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Cyclic peptide oligomers

Oxidation of mono-cysteine peptides to the dimer is a straightforward reaction that can produce only the desired product. In the case of bis-cysteine peptides statistically the oxidation leads to the homodimers in parallel and antiparallel orientation as well as to the disulfide-bridged monomer and oligomers. When the two cysteine residues are placed in the adjacent position formation of homodimers is highly favored over the cyclic monomer (Section 6.1.5.1) and the product distribution depends strongly on the peptide concentration. Such a type of intermolecular disulfide bridging is present in bovine seminal ribonuclease, where an antiparallel alignment occurs at the interface of the dimer. 97 ... [Pg.157]

Other known oligonucleotide analogs include oligomers in which the heterocyclic bases have been modified [155] or replaced by other types of compound [156], Solid-phase syntheses of hybrids of DNA with peptides [157-163], with carbohydrates [164,165], and with PNA (peptide nucleic acids, see Section 16.4.1.2 [166-168]) have also been reported, and several strategies have been developed that enable the preparation of oligonucleotides with a modified 5 - or 3 -terminus [169-174] or of cyclic oligonucleotides [122,175], Various techniques for the parallel solid-phase synthesis of oligonucleotides have been developed for the preparation of compound libraries [176-181],... [Pg.484]

Chimeric peptides are unnatural constructs consisting of bioactive compounds from at least two different peptide(s) and/or protein(s) or two sequences from different parts of the same protein. Such multifunctional peptide combinations are prepared to enhance the biological activity or selectivity of their components. New biological effects can also be achieved with the chimera. In this chapter the synthesis of three different types of chimeric peptides will be described. In a linear chimera, two peptide epitopes from different parts of glycoprotein D (gD) of herpes simplex virus (HSV) are combined. A branched chimera, built from linear peptides, consists of tuftsin oligomers with immunostimulatory activity and an epitope peptide of HSV gD. The third compound is a cyclic chimeric molecule, where a-cono-toxin GI as a host peptide is modified by the incorporation of a core epitope from HSV gD as a guest sequence. [Pg.63]

Calix[n]arenes are cyclic condensation products of para-substituted phenol derivatives and formaldehyde [29], They are highly interesting for the development of sensitive coatings due to their conformational flexibility and the ease by which they may be modified chemically. Chemical modification can be done either in the meta position, or by reactions at the hydroxy group. In this way, bulky substituents [30], chelating substituents [31], aromatic residues [32], crown ethers [33,34], peptides [35,36], etc. can be introduced. A first approach to combinatorial synthesis of calix[4]arene receptors has been published by Reinhoudt and co-workers [37,38], who prepared calixarenes with different substituents. In solution, these calixarenes lead to formation of hetero-oligomers with barbiturates, and these hetero-oligomers were detected by MALDI-TOF mass spectrometry and H-NMR spectroscopy. [Pg.337]

Although natural enzymes are based on alpha amino acids, also other backbone structures exhibit well-defined secondary and tertiary folds. Such nonnatural oligomers often referred to as foldamers that have already proved their ability to display properties similar to those of proteins. -Peptides are well examined according to their struc-turei58.163-166 possible applications. They also can express catalytic effectivity due to their arrays of discrete side-chain functional groups. One of the best understood -peptide secondary structures is the 14 The cyclic constrained trans-2-... [Pg.3004]


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