Supramolecular Guanosine 5‘-Monophosphate Structures in Solution. Light Scattering Study

Jurga-Nowak, Hanna; Banachowicz, Ewa; Dobek, A.; Patkowski, A.

doi:10.1021/jp030905+

Cited by 22 publications

(29 citation statements)

References 40 publications

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“…Further tetramer association is stabilized primarily by the π−π interaction. The relatively weak exciton couplet VCD signal proved the coexistence of stacked associates (M) n and other associates composed from G4, which is in an agreement with the DLS of GMP/Na + [6,19,23,24]. Thus, for both studied concentrations (0.3 and 0.7 mol L −1 ), the observed ECD contained spectral features that strongly overlapped and represented the superposition of the (M) n pattern and the exciton couplet.…”

Section: Vcd Of the Guanosine Scaffolds Without Additional Ionssupporting

confidence: 84%

“…1, IR absorption for GMP, dashed line). Previously published data [6,23] also indicate the coexistence of stacked adducts, preferentially monomers and tetramers.…”

Section: Conformational Models Of Gmp Adducts and Stacked Tetramersmentioning

confidence: 75%

“…The long-wavelength transition is reported to be observed in ECD only at higher concentrations, and accompanies the formation of stacked associates of the monomeric species, (M) n [22]. Simultaneously, NMR and dynamic light scattering (DLS) [6,19,23,24] indicated that the organization of the monomeric Scheme 1 The structures of the guanosine derivatives used in this study [the arrows in the guanine structure indicate the directions of two transition dipole moments in the guanine unit; the donor (D) and acceptor (A) sites are indicated] and of the G-quartet (its diastereotopic faces-the "head" and the "tail"-are oriented out of and into the paper, respectively [15]) units into the columnar stacked assemblies takes place at a concentration of about 0.3 mol L −1 .…”

Section: Ecd Of the Guanosine Scaffolds Without Additional Ionsmentioning

confidence: 99%

“…In the VCD spectrum, negative patterns at 1660 cm −1 and 1578 cm −1 that originated from C0O and C0C/C0N vibrations, respectively, were observed. Taking into account the fact that at a concentration of 0.3 mol L −1 , the GMP molecules preferably generated stacked associates consisting of monomers [6,23], and the fact that ν(C0O) indicated solvation rather than the specific hydrogen bonds, we assigned the negative VCD signal at 1660 cm −1 to the monomeric and stacked monomeric forms. In the context of the information obtained from IR and VCD analyses, we assigned the ECD signal from GMP at 0.3 mol L −1 consisting [20,21].…”

Section: Vcd Of the Guanosine Scaffolds Without Additional Ionsmentioning

confidence: 99%

“…Such an observation implied a more specific interaction of the C0O than occurs in the solvation of monomeric GMP, which originated from specific hydrogen bonding. Indeed, at a concentration of 0.7 mol L −1 , the population of G4 (in which C0O is very specifically involved in Hoogsteen hydrogen bonds; Scheme 1) is already 40−50% according to NMR diffusion experiments and DLS [6,19,23]. Two other spectral manifestations caused by increased concentration were observed in the IR absorption of GMP: the intensity of the band at 1578 cm −1 decreased to 60% compared to that seen at 0.3 mol L −1 , and there was a weak but clear increase in absorption at 1538 cm −1 .…”

Section: Vcd Of the Guanosine Scaffolds Without Additional Ionsmentioning

confidence: 99%

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Stacked and continuous helical self-assemblies of guanosine monophosphates detected by vibrational circular dichroism

2012

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The aim of this study was to characterize self-assembled structures of guanosine derivatives in aqueous solutions by vibrational circular dichroism (VCD) and electronic circular dichroism (ECD). Three guanosine derivatives were studied [5'-guanosine monophosphate (GMP), diphosphate (GDP), and triphosphate (GTP)] using a broad range of concentrations and various metal/guanosine ratios. VCD was used for the first time in this field and showed itself to be a powerful method for obtaining specific structural information in solution. It can also help to determine the impact that the cations have, when added to the solution, on the versatile structures of guanine derivatives in terms of their association and disassociation. Based on the markedly different intensities and signs of the VCD signals observed for different concentrations of guanosine derivatives, we propose various structures based on guanine quartets for high guanosine concentrations and high K(+)/guanosine ratios (i.e., columnar helical organization of the quartets, which are rearranged into a continuous helix). We performed a degenerate coupled oscillator (DCO) calculation to interpret the VCD spectra obtained and how they vary during the assembly of guanosine derivatives. The calculations correctly predicted the VCD spectra and enabled us to identify the structures of the metal cation/guanosine monophosphate aggregates. ECD in the ultraviolet region was used as a diagnostic tool to characterize the studied systems and as a contact point between the previously defined structures of the guanine derivative assemblies and the molecular systems studied here. These studies revealed that the VCD technique is a powerful new method for determining the structures of optically active guanosine motifs.

