Anion coordination by aminoglycosides: structural and charge effects

Ohyama, Tsuyoshi; Cowan, J. A.

doi:10.1039/a708868j

Cited by 9 publications

(14 citation statements)

References 21 publications

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“…There are actually several types of 2‐deoxystreptamine derivatives: monosubstituted derivatives (such as neamine), 4,5‐disubstituted (neomycin type derivatives) and 4,6‐disubstituted (kanamycin, tobramycin and gentamycin derivatives). Aminoglycosides carry up to six amine groups, which are predominantly charged at physiological pH29–31, and bind with high affinity to anions and nucleic acids via electrostatic and hydrogen‐bonding interactions32–34. It has recently been shown that the 1,3‐hydroxyamine motifs often found in their structure interact strongly with both the phosphodiester backbone and the Hoogsteen face of guanine35, 36.…”

Section: Resultsmentioning

confidence: 99%

Aminoglycoside‐derived cationic lipids as efficient vectors for gene transfection in vitro and in vivo

Belmont

Aissaoui

Hauchecorne

et al. 2002

The Journal of Gene Medicine

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Section: Resultsmentioning

confidence: 99%

Aminoglycoside‐derived cationic lipids as efficient vectors for gene transfection in vitro and in vivo

Belmont

Aissaoui

Hauchecorne

et al. 2002

The Journal of Gene Medicine

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“…However, aminoglycosides are known to frequently display non-specific RNA binding in addition to their interactions at a specific binding site ( 34 , 35 ). Aminoglycosides even interact with ATP in an electrostatic manner ( 36 ). What we demonstrate here is the first NaCl-controlled binding by an aptamer to ligands not known to bind nucleic acids nonspecifically.…”

Section: Discussionmentioning

confidence: 99%

Salt-mediated two-site ligand binding by the cocaine-binding aptamer

et al. 2016

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Multisite ligand binding by proteins is commonly utilized in the regulation of biological systems and exploited in a range of biochemical technologies. Aptamers, although widely utilized in many rationally designed biochemical systems, are rarely capable of multisite ligand binding. The cocaine-binding aptamer is often used for studying and developing sensor and aptamer-based technologies. Here, we use isothermal titration calorimetry (ITC) and NMR spectroscopy to demonstrate that the cocaine-binding aptamer switches from one-site to two-site ligand binding, dependent on NaCl concentration. The high-affinity site functions at all buffer conditions studied, the low-affinity site only at low NaCl concentrations. ITC experiments show the two ligand-binding sites operate independently of one another with different affinities and enthalpies. NMR spectroscopy shows the second binding site is located in stem 2 near the three-way junction. This ability to control ligand binding at the second site by adjusting the concentration of NaCl is rare among aptamers and may prove a useful in biotechnology applications. This work also demonstrates that in vitro selected biomolecules can have functions as complex as those found in nature.

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“…Redox-active anion receptors − giving potential shifts on binding are useful in chemical sensor applications: − cobaltocenium, − ,, ,, ferrocene, − ,− and transition-metal−bipyridyl 8,9 cases are known.…”

Section: Introductionmentioning

confidence: 99%

“…Redox-active anion receptors [1][2][3][4][5][6][7][8][9] giving potential shifts on binding are useful in chemical sensor applications: [10][11][12][13][14][15] cobaltocenium, [1][2][3][4][5]16,17 ferrocene, [1][2][3][4][5][6][7][18][19][20] and transition-metalbipyridyl 8,9 cases are known.…”

Section: Introductionmentioning

confidence: 99%