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PDBsum entry 4x9r
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Transferase/transferase inhibitor
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PDB id
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4x9r
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References listed in PDB file
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Key reference
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Title
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Neighbor-Directed histidine n (τ)-Alkylation: a route to imidazolium-Containing phosphopeptide macrocycles.
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Authors
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W.J.Qian,
J.E.Park,
R.Grant,
C.C.Lai,
J.A.Kelley,
M.B.Yaffe,
K.S.Lee,
T.R.Burke.
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Ref.
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Biopolymers, 2015,
104,
663-673.
[DOI no: ]
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PubMed id
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Abstract
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Our recently discovered, selective, on-resin route to N(τ)-alkylated
imidazolium-containing histidine residues affords new strategies for peptide
mimetic design. In this, we demonstrate the use of this chemistry to prepare a
series of macrocyclic phosphopeptides, in which imidazolium groups serve as
ring-forming junctions. Interestingly, these cationic moieties subsequently
serve to charge-mask the phosphoamino acid group that directed their formation.
Neighbor-directed histidine N(τ)-alkylation opens the door to new families of
phosphopeptidomimetics for use in a range of chemical biology contexts. © 2015
Wiley Periodicals, Inc. Biopolymers (Pept Sci) 104: 663-673, 2015.
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