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Screening reactions in one-second DESI-MS droplets

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Desorption electrospray ionization mass spectrometry reads amine alkylation and Suzuki hits from nanoliter spots in about a second.

Source

High throughput reaction screening using desorption electrospray ionization mass spectrometry

Wleklinski M, Loren BP, Ferreira CR, et al. · Chemical science · 2018

doi.org/10.1039/c7sc04606eRead the full paper ↗109 citationscc by

What they did

Authors spotted nanoliter reaction mixtures on porous PTFE, analyzed them by DESI-MS/MS, and screened N-alkylations plus Pd-catalyzed Suzuki couplings across multi-thousand-spot plates.

What they found

Product ions appear within about 1 s per droplet. Benzyl bromide alkylated 7 of 8 amines versus 3 of 8 for 2-(bromoethyl)benzene. Peak analysis reached 6004 reactions per hour at 6144-well density, using less than 0.5 μg of each reagent in 50 nL spots.

The limits

What it doesn't show

Qualitative reproducibility falls at the highest speeds, and translating every DESI hit to optimized continuous-flow yield is not completed in this paper.

Key terms

DESI-MS
Desorption electrospray ionization mass spectrometry of spots on a surface, here reaction droplets.
N-alkylation
Reaction of amines with alkyl bromides to form C–N products.
Suzuki coupling
Pd-catalyzed C–C coupling of boronic acids with aryl halides.
PTFE plate
Porous Teflon substrate that holds nanoliter reaction spots for DESI.
Conversion rate (CR)
MS-based estimate of how complete a spotted reaction is.

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Each DESI droplet analysis takes about:

Common questions

How fast is each DESI analysis?

About 1 second per reaction droplet.

Which alkyl bromide worked better?

Benzyl bromide (7/8 amines) beat 2-(bromoethyl)benzene (3/8).

What Pd catalyst was screened for Suzuki?

Commercial XPhos Pd G3.

How much reagent per spot?

50 nL mixtures with less than 0.5 μg of each reagent.

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