208655-83-8

Upstream product

• 71989-38-3 Fmoc-Tyr(tBu)-OH 
• 106-95-6 allyl bromide 
• 107-18-6 allyl alcohol 

Downstream Products

• 267001-22-9 (S)-allyl 2-amino-3-(4-(tert-butoxy)phenyl)propanoate 
• 146346-83-0 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)phenyl)propanoic acid 
• 208655-87-2 C₃₇H₄₈N₇O₂₀P 
• 208655-85-0 (S)-3-(4-{(2-Cyano-ethoxy)-[(2R,3R,4R,5R)-3,4-diacetoxy-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-phosphoryloxy}-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid allyl ester 
• 537677-37-5 2-cyanoethyl-N^α-(9-fluorenylmethoxycarbonyl)tyrosin-4-yl-(2',3'-di-O-acetyluridin-5'-yl)phosphate 
• 267001-28-5 Fmoc-Ala-Lys(ε-Boc)-Pro-Ser(O-t-Bu)-Tyr(O-t-Bu)-OAll 
• 267001-14-9 Fmoc-Ala-Lys(ε-Boc)-Pro-Ser(O-t-Bu)-Tyr(O-t-Bu)-OH 
• 267001-26-3 Fmoc-Lys(ε-Boc)-Pro-Ser(O-t-Bu)-Tyr(O-t-Bu)-OAll 
• 1027509-28-9 Lys(ε-Boc)-Pro-Ser(O-t-Bu)-Tyr(O-t-Bu)-OAll 
• 267001-24-1 Fmoc-Pro-Ser(O-t-Bu)-Tyr(O-t-Bu)-OAll 
• 143674-78-6 (S)-allyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-hydroxyphenyl)propanoate 

Relevant academic research and scientific papers

Novel glycosylated endomorphin-2 analog produces potent centrally-mediated antinociception in mice after peripheral administration

We report the synthesis and pharmacological characterization of a novel glycosylated analog of a potent and selective endogenous μ-opioid receptor (MOP) agonist, endomorphin-2 (Tyr-Pro-Phe-Phe-NH2, EM-2), obtained by the introduction in positio

Mitsunobu-Reaction-Based Total Solid-Phase Synthesis of Fanlizhicyclopeptide B

The first total synthesis of anti-inflammatory cyclic peptide fanlizhicyclopeptide B based on the Mitsunobu reaction is reported. The pre-made Fmoc-Tyr-OAllyl building block was coupled to the Wang resin via the Mitsunobu reaction catalyzed by triphenylph

Simplified Novel Muraymycin Analogues; using a Serine Template Strategy for Linking Key Pharmacophores

The present status of antibiotic research requires the urgent invention of novel agents that act on multidrug-resistant bacteria. The World Health Organization has classified antibiotic-resistant bacteria into critical, high and medium priority according to the urgency of need for new antibiotics. Naturally occurring uridine-derived “nucleoside antibiotics” have shown promising activity against numerous priority resistant organisms by inhibiting the transmembrane protein MraY (translocase I), which is yet to be explored in a clinical context. The catalytic activity of MraY is an essential process for bacterial cell viability and growth including that of priority organisms. Muraymycins are one subclass of naturally occurring MraY inhibitors. Despite having potent antibiotic properties, the structural complexity of muraymycins advocates for simplified analogues as potential lead structures. Herein, we report a systematic structure-activity relationship (SAR) study of serine template-linked, simplified muraymycin-type analogues. This preliminary SAR lead study of serine template analogues successfully revealed that the complex structure of naturally occurring muraymycins could be easily simplified to afford bioactive scaffolds against resistant priority organisms. This study will pave the way for the development of novel antibacterial lead compounds based on a simplified serine template.

A parallel permeability assay of peptides across artificial membranes and cell monolayers using a fluorogenic reaction

Here, we report a facile permeability assay to quantitatively evaluate the membrane permeability of multiple peptides in parallel. With a fluorogenic click reaction between azidocoumarin and a terminal alkyne tag introduced on a peptide, the peptide that crossed an artificial membrane or a cell monolayer was quantitatively detected. The method allows a rapid measurement of the permeability of multiple compounds on a plate reader even in the presence of a complex mixture of biological molecules.

ANTIBODY-COUPLED CYCLIC PEPTIDE TYROSINE TYROSINE COMPOUNDS AS MODULATORS OF NEUROPEPTIDE Y RECEPTORS

The present invention comprises conjugates comprising a monoclonal antibody conjugated to a cyclic PYY peptide. The invention also relates to pharmaceutical compositions and methods for use thereof. The novel conjugates are useful for preventing, treating or ameliorating diseases and disorders disclosed herein.

Solid-Phase Synthesis of Cyclic Depsipeptides Containing a Tyrosine Phenyl Ester Bond

The first solid-phase strategy for the synthesis of cyclic depsipeptides containing a phenyl ester linkage in their structure is described. The key steps of the synthesis were the formation of the phenyl ester bond and the on-resin head-to-side-chain cyclization. The amino acid configuration significantly influenced the formation and the stability of the cyclic depsipeptides. The presence of a l-Tyr1 and a d-Tyr7 led to the most stable sequences.

Solid-Phase Total Synthesis of the Proposed Structure of Coibamide A and Its Derivative: Highly Methylated Cyclic Depsipeptides

The solid-phase total synthesis of the proposed structure of cyclic depsipeptide coibamide A and its derivative O-desmethyl coibamide A is reported. In this study, we demonstrate the solid-phase synthetic strategy and final solution-phase O-methylation fo

A general synthetic method toward uridylylated picornavirus VPg proteins

Small proteins called viral protein genome-linked (VPg), attached to the 5′-end of the viral RNA genome are found as common structure in the large family of picornaviruses. The replication of these viruses is primed by this VPg protein linked to a single uridylyl residue. We report a general procedure to obtain such nucleoproteins employing a pre-uridylylated tyrosine building block in an on-line solid phase-based approach. Copyright 2013 European Peptide Society and John Wiley & Sons, Ltd. The replication of picornaviruses is primed by a small so-called VPg protein linked to a uridylyl residue. We report a general procedure to obtain such nucleoproteins employing a pre-uridylylated tyrosine building block in an on-line solid phase based approach.

Divergent and site-selective solid-phase synthesis of sulfopeptides

On solid ground: A solid-phase strategy for the efficient synthesis of sulfopeptides is described. Selective deprotection of orthogonally-protected tyrosine residues and solid-phase sulfation provided divergent access to differentially sulfated peptides in high yields. Copyright

Alcohols immobilization onto 2-chlorotritylchloride resin under microwave irradiation

The immobilization of alcohols onto 2-chlorotritylchloride resin using microwave irradiation was studied. Three different Fmoc-aminoalcohols were tested: the phenol-like Fmoc-tyramine, the primary alcohol Fmoc-ethanolamine, and the secondary alcohol Fmoc-