31953-80-7

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 1738-68-7 Gly-OBz 
• 2462-31-9 benzyl 2-aminoacetate hydrochloride 
• 3392-10-7 tert-butoxycarbonyl-L-proline N-hydroxysuccinimide ester 
• 1738-76-7 glycine benzyl ester p-toluenesulfonic acid salt 
• 34290-72-7 tert-butyloxycarbonyl-prolyl-glycine methyl ester 
• 100-51-6 benzyl alcohol 

Downstream Products

• 51785-82-1 N-tert-butyloxycarbonyl-L-prolylglycine 
• 63496-06-0 L-prolylglycine benzyl ester 
• 64471-98-3 prolylglycine benzyl ester hydrochloride 
• 874306-02-2 {[(S)-1-(2-{2-[2-(2-Dipropylcarbamoylmethoxy-acetylamino)-acetylamino]-acetylamino}-acetyl)-pyrrolidine-2-carbonyl]-amino}-acetic acid benzyl ester 
• 874306-06-6 (2-{[(S)-1-(2-{2-[2-(2-Dipropylcarbamoylmethoxy-acetylamino)-acetylamino]-acetylamino}-acetyl)-pyrrolidine-2-carbonyl]-amino}-acetylamino)-acetic acid benzyl ester 
• 901138-97-4 N-9-fuorenylmethoxycarbonyl-(2S,4R)-4-methylprolyl-(2S)-prolyl-glycine benzyl ester 
• 860642-16-6 N-(9H-fluoren-9-ylmethoxycarbonyl)-L-prolyl-L-prolylglycine benzyl ester 
• 55301-13-8 Boc-Gly-Pro-Gly-OBzl 
• 80452-02-4 H-Gly-Pro-Gly-OBzl 
• 219575-90-3 Boc-Arg(Tos)-Ile-Gln-Arg(Tos)-Gly-Pro-Gly(OBzl) 
• 72122-63-5 bovine β-casomorphin-5 
• 83280-19-7 phenylalanylprolylglycine benzyl ester hydrochloride 
• 83280-18-6 BOC-phenylalanylprolylglycine benzyl ester 
• 103725-70-8 BOC-prolylphenylalanylprolylglycine benzyl ester 

Relevant academic research and scientific papers

Synthesis of temperature-dependent elastin-like peptide-modified dendrimer for drug delivery

Dendrimers are synthetic macromolecules with a unique structure that are potential unimolecular drug carriers and potential scaffolds for peptides. Elastin is one of the main components of the extracellular matrix, as well as a temperature-sensitive biomacromolecule. Val-Pro-Gly-Val-Gly repeats, an elastin-like peptide, have been used for designing artificial elastin molecules. In this study, we have synthesized a novel type of temperature-dependent drug carrier by conjugating Ac-Val-Pro-Gly-Val-Gly to a dendrimer, named elastin-mimetic dendrimer. The elastin-mimetic dendrimer formed β-turn structure by heating. The elastin-mimetic dendrimer exhibited the inverse phase transition, depending on pH and NaCl concentration in addition to temperature. The elastin-mimetic dendrimer could encapsulate a model drug, rose bengal, even though the complex stability was similar to the dendrimer without elastin-like peptide. Therefore, the elastin-mimetic dendrimer is a potential drug carrier with temperature- and pH-dependent properties. (134 words)

Generation of Oxyphosphonium Ions by Photoredox/Cobaloxime Catalysis for Scalable Amide and Peptide Synthesis in Batch and Continuous-Flow

Phosphine-mediated deoxygenative nucleophilic substitutions, such as the Mitsunobu reaction, are of great importance in organic synthesis. However, the conventional protocols require stoichiometric oxidants to trigger the formation of the oxyphosphonium i

Synthesis and evaluation of in Vivo anti-hypothermic effect of the N- And C-terminus modified thyrotropin-releasing hormone mimetic: [(4S,5S)-(5-methyl-2-oxooxazolidine-4-yl)-carbonyl]-[3-(thiazol-4-yl)-L-alanyl]-L-prolinamide

