66880-59-9

Upstream product

• 2488-15-5 N-tert-butoxycarbonyl-L-methionine 
• 7517-19-3 methyl (L)-leucinate hydrochloride 
• 2666-93-5 L-Leucine methyl ester 
• 2488-15-5 N-t-butoxycarbonyl-L-methionine 
• 2666-93-5 (S)-Leu-OMe 
• 3845-64-5 tertbutoxycarbonyl-L-methionine N-hydroxysuccinimide ester 
• 67-56-1 methanol 
• 687-51-4 H-L-Leu-NH₂ 
• 33900-24-2 N-(tert-butoxycarbonyl)-L-methionine methyl ester 

Downstream Products

• 124044-60-6 Boc-Met-Leu-Phe-NHCH₂Ph 
• 106847-79-4 Boc-Met-Leu-Phe-NH₂ 
• 1378243-35-6 C₂₂H₃₂N₄O₇S 
• 1378243-34-5 C₂₂H₃₂IN₃O₅S 
• 1378243-33-4 C₂₂H₃₂BrN₃O₅S 
• 1378243-32-3 C₂₂H₃₂ClN₃O₅S 
• 1378243-31-2 C₂₂H₃₂FN₃O₅S 
• 1378243-30-1 C₂₃H₃₂N₄O₅S 
• 1378243-29-8 C₂₃H₃₂F₃N₃O₅S 
• 1378243-28-7 C₂₆H₄₁N₃O₅S 
• 1378243-26-5 C₂₃H₃₅N₃O₅S 
• 1378243-25-4 C₂₆H₄₀N₄O₈S 
• 73976-70-2 N-((S)-1-{(S)-1-[1-(4-Hydroxy-phenyl)-meth-(E)-ylidene-hydrazinocarbonyl]-3-methyl-butylcarbamoyl}-3-methylsulfanyl-propyl)-nicotinamide 

Relevant academic research and scientific papers

Hydrophilic residues at position 3 highlight unforeseen features of the fMLP receptor pocket

The peptides for-Met-Leu-Tyr-OMe, for-Met-Leu-Glu-OMe, for-Met-Leu-Asp-OMe and for-Met-Leu-Ser-OMe were synthesized to investigate the importance of a hydrophilic side chain of the residue at position 3 on biological activities of human neutrophils. A num

Synthesis and biological evaluation of curcumin derivatives with water-soluble groups as potential antitumor agents: An in vitro investigation using tumor cell lines

Three series of curcumin derivatives including phosphorylated, etherified, and esterified products of curcumin were synthesized, and their anti-tumor activities were assessed against human breast cancer MCF-7, hepatocellular carcinoma Hep-G2, and human cervical carcinoma HeLa cells. Compared with curcumin, compounds 3, 8, and 9 exhibited stronger antitumor cell line growth activities against HeLa cells. Compound 12 also showed higher antitumor cell line growth activities on MCF-7 cells than curcumin. Among them, 4-((1E,6E)-7-(4-Hydroxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dienyl)-2-methoxyphenyl dihydrogen phosphate(3) showed the strongest activity with an half maximal inhibitory concentration (IC50) of 6.78 μM against HeLa cells compared with curcumin with an IC50 of 17.67 μM. Stabilities of representatives of the three series were tested in rabbit plasma in vitro, and compounds 3 and 4 slowly released curcumin inplasma. The effect of compound 3 on HeLa cell apoptosis was determined by examining morphological changes by DAPI (4′,6-diamidino-2-phenylindole) staining as well as Annexin V-FITC/Propidium Iodide (PI) double staining and flow cytometry. The results showed that 3 induced cellular apoptosis in a dose-dependent manner. Together our findings show that 3 merits further investigation as a new potential antitumor drug candidate.

