Tandem deprotection/coupling for peptide synthesis in water at room temperature
A tandem deprotection/coupling sequence is reported for solution-phase peptide synthesis in water under micellar catalysis conditions using the designer surfactant TPGS-750-M. Cbz deprotection followed by peptide coupling in the presence of COMU and 2,6-lutidine afforded polypeptides containing up to 10 amino acid residues. A broad scope characterizes this new technology. No epimerization has been detected. The associated E Factors, as a measure of "greenness" and known to be extremely high for peptide couplings, have been reduced to less than 10 due to the step-economy and minimal amounts of organic solvent needed for product extraction.
Cortes-Clerget, Margery,Berthon, Jean-Yves,Krolikiewicz-Renimel, Isabelle,Chaisemartin, Laurent,Lipshutz, Bruce H.
supporting information
p. 4263 - 4267
(2017/09/28)
Intramolecular Interaction of Porphyrin Moieties in 2,5-Piperazinedione-Bridged Porphyrin Dimers
Diastereomerically pure 2,5-piperazinedione-bridged meso-tetraarylporphyrin dimers were synthesized with easy procedures. 1H NMR, UV-vis, and CD spectra showed that porphyrin moieties in the L,L-molecule interacted more strongly than those in the D,L-isom