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. 2008;47(43):8220-3.
doi: 10.1002/anie.200803240.

A genetically encoded boronate-containing amino acid

Eric Brustad  1 , Mark L Bushey, Jae Wook Lee, Dan Groff, Wenshe Liu, Peter G Schultz
Affiliations

A genetically encoded boronate-containing amino acid

Eric Brustad et al. Angew Chem Int Ed Engl. 2008.
No abstract available

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Figures

Figure 1
Figure 1
Structure of p-boronophenylalanine. Oxidation [O] of the amino acid leads to tyrosine while reduction [R] produces phenylalanine.
Figure 2
Figure 2
a) Structures of glucamine (2), fluorescein-NHS-glucamine probe (3), and immobilized glucamine affinity purification resin (4; XUS43594.00 Dow Chemicals). b) Selective fluorescent labeling of Z-domain-K7(1) (solid line) over Z-domain-K7Y (dotted line) with fluorescein-NHS-glucamine dye (4). c) Affinity purification of 6X His tagged Z-domain-K7(1) using nickel-NTA resin or boronate affinity resin (5). lane 1: protein markers; lane 2: flow through of Ni-NTA purified protein; lane 3: elution of Ni-NTA purified protein; lane 4: flow through of boronate affinity resin; lane 5: 200 mM hydrogen peroxide elution of boronate affinity resin; lane 6: flow through of boronate affinity resin; lane 7: 1 M sorbitol elution of boronate affinity resin. Z-domain is indicated by the arrow.
Figure 3
Figure 3
a) Structure of iodinated bodipy reporter molecule. b) Suzuki coupling of 50 μM T4L-A82(1) to 1 mM reporter molecule (2) in 20 mM EPPS, pH 8.5, 70°C, for 12 hours in the absence (−) or presence (+) of 1 mM Pd-DBA. Top: bodipy fluorescence; Bottom: coomassie staining of the same gel
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References

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    1. Suzuki A. Journal of Organometallic Chemistry. 1999;576:147.
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