The Experts below are selected from a list of 25123095 Experts worldwide ranked by ideXlab platform
Peter B Dervan - One of the best experts on this subject based on the ideXlab platform.
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recognition of the four watson crick base pairs in the dna minor groove by synthetic ligands
Nature, 1998Co-Authors: Sarah White, Jason W Szewczyk, James M Turner, Eldon E Baird, Peter B DervanAbstract:The design of synthetic ligands that read the information stored in the DNA double helix has been a long-standing goal at the interface of chemistry and biology. Cell-permeable small molecules that target predetermined DNA sequences offer a potential approach for the regulation of gene expression. Oligodeoxynucleotides that recognize the major groove of double-helical DNA via triple-helix formation bind to a broad range of sequences with high affinity and specificity. Although oligonucleotides and their analogues have been shown to interfere with gene expression, the triple-helix approach is limited to recognition of purines and suffers from poor cellular uptake. The subsequent development of pairing rules for minor-groove binding polyamides containing pyrrole (Py) and imidazole (Im) amino acids offers a second code to control sequence specificity. An Im/Py pair distinguishes G C from C G and both of these from A T/T A base pairs. A Py/Py pair specifies A,T from G,C but does not distinguish A T from T A. To break this degeneracy, we have added a new aromatic amino acid, 3-hydroxypyrrole (Hp), to the repertoire to test for pairings that discriminate A T from T A. We find that replacement of a single hydrogen atom with a hydroxy group in a Hp/Py pairing regulates affinity and specificity by an order of magnitude. By incorporation of this third amino acid, hydroxypyrrole–imidazole–pyrrole polyamides form four ring-pairings (Im/Py, Py/Im, Hp/Py and Py/Hp) which distinguish all four Watson–Crick base pairs in the minor groove of DNA.
Sarah White - One of the best experts on this subject based on the ideXlab platform.
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recognition of the four watson crick base pairs in the dna minor groove by synthetic ligands
Nature, 1998Co-Authors: Sarah White, Jason W Szewczyk, James M Turner, Eldon E Baird, Peter B DervanAbstract:The design of synthetic ligands that read the information stored in the DNA double helix has been a long-standing goal at the interface of chemistry and biology. Cell-permeable small molecules that target predetermined DNA sequences offer a potential approach for the regulation of gene expression. Oligodeoxynucleotides that recognize the major groove of double-helical DNA via triple-helix formation bind to a broad range of sequences with high affinity and specificity. Although oligonucleotides and their analogues have been shown to interfere with gene expression, the triple-helix approach is limited to recognition of purines and suffers from poor cellular uptake. The subsequent development of pairing rules for minor-groove binding polyamides containing pyrrole (Py) and imidazole (Im) amino acids offers a second code to control sequence specificity. An Im/Py pair distinguishes G C from C G and both of these from A T/T A base pairs. A Py/Py pair specifies A,T from G,C but does not distinguish A T from T A. To break this degeneracy, we have added a new aromatic amino acid, 3-hydroxypyrrole (Hp), to the repertoire to test for pairings that discriminate A T from T A. We find that replacement of a single hydrogen atom with a hydroxy group in a Hp/Py pairing regulates affinity and specificity by an order of magnitude. By incorporation of this third amino acid, hydroxypyrrole–imidazole–pyrrole polyamides form four ring-pairings (Im/Py, Py/Im, Hp/Py and Py/Hp) which distinguish all four Watson–Crick base pairs in the minor groove of DNA.
Hongwen Hu - One of the best experts on this subject based on the ideXlab platform.
