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Vancomycin Capsules - FDA prescribing information, …
“Years of work in this lab culminated in a total synthesis strategy that not only allowed us access to this target compound, but also gave us the ability to perform almost any other chemical modification of vancomycin that we wished,” said Akinori Okano, first author of the new report, who is an assistant professor of chemistry at TSRI.
“This is brilliant work that reveals the combined impact of a profound mechanism-based hypothesis and incredible acumen in complex molecule synthesis to test the ideas,” synthetic chemist of Yale University says. “The arrival at the two key analogs and achieving their inhibition of cell-wall biosynthesis by two likely different mechanisms” are epic results that will inspire further work in the field, he says.
Boger Group Homepage - Scripps Research Institute
In 2012, Boger and his team reported making a vancomycin analog—informally termed vancomycin amidine—with a subtly altered binding pocket that fastens about equally well to the original and resistant sites on bacterial cell wall subunits. To get the precise structural modification they needed, they had to come up with a method for the “total synthesis” of this vancomycin-based compound—a controlled, step-by-step construction using organic chemistry reactions in the lab, rather than a natural enzyme-mediated production within cells.
Vancomycin - American Chemical Society
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