Androgen causes whitening of brown adipose tissue: Implications for PCOS

Lerner, Avi; Kewada, Drashti; Ahmed, Aaniya; Okolo, Anthony; Christian, Mark; Hardy, Kate

doi:10.1530/repabs.3.o027

Cited by 1 publication

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“…DNA-encoded chemical libraries (DECLs) are collections of small molecules covalently linked to a unique, structure-identifying DNA tag which enables screens of large pools of library members for binders to biological targets. [1][2][3][4][5][6][7] DECLs constructed by a split-and-pool 8 strategy (i.e., iterative rounds of molecule functionalization, DNA-tag ligation and pooling) may routinely contain millions of encoded small molecule structures, and if used with postscreen high-throughput DNA sequencing, [9][10][11] can interrogate enormous amounts of chemical space. 12 However the success of DECL screening campaigns is influenced by the inherent diversity and fidelity of small molecule structures available within the DECL collection 13,14 and many common synthetic transformations have not yet been demonstrated in solution-phase DECL production.…”

Section: Introductionmentioning

confidence: 99%

Multistep Synthesis of 1,2,4-Oxadiazoles via DNA-Conjugated Aryl Nitrile Substrates

Bangs

Simmons

et al. 2019

Bioconjugate Chem.

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A multistep protocol for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles on DNA-chemical conjugates has been developed. A set of six DNA-connected aryl nitriles were converted to corresponding amidoximes with hydroxylamine followed by the O-acylation with a series of aryl and aliphatic carboxylic acids. After cyclodehydration of the O-acyl amidoximes by heating at 90 °C in pH 9.5 borate buffer for two hours, the desired oxadiazole products were observed in 51─92% conversion with the cleavage of O-acylamidoximes as the major side-product. The reported protocol paves the way for the synthesis of oxadiazole core-focused DNA-encoded chemical libraries.

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