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novel synthetic routes to nitrogen bridged tricyclic derivatives of pyrrolo 2 1 5 cd indolizine and pyrrolo 2 1 5 de quinolizine derived from 2 acyl n acylmethyl pyridinium halides
Journal of The Chemical Society-perkin Transactions 1, 2001Co-Authors: Jiaxin Hu, Jian Zhou, Yuefei Hu, Ting He, Xin Jiang, Hongwen HuAbstract:Novel synthetic routes to nitrogen-bridged derivatives of pyrrolo[2,1,5-cd]indolizine and pyrrolo[2,1,5-de]quinolizine were developed starting from 2-acyl-N-(acylmethyl)pyridinium halides. Thus, 2-benzoyl-N-phenacylpyridinium bromide (1) afforded 3,4-diphenylpyrrolo[2,1,5-cd]indolizines (4) via 1,3-dipolar cycloaddition, to yield 3,5-dibenzoylindolizines (3), followed by intramolecular McMurry coupling. Similarly, 2-(1,3-dioxolan-2-yl)-N-phenacylpyridinium bromide (5) gave 3-phenylpyrrolo[2,1,5-cd]indolizine (7) together with the unexpected product 3-phenyl-4-hydroxypyrrolo[2,1,5-cd]indolizines (8). However, 2-acetyl-N-phenacylpyridinium bromide (13) or 2-benzoyl-N-acetonylpyridinium bromide (16) underwent a tandem reaction of aldol condensation and 1,3-dipolar cycloaddition to form 3-phenyl-5H-pyrrolo[2,1,5-de]quinolizin-5-ones (15) or 5-phenyl-3H-pyrrolo[2,1,5-de]quinolizin-3-ones (17) in a single step. These novel procedures are general and can be carried out under convenient conditions.
Eldon E Baird - One of the best experts on this subject based on the ideXlab platform.
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recognition of the four watson crick base pairs in the dna minor groove by synthetic ligands
Nature, 1998Co-Authors: Sarah White, Jason W Szewczyk, James M Turner, Eldon E Baird, Peter B DervanAbstract:The design of synthetic ligands that read the information stored in the DNA double helix has been a long-standing goal at the interface of chemistry and biology. Cell-permeable small molecules that target predetermined DNA sequences offer a potential approach for the regulation of gene expression. Oligodeoxynucleotides that recognize the major groove of double-helical DNA via triple-helix formation bind to a broad range of sequences with high affinity and specificity. Although oligonucleotides and their analogues have been shown to interfere with gene expression, the triple-helix approach is limited to recognition of purines and suffers from poor cellular uptake. The subsequent development of pairing rules for minor-groove binding polyamides containing pyrrole (Py) and imidazole (Im) amino acids offers a second code to control sequence specificity. An Im/Py pair distinguishes G C from C G and both of these from A T/T A base pairs. A Py/Py pair specifies A,T from G,C but does not distinguish A T from T A. To break this degeneracy, we have added a new aromatic amino acid, 3-hydroxypyrrole (Hp), to the repertoire to test for pairings that discriminate A T from T A. We find that replacement of a single hydrogen atom with a hydroxy group in a Hp/Py pairing regulates affinity and specificity by an order of magnitude. By incorporation of this third amino acid, hydroxypyrrole–imidazole–pyrrole polyamides form four ring-pairings (Im/Py, Py/Im, Hp/Py and Py/Hp) which distinguish all four Watson–Crick base pairs in the minor groove of DNA.
Jason W Szewczyk - One of the best experts on this subject based on the ideXlab platform.
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recognition of the four watson crick base pairs in the dna minor groove by synthetic ligands
Nature, 1998Co-Authors: Sarah White, Jason W Szewczyk, James M Turner, Eldon E Baird, Peter B DervanAbstract:The design of synthetic ligands that read the information stored in the DNA double helix has been a long-standing goal at the interface of chemistry and biology. Cell-permeable small molecules that target predetermined DNA sequences offer a potential approach for the regulation of gene expression. Oligodeoxynucleotides that recognize the major groove of double-helical DNA via triple-helix formation bind to a broad range of sequences with high affinity and specificity. Although oligonucleotides and their analogues have been shown to interfere with gene expression, the triple-helix approach is limited to recognition of purines and suffers from poor cellular uptake. The subsequent development of pairing rules for minor-groove binding polyamides containing pyrrole (Py) and imidazole (Im) amino acids offers a second code to control sequence specificity. An Im/Py pair distinguishes G C from C G and both of these from A T/T A base pairs. A Py/Py pair specifies A,T from G,C but does not distinguish A T from T A. To break this degeneracy, we have added a new aromatic amino acid, 3-hydroxypyrrole (Hp), to the repertoire to test for pairings that discriminate A T from T A. We find that replacement of a single hydrogen atom with a hydroxy group in a Hp/Py pairing regulates affinity and specificity by an order of magnitude. By incorporation of this third amino acid, hydroxypyrrole–imidazole–pyrrole polyamides form four ring-pairings (Im/Py, Py/Im, Hp/Py and Py/Hp) which distinguish all four Watson–Crick base pairs in the minor groove of DNA.
