338972-22-8Relevant articles and documents
The synthesis of β-peptides containing guanidino groups
Wen, Ke,Han, Hyunsoo,Hoffman, Timothy Z,Janda, Kim D,Orgel, Leslie E
, p. 689 - 691 (2001)
The synthesis of the β-peptide 1 by the postsynthetic modification of the corresponding amino-containing peptide 3 is described. The potential of 1 to act as a template for the ligation of complementary negatively-charged peptides is discussed.
Total synthesis of quinaldopeptin and its analogues
Ichikawa, Satoshi,Okamura, Takuya,Matsuda, Akira
, p. 12662 - 12670 (2014/01/17)
The first total synthesis of quinaldopeptin (1) was accomplished. Our approach to the synthesis of 1 includes the solid-phase peptide synthesis of the linear decapeptide 4 followed by macrocyclization and introduction of the quinoline chromophores 2 at a late stage of the synthesis. As for the preparation of 4, a fragment coupling approach was applied considering the C2 symmetrical structure of 1. Chromophore analogues 22 and 23 and desmethyl analogue 27 were also prepared in a manner similar to the synthesis of 1. Synthetic 1 exhibits a strong cytotoxicity with the IC50 value of 3.2 nM. On the other hand, the activity of 23 and 27 was largely reduced.