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Section: Vcd Of the Guanosine Scaffolds Without Additional Ionssupporting

confidence: 84%

“…1, IR absorption for GMP, dashed line). Previously published data [6,23] also indicate the coexistence of stacked adducts, preferentially monomers and tetramers.…”

Section: Conformational Models Of Gmp Adducts and Stacked Tetramersmentioning

confidence: 75%

Section: Ecd Of the Guanosine Scaffolds Without Additional Ionsmentioning

confidence: 99%

Section: Vcd Of the Guanosine Scaffolds Without Additional Ionsmentioning

confidence: 99%

Section: Vcd Of the Guanosine Scaffolds Without Additional Ionsmentioning

confidence: 99%

See 3 more Smart Citations

Stacked and continuous helical self-assemblies of guanosine monophosphates detected by vibrational circular dichroism

2012

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Supramolecular arrangement of guanosine/5′‐guanosine monophosphate binary mixtures studied by methods of circular dichroism

2012

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Self-assembly of molecules is one of the fundamental processes in biology and in supramolecular chemistry. Guanosine (Guo) and its derivatives are among the widely studied molecules because of self-assembly abilities. Their tetrameric associates are the nature of telomeric DNA, and furthermore they are fundamental building blocks of supramolecular reversible gels, which may arise in certain physical and chemical conditions. Although poorly soluble in water, Guo forms interesting structures with guanosine 5'-monophosphate salt (GMP) in the TRIS buffer. We used electronic circular dichroism and vibrational circular dichroism to describe the thermal response of gels formed by the Guo/GMP binary mixture. Using these complementary techniques suitable to study conformational changes of chiral compounds, we obtained information about the involvement of functional groups and weak interactions in the guanosine quartet (G(4)) and stacked G(4) structures.

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G-rich oligonucleotide-functionalized gold nanoparticle aggregation

Guo

Shen

et al. 2007

Anal Bioanal Chem

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Guanine-rich DNA sequences commonly form helical quadruplex structures via Hoogsteen hydrogen bonds. The aggregation behavior of the nanoparticles, which are functionalized with four-guanine-terminated 27-base sequences at a nanoparticle-to-DNA ratio of 1:60, is investigated. To some extent, the guanine-quadruplex structures between the gold nanoparticles (GNPs) promote nanoparticle aggregation. However, the coordination site of the metal ion on the nanoparticle surface is partially passivated: the stability of guanine-rich DNA-GNPs is slightly lower than that of the usual DNA-GNPs, and the metal-ion specificity of nanoparticle assembly is substantially decreased. Thus, a mechanism for the aggregation of guanine-rich sequence-modified GNPs is proposed. It is possible to obtain a stable guanine-rich sequence-functionalized nanoparticle solution at high ionic strength by regulating guanine-rich DNA sequences. The controllability of guanine-rich sequence-modified nanoparticles makes the secondary structure of DNA a potentially useful candidate for DNA analysis and disease diagnostics. Figure Proposed mechanism for the aggregation of G-rich sequence-functionalized GNP.

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Supramolecular Guanosine 5‘-Monophosphate Structures in Solution. Light Scattering Study

Cited by 22 publications

References 40 publications

Stacked and continuous helical self-assemblies of guanosine monophosphates detected by vibrational circular dichroism

Stacked and continuous helical self-assemblies of guanosine monophosphates detected by vibrational circular dichroism

Supramolecular arrangement of guanosine/5′‐guanosine monophosphate binary mixtures studied by methods of circular dichroism

G-rich oligonucleotide-functionalized gold nanoparticle aggregation

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