2006
DOI: 10.1002/bip.20564
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The synergy of ChemMatrix resin® and pseudoproline building blocks renders Rantes, a complex aggregated chemokine

Abstract: Traditionally, solid-phase synthesis has relied on polystyrene-based resins for the synthesis of all kinds of peptides. However, due to their high hydrophobicity, these resins have certain limitations, particularly in the synthesis of complex peptides, and in such cases, poly(ethylene glycol) (PEG)-based resins are often found to give superior results. Another powerful strategy for expediting the assembly of complex peptides is to employ pseudoproline dipeptides. These derivatives disrupt the interactions amon… Show more

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Cited by 58 publications
(49 citation statements)
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“…Synthetic scheme for the synthesis of dipeptides on solid phase using regenerated CTC resin. sequences because they disrupt the aggregation during peptide assembly [20].…”
Section: Dipeptides Synthesismentioning
confidence: 99%
“…Synthetic scheme for the synthesis of dipeptides on solid phase using regenerated CTC resin. sequences because they disrupt the aggregation during peptide assembly [20].…”
Section: Dipeptides Synthesismentioning
confidence: 99%
“…These modified amino acid residues were introduced by Mutter and coworkers as temporary protecting groups for peptide synthesis and were found to exert a pronounced effect on the peptide backbone conformation. [1,2] The oxazolidine derivatives are now extensively used as tools to impart better solubility to a growing peptide chain in solid-phase synthesis because they prevent aggregation of growing peptide chains [3,4] and have been found to significantly increase the yields of difficult peptide sequences [5][6][7][8][9] by improving solvation and peptide coupling kinetics. This is attributed to a conformational preference for cis-amide bond formation.…”
Section: Introductionmentioning
confidence: 99%
“…The combined use of CM resin and rigid building blocks has greatly facilitated the synthesis of long and difficult sequences. Notable syntheses using these approaches include HIV protease, Rantes (1-68), CCL4-L1 (chemokine C-C motif ligand 4-like 1), and β-amyloid (1-42) [69,70].…”
Section: Methods For the Synthesis Of Long/difficult Peptidesmentioning
confidence: 99%