5276-63-1

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 3081-24-1 H-Phe-OEt 
• 1059596-58-5 N-Cbz-L-phenylalanine p-tolylthiol ester 
• 3272-95-5 Z-L-Phe p-chlorophenyl ester 
• 3085-87-8 Benzyloxycarbonyl-phenylalanin-<3>-pyridylester 
• 3182-93-2 (L)-phenylalanine ethyl ester hydrochloride 
• 52641-32-4 N-benzyloxycarbonyl-L-phenylalanyl chloride 
• 541-41-3 chloroformic acid ethyl ester 
• 3588-57-6 Z-DL-Phe-OH 
• 21887-86-5 benzyl (1-hydrazinyl-1-oxo-3-phenylpropan-2-yl)carbamate 

Downstream Products

• 67247-04-5 Phe-Phe-OEt 
• 106454-50-6 N-(N-benzyloxycarbonyl-phenylalanyl)-phenylalanine 
• 141056-54-4 N-benzyloxycarbonyl-L-phenylalanyl-L-phenylalaninamide 

Relevant academic research and scientific papers

HMDO-promoted peptide and protein synthesis in ionic liquids

Hexamethyldisiloxane (HMDO) has been developed to efficiently promote the metal-free direct coupling of an amino function of one cysteine-free peptide or protein and a C-terminal thioester of the second peptide in ionic liquids. The amide-coupling reaction proceeds smoothly under mild conditions to afford the corresponding products in good to excellent yields (63-94%). Peptide couplings were also achieved using in-situ-generated thioesters by the thioesterification of oxo esters.

Structure-activity study of endomorphin-2 analogs with C-terminal modifications by NMR spectroscopy and molecular modeling

Endomorphin-2 (EM-2) is a putative endogenous μ-opioid receptor ligand. To get insight into the important role of C-terminal amide group of EM-2, we investigated herein a series of EM-2 analogs by substitution of the C-terminal amide group with -NHNH2, -NHCH3, -N(CH3)2, -OCH3, -OCH2CH3, -OC(CH3)3, and -CH2-OH. Their binding affinity and bioactivity were determined and compared. Despite similar (analogs 1, 4, and 7) or decreased (analogs 2, 3,5, and 6) μ affinity in binding assays, all analogs showed low guinea pig ileum (GPI) and mouse vas deferens (MVD) potencies compared to their parent peptide. Interestingly, as for analogs 2 and 3 (a single and double N-methylation of C-terminal amide), the potency order with the Ki (μ) values was 2 > 3; for the C-terminal esterified analogs 4-6, the potency order with the Ki (μ) values was 4 > 5 > 6. Thus, we concluded that the steric hindrance of C-terminus might play an important role in opioid receptor affinity. We further investigated the conformational properties of these analogs by 1D and 2D 1H NMR spectroscopy and molecular modeling. Evaluating the ratios of cis- and trans-isomers, aromatic interactions, dihedral angles, and stereoscopic views of the most convergent conformers, we found that modifications at the C-terminal amide group of EM-2 affected these analog conformations markedly, therefore changed the opioid receptor affinity and in vitro bioactivity.

High isolated yields in thermodynamically controlled peptide synthesis in toluene catalysed by thermolysin adsorbed on Celite R-640

An innovative immobilisation method that allows peptide synthesis to be performed even at equimolar concentrations, by controlling water activity, is reported.

A novel support for enzyme adsorption: Properties and applications of aerogels in low water media

Aerogels, because of their porosity, have a great ability to adsorb water, and this characteristic was exploited to extend the applicability of aerogels for the adsorption and entrapment of hydrolases to be used in organic media. The applicability of aero