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2014 ; 102
(3
): 273-9
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Adapter reagents for protein site specific dye labeling
#MMPMID24599728
Thompson DA
; Evans EG
; Kasza T
; Millhauser GL
; Dawson PE
Biopolymers
2014[May]; 102
(3
): 273-9
PMID24599728
show ga
Chemoselective protein labeling remains a significant challenge in chemical
biology. Although many selective labeling chemistries have been reported, the
practicalities of matching the reaction with appropriately functionalized
proteins and labeling reagents is often a challenge. For example, we encountered
the challenge of site specifically labeling the cellular form of the murine Prion
protein with a fluorescent dye. To facilitate this labeling, a protein was
expressed with site specific p-acetylphenylalanine. However, the utility of this
acetophenone reactive group is hampered by the severe lack of commercially
available aminooxy fluorophores. Here we outline a general strategy for the
efficient solid phase synthesis of adapter reagents capable of converting
maleimido-labels into aminooxy or azide functional groups that can be further
tuned for desired length or solubility properties. The utility of the adapter
strategy is demonstrated in the context of fluorescent labeling of the murine
Prion protein through an adapted aminooxy-Alexa dye.
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