BIOMAT Database Logo BIOMAT Database Logo

[A rapid and effective solid-phase synthesis of DNA-sequence binding polyamides]. 2003

A N Siniakov, and M V Feshchenko, and V A Riabinin

A rapid and effective variant of solid-phase synthesis of DNA-sequence-specific polyamides on the basis of 4-amino-1-methylpyrrole-2-carboxylic acid, 4-amino-1-methylimidazole-2-carboxylic acid, beta-alanine, and gamma-aminobutyric acid was suggested. It is based on the use of di- and trimeric oligocarboxamide building blocks, which help reduce the time of synthesis, increase its yield and purity of products, and efficiently use manual synthesis for the synthesis of long oligocarboxamides. The yields of hairpin ligands with up to 10 units are 35-50% and the synthesis takes no more than 6 h.

UI MeSH Term Description Entries
D008024 Ligands A molecule that binds to another molecule, used especially to refer to a small molecule that binds specifically to a larger molecule, e.g., an antigen binding to an antibody, a hormone or neurotransmitter binding to a receptor, or a substrate or allosteric effector binding to an enzyme. Ligands are also molecules that donate or accept a pair of electrons to form a coordinate covalent bond with the central metal atom of a coordination complex. (From Dorland, 27th ed) Ligand
D009757 Nylons Polymers where the main polymer chain comprises recurring amide groups. These compounds are generally formed from combinations of diamines, diacids, and amino acids and yield fibers, sheeting, or extruded forms used in textiles, gels, filters, sutures, contact lenses, and other biomaterials. Polyamides,Dermalon,Ethilon,Nylon,Polyamide,Supramid,Dermalons,Ethilons,Supramids
D002625 Chemistry, Organic The study of the structure, preparation, properties, and reactions of carbon compounds. (McGraw-Hill Dictionary of Scientific and Technical Terms, 6th ed) Organic Chemistry
D004247 DNA A deoxyribonucleotide polymer that is the primary genetic material of all cells. Eukaryotic and prokaryotic organisms normally contain DNA in a double-stranded state, yet several important biological processes transiently involve single-stranded regions. DNA, which consists of a polysugar-phosphate backbone possessing projections of purines (adenine and guanine) and pyrimidines (thymine and cytosine), forms a double helix that is held together by hydrogen bonds between these purines and pyrimidines (adenine to thymine and guanine to cytosine). DNA, Double-Stranded,Deoxyribonucleic Acid,ds-DNA,DNA, Double Stranded,Double-Stranded DNA,ds DNA
D005680 gamma-Aminobutyric Acid The most common inhibitory neurotransmitter in the central nervous system. 4-Aminobutyric Acid,GABA,4-Aminobutanoic Acid,Aminalon,Aminalone,Gammalon,Lithium GABA,gamma-Aminobutyric Acid, Calcium Salt (2:1),gamma-Aminobutyric Acid, Hydrochloride,gamma-Aminobutyric Acid, Monolithium Salt,gamma-Aminobutyric Acid, Monosodium Salt,gamma-Aminobutyric Acid, Zinc Salt (2:1),4 Aminobutanoic Acid,4 Aminobutyric Acid,Acid, Hydrochloride gamma-Aminobutyric,GABA, Lithium,Hydrochloride gamma-Aminobutyric Acid,gamma Aminobutyric Acid,gamma Aminobutyric Acid, Hydrochloride,gamma Aminobutyric Acid, Monolithium Salt,gamma Aminobutyric Acid, Monosodium Salt
D000409 Alanine A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM. Abufène,Alanine, L-Isomer,L-Alanine,Alanine, L Isomer,L Alanine,L-Isomer Alanine
D013379 Substrate Specificity A characteristic feature of enzyme activity in relation to the kind of substrate on which the enzyme or catalytic molecule reacts. Specificities, Substrate,Specificity, Substrate,Substrate Specificities
D013997 Time Factors Elements of limited time intervals, contributing to particular results or situations. Time Series,Factor, Time,Time Factor

Related Publications

A N Siniakov, and M V Feshchenko, and V A Riabinin
Rapid solid-phase synthesis of DNA-binding pyrrole-imidazole polyamides.
August 2002, Bioorganic & medicinal chemistry letters,
A N Siniakov, and M V Feshchenko, and V A Riabinin
Solid-phase synthesis of DNA binding polyamides on oxime resin.
August 2002, Bioorganic & medicinal chemistry,
A N Siniakov, and M V Feshchenko, and V A Riabinin
Synthesis of DNA-binding polyamides. Robust solid-phase methods for coupling heterocyclic aromatic amino acids.
January 2002, Methods in molecular biology (Clifton, N.J.),
A N Siniakov, and M V Feshchenko, and V A Riabinin
4-Methyltrityl-Protected Pyrrole and Imidazole Building Blocks for Solid Phase Synthesis of DNA-Binding Polyamides.
January 2020, Organic letters,
A N Siniakov, and M V Feshchenko, and V A Riabinin
Pyrrole-Imidazole Polyamides: Automated Solid-Phase Synthesis.
December 2015, Current protocols in nucleic acid chemistry,
A N Siniakov, and M V Feshchenko, and V A Riabinin
Pyrrole-Imidazole Polyamides: Manual Solid-Phase Synthesis.
December 2015, Current protocols in nucleic acid chemistry,
A N Siniakov, and M V Feshchenko, and V A Riabinin
Sequence-specific DNA binding Pyrrole-imidazole polyamides and their applications.
May 2018, Bioorganic & medicinal chemistry,
A N Siniakov, and M V Feshchenko, and V A Riabinin
Fmoc solid-phase synthesis and its application to pyrrole-imidazole polyamides.
January 2003, Nucleic acids research. Supplement (2001),
A N Siniakov, and M V Feshchenko, and V A Riabinin
A general solution- and solid-phase synthetic procedure for incorporating three contiguous imidazole moieties into DNA sequence reading polyamides.
February 2001, The Journal of organic chemistry,
A N Siniakov, and M V Feshchenko, and V A Riabinin
Fmoc solid phase synthesis of polyamides containing pyrrole and imidazole amino acids.
April 2001, Organic letters,
Copied contents to your clipboard!