60209-59-8

Upstream product

• 72-18-4 L-valine 
• 2483-49-0 2-tert-Butoxycarbonylamino-propionic acid 4-nitro-phenyl ester 
• 84010-57-1 (S)-2-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methyl-butyric acid 1,1,3,3-tetraoxo-1λ⁶,3λ⁶-[1,3]dithian-2-ylmethyl ester 
• 15761-38-3 L-N-Boc-Ala 
• 84010-55-9 Boc-Ala-Val-O-Dim 
• 6306-52-1 L-valine methylester hydrochloride 
• 72-18-4 L-valine 
• 77422-40-3 tert-butyloxycarbonylalanyl-4-pyridylmethylester 
• 1361400-98-7 picoly N-Boc-L-alanyl-L-valinate 
• 3392-05-0 Boc-Ala-O-N-hydroxysuccinimide 
• 115652-05-6 L-Valin-1,3-dithian-2-yl-methylester-hydrochlorid 
• 2462-34-2 L-valine benzyl ester hydrochloride 
• 66447-55-0 ((S)-1-benzylcarbamoyl-2-methyl-propyl)-carbamic acid tert-butyl ester 
• 13734-41-3 t-Boc-L-valine 

Downstream Products

• 124044-50-4 Boc-Ala-Val-Phe-CH(OH)CF₃ 
• 575488-55-0 Boc-L-Ala-L-Val-L-Amp-OtBu 
• 945265-16-7 (CH₃)2C₇H₃N₂C₆H₃OHCONHCHCH₃CONH(CH)2(CH₃)2CONHCHCH₃CO₂CH₃ 
• 575488-60-7 cyclo(D-PhSeAla-L-Ala-L-Val-L-Amp) 
• 575488-58-3 Boc-D-PhSeAla-L-Ala-L-Val-L-Amp-OtBu 
• 76615-36-6 L-Ala-L-Val-OH trifluoroacetate 
• 1265278-12-3 1-((S)-2-((S)-2-aminopropanamido)-3-methylbutanoyl)-N-benzhydryl-4-benzylpiperazine-2-carboxamide 
• 1265278-22-5 tert-butyl (2S)-1-((2S)-1-hydroxy-3-methyl-1-(1-phenethyl-1H-tetrazol-5-yl)butan-2-ylamino)-1-oxopropan-2-ylcarbamate 
• 1265278-23-6 (2S)-2-amino-N-((2S)-1-hydroxy-3-methyl-1-(1-phenethyl-1Htetrazol-5-yl)butan-2-yl)propanamide 
• 1472-66-8 L-alanyl-L-valine 

Relevant academic research and scientific papers

Radical-Mediated Acyl Thiol-Ene Reaction for Rapid Synthesis of Biomolecular Thioester Derivatives

The thiol-ene ‘click’ reaction has emerged as a versatile process for carbon–sulfur bond formation with widespread applications in chemical biology, medicinal chemistry and materials science. Thioesters are key intermediates in a wide range of synthetic and biological processes and efficient methods for their synthesis are of considerable interest. Herein, we report the first examples of acyl-thiol-ene (ATE) for the synthesis of biomolecular thioesters, including peptide, lipid and carbohydrate derivatives. A key finding is the profound effect of the amino acid side chain on the outcome of the ATE reaction. Furthermore, radical generated thioesters underwent efficient S-to-N acyl transfer and desulfurisation to furnish ‘sulfur-free’ ligation products in an overall amidation process with diverse applications for chemical ligation and bioconjugation.

Coupling of sterically demanding peptides by β-thiolactone-mediated native chemical ligation

The ligation of sterically demanding peptidyl sites such as those involving Val-Val and Val-Pro linkages has proven to be extremely challenging with conventional NCL methods that rely on exogenous thiol additives. Herein, we report an efficient β-thiolactone-mediated additive-free NCL protocol that enables the establishment of these connections in good yield. The rapid NCL was followed by in situ desulfurization. Reaction rates between β-thiolactones and conventional thioesters towards NCL were also investigated, and direct aminolysis was ruled out as a possible pathway. Finally, the potent cytotoxic cyclic-peptide axinastatin 1 has been prepared using the developed methodology.

Design, synthesis and crystallographic analysis of nitrile-based broad-spectrum peptidomimetic inhibitors for coronavirus 3C-like proteases

Coronaviral infection is associated with up to 5% of respiratory tract diseases. The 3C-like protease (3CLpro) of coronaviruses is required for proteolytic processing of polyproteins and viral replication, and is a promising target for the deve

A mild method for the cleavage of the 4-picolyloxy group with magnesium under neutral conditions

A mild and efficient method for the selective hydrolysis of 4-picolyl esters with magnesium in methanol or water in the presence of other esters and sensitive protecting groups is described. 4-Picolyl aryl ethers and thioethers are also smoothly deprotected to give the corresponding phenols and thiophenols. Georg Thieme Verlag Stuttgart. New York.

