Cytosolic Delivery of Proteins by Bioreversible Esterification
| Autor: | Kalie A. Mix, Ronald T. Raines, Jo E. Lomax |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Green Fluorescent Proteins
CHO Cells 010402 general chemistry 01 natural sciences Biochemistry Article Catalysis Green fluorescent protein chemistry.chemical_compound Cricetulus Cytosol Colloid and Surface Chemistry Animals Prodrugs Esterification biology 010405 organic chemistry Chemistry Chinese hamster ovary cell Esterases Esters General Chemistry Prodrug biology.organism_classification 0104 chemical sciences Membrane Glycine Diazo |
| Zdroj: | Journal of the American Chemical Society. 139:14396-14398 |
| ISSN: | 1520-5126 0002-7863 |
| DOI: | 10.1021/jacs.7b06597 |
| Popis: | Cloaking its carboxyl groups with a hydrophobic moiety is shown to enable a protein to enter the cytosol of a mammalian cell. Diazo compounds derived from (p-methylphenyl)glycine were screened for the ability to esterify the green fluorescent protein (GFP) in an aqueous environment. Esterification of GFP with 2-diazo-2-(p-methylphenyl)-N,N-dimethylacetamide was efficient. The esterified protein entered the cytosol by traversing the plasma membrane directly, like a small-molecule prodrug. As with prodrugs, the nascent esters are substrates for endogenous esterases, which regenerate native protein. Thus, esterification could provide a general means to deliver native proteins to the cytosol. |
| Databáze: | OpenAIRE |
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