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Mixed alkyl aryl phosphonate esters as quenched fluorescent activity-based probes for serine proteases.

Mixed alkyl aryl phosphonate esters as quenched fluorescent activity-based probes for serine proteases.

Organic & biomolecular chemistry (2015-01-03)

Sevnur Serim, Philipp Baer, Steven H L Verhelst

ABSTRACT

Activity-based probes (ABPs) are powerful tools for the analysis of active enzyme species in whole proteomes, cells or animals. Quenched fluorescent ABPs (qABPs) can be applied for real time imaging, allowing the visualization of dynamic enzyme activation by fluorescent microscopy. Unfortunately, qABPs are only available for a few enzymes. We here describe the design and synthesis of qABPs for serine proteases based on a phosphonate ester scaffold.

MATERIALS

Product Number

Brand

Product Description

USP

Glacial acetic acid, United States Pharmacopeia (USP) Reference Standard

Sigma-Aldrich

2-Butanone, suitable for HPLC, ≥99.7%

Supelco

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Magnesium sulfate, anhydrous, ReagentPlus^®, ≥99.5%

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2-Butanone, ACS reagent, ≥99.0%

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Lithium bromide, ReagentPlus^®, ≥99%

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Tyramine, 98%, FG

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Magnesium sulfate solution, BioUltra, Molecular Biology

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Acetyl chloride, puriss. p.a., ≥99.0% (T)

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Magnesium sulfate, BioReagent, suitable for cell culture, suitable for insect cell culture

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Magnesium sulfate, anhydrous, reagent grade, ≥97%

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Acetic acid, natural, ≥99.5%, FG

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