-3-phenylpropanoate 
• 108456-25-3 methyl (2S,5S)-2-benzyl-8-[(tert-butoxycarbonyl)amino]-5-isobutyl-4,7-dioxo-3,6-diazaoctanoate 
• 1410924-85-4 methyl N-acetyl-(S)-prolyl-(S)-leucyl-(S)-phenylalaninate 
• 1140908-89-9 C₃₂H₄₄N₄O₆ 
• 868540-16-3 (S)-2-((S)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenyipropanoic acid 
• 868540-17-4 carfilzomib 
• 868539-96-2 (S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate 
• 3354-31-2 (3S,6S)-3-benzyl-6-isobutylpiperazine-2,5-dione 

Relevant academic research and scientific papers

PROCESS FOR THE PREPARATION OF (2S)-N-((S)-1-((S)-4-METHYL-1-((R)-2-METHYL OXIRAN-2-YL)-1-OXOPENTAN-2-YLCARBAMOYL)-2-PHENYLETHYL)-2-((S)-2-(2-MORPHOLINO ACETAMIDO)-4-PHENYLBUTANAMIDO)-4-METHYLPENTANAMIDE

The present invention relates to process for the preparation of (2S)-N-((S)-l -((S)-4-methyl-1 -((R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylcarbamoyl)-2-phenylethyl)-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)-4 -methylpentanamide represented by the following structural formula-1.

Additivity or cooperativity: Which model can predict the influence of simultaneous incorporation of two or more functionalities in a ligand molecule?

Predicting how binding affinity responds to ligand structural modifications in structure-activity relationship studies (SAR) is a major challenge in medicinal chemistry. This is particularly true when two or more of these modifications are carried out simultaneously. In this study, we present binding affinity data from several series of thermolysin inhibitors in which simultaneous structural modifications were investigated to determine whether they are cooperative or additive. Data revealed that, while additivity is at work in some cases, cooperativity is more commonly demonstrated. Cooperativity and additivity were then correlated with ligand descriptors, such as the spacing and the topological features of the modified groups, in a manner that may provide guidance as to when each model should be utilized. Cooperativity was particularly associated with contiguous groups and small unbranched hydrophobic side chain. Additivity, on the other hand, was associated with moderately distant hydrophobic group combinations and side chain branching. Such correlations can improve the predictability of SAR studies and can provide a starting point for additional investigations that may lead to further significant enhancements in the current scoring functions.

Influence of neighboring groups on the thermodynamics of hydrophobic binding: An added complex facet to the hydrophobic effect

The thermodynamic consequences of systematic modifications in a ligand side chain that binds in a shallow hydrophobic pocket, in the presence and absence of a neighboring ligand carboxylate group, were evaluated using isothermal titration calorimetry (ITC

Dissecting the hydrophobic effect on the molecular level: The role of water, enthalpy, and entropy in ligand binding to thermolysin

The hydrophobic effect is associated with the successive replacement of water molecules in the binding site of a protein by hydrophobic groups of the ligand. Although the hydrophobic effect is assumed to be entropy-driven, large changes in enthalpy and entropy are observed with the model system thermolysin. Structural changes in the binding features of the water molecules ultimately determine the thermodynamics of the hydrophobic effect. Copyright

Cyclic dipeptides exhibit potency for scavenging radicals

Twenty kinds of cyclic dipeptides containing l-leucine were synthesized, and their antioxidant activity against .OH and O2·- was investigated. Compounds possessing polar amino acid residues, such as Asp, Cys, Glu, Lys, Pro, Ser, and Trp, exhibited higher antioxidant activity against .OH than vitamin E. However, only cyclo(l-Cys-l-Leu) scavenged O2·-.

Synthesis of a novel series of L-isoserine derivatives as aminopeptidase N inhibitors

A series of novel L-isoserine derivatives were synthesised and evaluated for their ability to inhibit aminopeptidase N (APN)/CD13. In our preliminary biological results, some of these compounds possessed a potent inhibitory activity against the APN. Within this series, compound 14b not only showed similar enzyme inhibition (IC50 of 12.2μM) compared with the positive control bestatin (half maximal inhibitory concentration (IC 50) of 7.3μM), but also had a potent antiproliferative activity against human cancer cell lines cells.

17α-ethynylestradiol peptide labeling by 'click' chemistry

A synthesis of 17α-ethynylestradiol-labeled native peptides is reported. The peptide moiety is tethered to the steroid hormone by a 1,2,3-triazole bridge formed by a CuAAC reaction in which the azido group of the peptide combines with the terminal acetylenic moiety of ethynylestradiol to link the two bioactive molecules. Thus bioconjugates containing the hormone moiety at three positions within the peptide molecule could be useful targets for hormono-enzyme interaction studies. Georg Thieme Verlag Stuttgart ? New York.

Stereoselective syntheses of 1H-imidazo[2,1-a]isoindole-2,5(3H,9bH)-diones

1H-Imidazo[2,1-a]isoindole-2,5(3H,9bH)-diones 6a-i are synthesized in 67-96% yields with high stereoselectivities (de 88-99%, except 6e with a 58% de value) via intermolecular condensation of 2-formylbenzoic acid (5) and α-amino amides 4a-i in the presence of a catalytic amount of toluene-p-sulfonic acid. Intermediates 4 are obtained in two steps from easily available chiral N-Boc-α-amino acids 1.

2-Benzoyl-2-ethoxycarbonylvinyl-l and 2-Benzoylamino-2-methoxy-carbonylvinyl-1 as N-Protecting Groups in Peptide Synthesis. Their Application in the Synthesis of Dehydropeptide Derivatives Containing N-Terminal 3-Heteroarylamino-2,3-dehydroalanine

Ethyl 2-benzoyl-3-dimethylaminopropenoate (6) and methyl 2-benzoylamino-3-dimethylaminopropenoate (46) were used as reagents for the protection of the amino group with 2-benzoyl-2-ethoxycarbonylvinyl-1 and 2-benzoylamino-2-methoxycarbonylvinyl groups in t