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Major additions to the chemist’s toolkit for building new molecules

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Scripps Research chemists have solved many years of problems in the field by developing methods for making very useful and previously very difficult types of modifications to organic molecules. Breakthrough advances facilitate the process of modifying a variety of existing molecules for valuable applications, such as improving drug efficacy and duration.


Flexible new way, ” Molecular oxygen, “What do you just do? Natural enzyme It’s done so far.Explained in this week’s treatise Science..

“We expect this method to be widely adopted to build potential new drugs. molecule Dr. Jin Quan Yew, a senior researcher at Scripps Research’s Bristol Myers Squibb Chemistry Professor, is also a Frank and Versahap Chemistry Professor.

Most medicines and countless other chemical products Carbon atom.. The skeletal ring may contain non-carbon atoms such as nitrogen instead of carbon, in which case it is called a heterocycle.

Last century chemists have made great strides in finding ways to assemble such molecules step by step. Chemical reaction— A process they call organic synthesis. However, some widely desired assembly steps remain difficult or impossible using synthetic methods.

One of these is to replace the hydrogen atoms that decorate the backbone carbon by default with a pair of oxygen and hydrogen atoms called hydroxyls. Chemists want to be able to make such substitutions anywhere on the carbon ring using regular O.2 As a source of oxygen atoms.However, borrow one oxygen atom from O2 It is very difficult, especially when modifying heterocyclic compounds.A highly specialized and dedicated enzyme Animal cellsKnown as the cytochrome P450 enzyme, has evolved to catalyze this type of reaction, but until now no chemist has managed this feat with more flexible tools in organic synthesis.

Yu and his team, including co-lead authors Zhen Li and Zhen Wang, have found a way to do this using “catalysts” that allow for anomalous reactions. The catalyst contains atoms of the precious metal palladium and is widely used in organic synthesis due to its ability to break the bonds that connect hydrogen. atom To Organic molecule‘Carbon backbone.

However, an important component of the catalyst is a small organic molecule called pyridone, which acts as a kind of handle (“ligand”) for palladium. This ligand essentially removes hydrogen with palladium and hydroxylates in a more flexible way than ever by changing its unique identity back and forth between closely related molecules called pyridone and pyridine. Allows binding. Chemists call these pairs of reciprocal molecules “tautomers.”

Yu and his colleagues demonstrate the ease and value of new methods by using new methods to modify a variety of existing drugs, such as telmisartan, which lowers blood pressure, probenecid, a gout drug, and anti-inflammatory meclofenamic acid. Did.

“This catalyst and its tautomeric ligands can be used to avoid many of the traditional restrictions on where hydroxylation can occur when constructing new molecules or modifying existing ones. “Yu says.


Chemists Announce New Versatile Method for Creating Chiral Drug Molecules


For more information:
Zhen Li et al, a tautomeric ligand, allows directional C–H hydroxylation with molecular oxygen. Science (2021). DOI: 10.1126 / science.abg2362

Quote: A major addition to the chemist’s toolkit for building new molecules (2021, June 25) is https: //phys.org/news/2021-06-major-addition-chemists-toolkit- Obtained from molecules.html on June 25, 2021

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Major additions to the chemist’s toolkit for building new molecules

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