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A depsipeptide is a peptide in which one or more of its amide, -C (O)NHR-, groups are replaced by the corresponding ester, -C (O)OR-. [1] Many depsipeptides have both peptide and ester linkages. [2] Elimination of the N–H group in a peptide structure results in a decrease of H-bonding capability, which is responsible for secondary structure ...
Cyclic depsipeptides, such as aureobasidin A and HUN-7293, have at least one lactone (ester) linkage in place of one of the amides. Some cyclic depsipeptides are cyclized between the C-terminal carboxyl and the side chain of a Thr or Ser residue in the chain, such as kahalalide F, theonellapeptolide, and didemnin B.
Acyldepsipeptide or cyclic acyldepsipeptide (ADEP) is a class of potential antibiotics first isolated from bacteria and act by deregulating the ClpP protease.Natural ADEPs were originally found as products of aerobic fermentation in Streptomyces hawaiiensis, A54556A and B, [1] and in the culture broth of Streptomyces species, enopeptin A and B. [2] ADEPs are of great interest in drug ...
Antimicrobial peptides from animals, plants and fungi organised by their secondary structure content. Circle size indicates overall molecular weight of each peptide. Antimicrobial peptides are a unique and diverse group of molecules, which are divided into subgroups on the basis of their amino acid composition and structure. [3]
Didemnin. Didemnins are cyclic depsipeptide compounds isolated from a tunicate (ascidian, or sea-squirt) of the genus Trididemnum (family of Didemnidæ) that were collected in the Caribbean Sea. They were first isolated in 1978 at the University of Illinois. [1]
Streptogramin B is a subgroup of the streptogramin antibiotics family. These natural products are cyclic hexa- or hepta depsipeptides produced by various members of the genus of bacteria Streptomyces. Many of the members of the streptogramins reported in the literature have the same structure and different names; for example, pristinamycin IA ...
Plitidepsin is a cyclic depsipeptide, meaning it is a cyclic peptide in which there is one or more ester bond in place of one or more of a peptide bond. Its chemical structure is very close to that of didemnin B, the only difference being that the lactate residue in didemnin B is present in the oxidized pyruvate version.
Lyngbyastatins 1 and 3 are cytotoxic cyclic depsipeptides that possess antiproliferative activity against human cancer cell lines. [1] These compounds, first isolated from the extract of a Lyngbya majuscula/Schizothrix calcicola assemblage and from L. majuscula Harvey ex Gomont (Oscillatoriaceae) strains, respectively, target the actin cytoskeleton of eukaryotic cells.