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 and biological evaluation of new active For-Met-Leu-Phe-OMe analogues containing para-substituted Phe residues

In the present study, we report synthesis and biological evaluation of the N-Boc-protected tripeptides 4a-l and N-For protected tripeptides 5a-l as new For-Met-Leu-Phe-OMe (fMLF-OMe) analogues. All the new ligands are characterized by the C-terminal Phe residue variously substituted at position 4 of the aromatic ring. The agonism of 5a-l and the antagonism of 4a-l (chemotaxis, superoxide anion production, lysozyme release as well as receptor binding affinity) have been examined on human neutrophils. No synthesized compounds has higher activity than the standard fMLF-OMe tripeptide to stimulate chemotaxis, although compounds 5a and 5c with -CH3 and -C(CH3)3, respectively, in position 4 on the aromatic ring, are better than the standard tripeptide to stimulate the production of superoxide anion, in higher concentration. Compounds 4f and 4i, containing -F and -I in position 4, respectively, on the aromatic ring of phenylalanine, exhibit significant chemotactic antagonism. The influence of the different substitution at the position 4 on the aromatic ring of phenylalanine is discussed.

Fully enzymatic N→C-directed peptide synthesis using C-terminal peptide α-carboxamide to ester interconversion

Chemoenzymatic peptide synthesis is potentially the most cost-efficient technology for the synthesis of short and medium-sized peptides with some important advantages. For instance, stoichiometric amounts of expensive coupling reagents are not required and racemisation does not occur rendering purification easier compared to chemical peptide synthesis. In this paper, a novel interconversion reaction of peptide C-terminal α-carboxamides into primary alkyl esters with alcalase was used to develop a fully enzymatic peptide synthesis strategy. For each elongation step a cost-efficient amino acid carboxamide building block was used followed by the interconversion of the elongated peptide carboxamide to the corresponding primary alkyl ester. These peptide esters are the starting materials for the next enzymatic peptide elongation step. Copyright

GAMMA-SECRETASE INHIBITORS

Disclosed, as a γ-secretase inhibitor, is a compound consisting of an amino acid sequence which consists of at least three consecutive amino acids of the amino acid sequence Val-Val-Ile-Ala-Thr-Val-Ile-Val-Ile-Thr-Leu-Val-Met-Leu-Lys-Lys-Lys including Leu at position 11, wherein, between the Leu and one or both amino acids located immediately before or after it, the peptide bond, -CO-NH-, is replaced with a hydroxyethylene group, -CHOH-CH2-, wherein the N terminus has an alkyloxycarbonyl group based on C1-10 alkyl that may carry phenyl or naphthyl as a substituent group, wherein the C terminus is converted to alkyl ester or alkyl amide based on C1-10 alkyl that may carry phenyl or naphthyl as a substituent group, and wherein the hydrogen atom of the hydroxyl group of the Thr at position 10 may be replaced with a C1-4 hydrophobic group or a Z group, or a pharmaceutically acceptable salt thereof.

Protected Lactam-Bridged Dipeptides for Use as Conformational Constraints in Peptides

General methods have been devised for the synthesis of lactam-constrained dipeptide analogues having five-, six-, and seven-membered rings.Three different paths from protected chiral α-amino acids to lactams involving intramolecular alkylation, intramolecular acylation, and insertion of a one carbon unit by condensation with formaldehyde have been utilized.The first two methods produce chiral products stereospecifically, but considerable racemization occurs in the third route which leads to a 4-oxo-5-amino-1,3-thiazine (13).The products are prepared in good yield and have protecting groups making them suitable for incorporation into higher peptides by methods commonly used.

Synthesis of N-Pyridoylamino Acid and Peptide Derivatives with Antitubercular Activity: Part II - Optically Active N-Nicotinoyl Dipeptide Derivatives

A series of optically active N-nicotinoyl dipeptide derivatives including methyl and ethyl esters, hydrazides, hydrazones and free acids have been synthesized and screened for their in-vitro activity against the virulent strain Mycobacterium tuberculosis