A facile synthesis and crystallographic analysis of N-protected β-amino alcohols and short peptaibols

A facile, efficient and racemization-free method for the synthesis of N-protected β-amino alcohols and peptaibols using N-hydroxysuccinimide active esters is described. Using this method, dipeptide, tripeptide and pentapeptide alcohols were isolated in high yields. The conformations in crystals of β-amino alcohol, dipeptide and tripeptide alcohols were analysed, with a well-defined type III β-turn being observed in the tripeptide alcohol crystals. This method is found to be compatible with Fmoc-, Boc- and other side-chain protecting groups.

THE TETRACYCLIC ANTHRAQUINONES POSSESSING ANTI-CANCER EFFECT

The present invention provides aminoside tetracyclic anthraquinones represented by formula (I) or formula (II), wherein the piptides are introduced to connect tetracyclic anthraquinones and fatty acid saturated or unsaturated in order to make the anticancer agents to be absorbed and released selectively; meanwhile some water-solubility groups are also introduced into the branched chain, aminosaccharide and tetracyclic moiety of the compounds to improve the water-solubility. The present invention also provides the preparative method and the use thereof as pharmaceutically active components for treating the diseases cured by aminoside tetracyclic anthraquinone, for example cancer, such as intestines, liver, gastric, breast, lung, ovary, prostate, brain glioma, lymph, skin, pigment, thyroid gland, multiple bone marrow cancer and leukemia.

TETRACYCLIC ANTHRAQUINONES POSSESSING ANTI-CANCER PROPERTIES

The present invention provides aminoside tetracyclic anthraquinones represented by formula (I) or formula (II), wherein the peptides are introduced to connect tetracyclic anthraquinones and fatty acid saturated or unsaturated in order to make the anticancer agents to be absorbed and released selectively; meanwhile some water-solubility groups are also introduced into the branched chain, aminosaccharide and tetracyclic moiety of the compounds to improve the water-solubility. The present invention also provides the preparative method and the use thereof as pharmaceutically active components for treating the diseases cured by aminoside tetracyclic anthraquinone, for example cancer, such as intestines, liver, gastric, breast, lung, ovary, prostate, brain glioma, lymph, skin, pigment, thyroid gland, multiple bone marrow cancer and leukemia.

The role of protecting groups in the formation of organogels through a nano-fibrillar network formed by self-assembling terminally protected tripeptides

A series of eight synthetic self-assembling terminally blocked tripeptides have been studied for gelation. Some of them form gels in various aromatic solvents including benzene, toluene, xylene, and chlorobenzene. It has been found that the protecting groups play an important role in the formation of organogels. It has been observed that, if the C-terminal has been changed from methyl ester to ethyl ester the gelation property does not change significantly (keeping the N-terminal protecting group same), while the change of the protecting group from ethyl ester to isopropyl ester completely abolishes the gelation property. Similarly, keeping the identical C-terminal protecting group (methyl ester) the results of the gelation study indicate that the substitution of N-terminal protection Boc- (tert-butyloxycarbonyl) to Cbz- (benzyloxycarbonyl) does change the gelation property insignificantly, while the change from Boc- to pivaloyl (Piv-) or acetyl (Ac-) group completely eliminates the gelation property. Morphological studies of the dried gels of two of the peptides indicate the presence of an entangled nano-fibrillar network that might be responsible for gelation. FTIR studies of the gels demonstrate that an intermolecular hydrogen bonding network is formed during gelation. Results of X-ray powder diffraction studies for these gelator peptides in different states (dried gels, gel, and bulk solids) reflected that the structure in the wet gel is distinctly different from the dried gel and solid state structures. Single crystal X-ray diffraction studies of a non-gelator peptide, which is structurally similar to the gelator molecules reveal that the peptide forms an antiparallel β-sheet structure in crystals.

A short water-soluble self-assembling peptide forms amyloid-like fibrils

A water-soluble tripeptide Val-Ile-Ala (VIA) 1, bearing sequence identity with the C-terminal portion of the Alzheimer Aβ-peptide (Aβ40-42), self-assembles, in crystalline form, to produce an intermolecularly hydrogen bonded supramolecular β-sheet structure which self-associates to form straight, unbranched nanofibrils exhibiting amyloid-like behavior; in contrast, the synthetic tripeptide Ala-Val-Ile (AVI) 2 self-assembles to produce a β-sheet structure that forms branched nanofibrils which do not show any characteristic features of amyloid-like fibrils. The Royal Society of Chemistry 2006.

Synthesis of the amide analog of alternariolide (AM-toxin I), a host specific phytotoxin for apple leaves

The amide analog of alternariolide (AM-toxin I) was synthesized with high efficiency. The analog showed comparable biological activity to that of alternariolide.