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Assembling ligands in situ using bioorthogonal boronate ester synthesis.


ABSTRACT: Many molecules that could manipulate cellular function are not practical due to their large size and concomitant undesirable pharmocokinetic properties. Here, we describe a bioorthogonal, highly stable boronate ester (HiSBE) synthesis and use this reaction to synthesize a biologically active molecule from smaller precursors in a physiological context. The rapid rate of HiSBE synthesis suggests that it may be useful for assembling a wide variety of biologically active molecules in physiological solutions.

SUBMITTER: Shin SB 

PROVIDER: S-EPMC3149976 | biostudies-literature | 2010 Nov

REPOSITORIES: biostudies-literature

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Assembling ligands in situ using bioorthogonal boronate ester synthesis.

Shin Sung Bin Y SB   Almeida Ramiro D RD   Gerona-Navarro Guillermo G   Bracken Clay C   Jaffrey Samie R SR  

Chemistry & biology 20101101 11


Many molecules that could manipulate cellular function are not practical due to their large size and concomitant undesirable pharmocokinetic properties. Here, we describe a bioorthogonal, highly stable boronate ester (HiSBE) synthesis and use this reaction to synthesize a biologically active molecule from smaller precursors in a physiological context. The rapid rate of HiSBE synthesis suggests that it may be useful for assembling a wide variety of biologically active molecules in physiological s  ...[more]

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