We explored orally effective thyrotropin-releasing hormone (TRH) mimetics, which show high central nervous system effects in structure–activity relationship studies based on in vivo antagonistic activity on reserpine-induced hypothermia (anti-hypothermic effect) in mice starting from TRH. This led us to the TRH mimetic: [(4S,5S)-(5-methyl-2-oxooxazolidine-4-yl)carbonyl]-[3-(thiazol-4-yl)-L-alanyl]-L-prolinamide 1, which shows a higher anti-hypothermic effect compared with that of TRH after oral administration. We next attempted further chemical modification of the N- and C-terminus of 1 to find more orally effective TRH mimetics. As a result, we obtained several N- and C-terminus modified TRH mimetics which showed high anti-hypothermic effects.

Cation dependence of chloride ion complexation by open-chained receptor molecules in chloroform solution

Seventeen peptides, most having the sequence GGGPGGG, but differing in the C- and N-terminal ends, have been studied as anion-complexing agents. These relatively simple, open-chained peptide systems interact with both chloride and the associated cation. Changes in the N- and C-terminal side chains appear to make little difference in the efficacy of binding. NMR studies suggest that the primary interactions involve amide NH contacts with the chloride anion, and CD spectral analyses suggest a concomitant conformational change upon binding. Changes in binding constants, which are expected in different solvents, also suggest selective solvent interactions with the unbound host that helps to preorganize the open-chained peptide system. Significant differences are apparent in complexation strengths when the heptapeptide chain is shortened or lengthened or when the relative position of proline within the heptapeptide is varied.

Peptide bond isosteres: Ester or (E)-alkene in the backbone of the collagen triple helix

(Chemical Equation Presented) Collagen is the most abundant protein in animals. Interstrand N-H...O=C hydrogen bonds between backbone amide groups form a ladder in the middle of the collagen triple helix. Isosteric replacement of the hydrogen-bond-donatin

Synthesis of novel all-cis-functionalized cyclopropane template-assembled collagen models

An all-cis-functionalized cyclopropane template to connect the three peptide chains in a collagen model is designed. Stereoselective synthesis of cyclopropane-assembled collagen-model 2b with the minimum unit of Gly-Pro-Pro is based on a novel 1-seleno-2-silylethene [2 + 1] cycloaddition strategy. Reaction of the 1-seleno-2-silylethene 4 with triester-substituted olefin 5 in the presence of ZnI2 gives [2 + 1] cycloadduct 6 stereoselectively. Cyclopropane 6 is selectively transformed into triol 10 in four steps. The reaction of 10 and three equivalents ofN-Boc-Pro-Pro-Gly-OH in the presence of WSC-DMAP and subsequent deprotection with TFA gives 2b.

Synthesis of Tn, sialyl Tn and HIV-1-derived peptide antigen conjugates having a lipid a analog as an immunoadjuvant for synthetic vaccines

Conjugates (3-5) of Tn, sialyl Tn and HIV-1-derived peptide antigen with a N-tetradecanoyl L-serine-β-alanine-containing D-glucosamine derivative, structurally related to lipid A, as an immunoadjuvant for the development of totally synthetic vaccines against cancers or HIV were synthesized. The mitogenic activity of compounds 3, 4 and 5 was stronger than that of lipid A analogs (1, 2).

Structure of Halo-toxin Procedured by Phytopathogenic Bacterium, Pseudomonas syringae pv. mori

Halo-toxin was isolated from the incubated medium of Pseudomonas syringae pv. mori which causes halo bright disease against the leaves of mulberry trees.The structure of this compound was revealed to be Pro-Phe-Pro-Gly-Pro-Ile by spectroscopic means and a

SYNTHESIS AND FAST-ATOM BOMBARDMENT MASS SPECTROMETRY OF β-CASOMORPHIN-5

A fully detailed solution synthesis of β-casomorphin-5 (Tyr-Pro-Phe-Pro-Gly) and positive FAB mass spectra of all synthetic intermediates are reported, together with the B/E daughter ion spectrum of the peptide, and the corresponding sequence determination.