PNAs: synthetische Polyamidnucleinsäuren mit außergewöhnlichen Bindungseigenschaften

Abstract

Äußerst überraschend war die Erkenntnis, daß Peptidnucleinsäuren (PNAs, B=Nucleobase) trotz ihrer drastisch vom natürlichen DNA‐Rückgrat abweichenden Struktur besser als die meisten Oligonucleotidderivate als Nucleinsäuremimetica genutzt werden können. Die Synthese, physikalischen Eigenschaften und biologischen Wechselwirkungen sowohl der PNAs als auch ihrer Chimären mit DNA und RNA werden hier zusammenfassend beschrieben.

The use of 3,3-bis(2-imidazolyl) propionic acid (bip-OH) as a new chelating ligand for Re(CO)3 and Ru complexes: Formation of organometallic PNA oligomers with (bip)Re(CO)3 and their interaction with complementary DNA

“…Peptide nucleic acid (PNA) oligomers are a synthetic DNA analogue which has gained a lot of attention because of its favourable properties, such as high stability in biological media in addition to strong and sequenceselective binding to RNA and DNA [11][12][13][14][15][16][17]. We have reported the first organometallic derivatives of PNA monomers and oligomers, namely chromium tricarbonyl and ferrocene derivatives [18,19].…”

Chiral Quadridentate Ligands Derived from Amino Acids and Some Zinc Complexes Thereof

“…Apart from their importance in biological systems, amino acids are versatile building blocks for a variety of fascinating synthetic molecular and supramolecular assemblies such as peptide nucleic acids (PNAs), [1] dendrimers, [2] micelles, [3] or de novo designed peptides [4] and proteins. [5,6] The scope of accessible amino acid side-chain functionalities has been tremendously broadened by organic chemists who have developed different methods for the enantioselective synthesis and processing of artificial amino acids carrying, for example, aromatic rings, [7] sugars, [8] or organic cofactors such as pyridoxamine [9] and flavine.…”

Synthesis of 3-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)propanoic acid – A Functionalized Base Derivative of the Nucleoside Antibiotic Tubercidin

“…Coupling of compounds 3b or 4a,b to amino-functionalized lipids [4] or phospholipids such as kephalines may lead to potential organo-or hydrogelators. Moreover, compound 4b represents the 7-deaza analogue of 3-(adenine-9-yl)propanoic acid -a by-product of the antihypocholesteremic eritadenine isolated from the Shiitake mushroom Lentinus edodes Sing [5]. Furthermore, compounds 3b and 4a,b can be used for the synthesis of base-modified peptidyl nucleic acids (PNA) [6].…”