493012-52-5Relevant academic research and scientific papers
Peptide 2-formylthiophenol esters do not proceed through a Ser/Thr ligation pathway, but participate in a peptide aminolysis to enable peptide condensation and cyclization
Tung, Chun Ling,Wong, Clarence T. T.,Li, Xuechen
, p. 6922 - 6926 (2015)
Peptide thiol salicylaldehyde (SAL) esters unexpectedly do not follow a Ser/Thr ligation pathway to react with peptides containing N-terminal Ser/Thr, but proceed towards a peptide aminolysis in DMSO. The reaction takes place even at a low substrate concentration (1 mM). The method has been successfully used to synthesize several natural cyclic peptides, with a high ratio of monocyclic to dimeric products.
Solid Phase Synthesis of Marine Cyclopeptide Phakellistatin 13
Xia, Demeng,Liu, Chao,Song, Hui,Li, Xiang,Li, Na
, p. 745 - 748 (2018)
The synthesis of the naturally occurring marine cyclopeptide phakellistatin 13 has been achieved by solid phase peptide synthesis (SPPS). A general method was described to synthesize the cyclic peptide by a two-step solid-phase/solution synthesis strategy. The linear peptide was assembled by standard Fmoc chemistry on solid-phase and subsequently cyclized in solution phase to yield fully protected cyclic heptapeptide. After removing the protected groups, phakellistatin 13 was obtained and purified by semi-preparative reverse phase high-performance RP-HPLC, and its structure was confirmed by NMR and HR-ESI-MS.
Total synthesis of five proline-enriched cyclic heptapeptides from the marine sponge Stylissa carteri
Li, Yulei,Chang, Qi,Wu, Minghao,Zhao, Xia
, p. 1828 - 1831 (2018)
The total synthesis of five naturally occurring cyclic proline-enriched heptapeptides from the marine sponge Stylissa carteri was reported. The five cyclic heptapeptides were synthesized by applying a two-step solid-phase/solution synthesis strategy. The
Synthesis of phakellistatin 13 and oxidation to phakellistatin 3 and isophakellistatin 3
Greenman, Kevin L.,Hach, Dana M.,Van Vranken, David L.
, p. 1713 - 1716 (2007/10/03)
Matrix presented. The natural product phakellistatin 13 cyclo-(TrpProPheGlyProThrLeu) was synthesized. Photosensitized oxidation of phakellistatin 13 gave the natural products phakellistatin 3 and isophakellistatin 3, demonstrating for the first time that
