54349-39-2

Upstream product

• 18107-18-1 diazomethyl-trimethyl-silane 
• 106291-80-9 methyl 4-bromo-3-hydroxybenzoate 
• 99768-12-4 4-methoxycarbonylphenylboronic acid 

Downstream Products

• 1357255-20-9 dimethyl 2-nitrobenzyloxybiphenyl-4,4'-dicarboxylate 
• 1357255-14-1 2-nitrobenzyloxybiphenyl-4,4'-dicarboxylic acid 

Relevant academic research and scientific papers

Design of stapled oxyntomodulin analogs containing functionalized biphenyl cross-linkers

A panel of three lipid-modified, functionalized biphenyl cross-linkers (fBph) were synthesized and subsequently employed in the preparation of the stapled oxyntomodulin (OXM) analogs. In a luciferase-based reporter assay, these stapled OXM analogs showed varying degree of potency in activating GLP-1R and GCGR, presumably due to the disparate effect of the lipid chains on the local environment close to the ligand-receptor binding interface. In particular, the fBph-1 cross-linked peptide with the lipid chain attached to position-3 of the biphenyl cross-linker exhibited the highest dual agonist activity.

Coupling Postsynthetic High-Temperature Oxidative Thermolysis and Thermal Rearrangements in Isoreticular Zinc MOFs

Herein, we report coupling in situ high temperature postsynthetic modifications (PSMs) in metal-organic frameworks (MOFs). Thermo-reactive propargyloxy-functionalized zinc IRMOFs (isoreticular metal-organic frameworks) prepared from 2-(prop-2-yn-1-yloxy)-[1,1′-biphenyl]-4,4′-dicarboxylic acid (H2bpdcOCH2CCH) were investigated for their high-temperature postsynthetic rearrangement (PSR) chemistry to heterocyclic chromenes and benzofurans and then coupled to solid-gas reactions with molecular oxygen. The selectivity for the initial molecular rearrangements was found to be inverted in the porous MOF environment compared to conventional melt reactions of the ester compound Me2bpdcOCH2CCH and proceeded far more easily than the solid-state transformation from H2bpdcOCH2CCH, showing the potential of MOFs to give rise to different chemistry. The major oxidative process was thermolysis of the chromene ring with a minor pathway of allylic-type oxidation to give heterocyclic chromenone functionality. The sequence was also successful on a series of two-component multivariate IRMOF frameworks prepared from thermo-reactive H2bpdcOCH2CCH and thermo-resistant H2bpdcOMe linkers, demonstrating that these reactions can be used with known crystal engineering strategies. All transformations were fully compatible with the requirements to maintain MOF crystallinity and porosity as evidenced by surface area analysis and X-ray powder diffraction measurements. This work contributes to establishing the feasibility of high-temperature solid-gas manifolds for MOF PSM.

OXYNTOMODULIN ANALOGS AND METHODS OF MAKING AND USING SAME

Provided are oxyntomodulin analogs. The peptide analogs have at least two cysteines. The two cysteines are separated by six amino acids such that they can be crosslinked using suitable crosslinking moieties. The crosslinked peptides have long half-lives and/or efficacy. For example, peptide analog compositions are used for inducing weight loss and/or reducing blood glucose levels.