Faculty Profiles - ASANUMA, Hiroyuki

Papers - ASANUMA, Hiroyuki

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Stabilization of DNA duplex by introducing intercalators into DNA through D-threoninol

Kashida H., Komiyama M., Asanuma H.

Polymer Preprints, Japan Vol. 55 ( 1 ) 2006.10

Language：Japanese Publisher：Polymer Preprints, Japan

We have introduced various dyes into DNA through D-threoninol and successfully functionalized DNA. However, little has been known on the relationship between the structure of intercalators and the stability of duplex. In this study, various intercalators (1 to 7 as shown in Scheme 1) were incorporated into DNA and the melting temperatures (TmS) of duplexes were measured. As shown in Table 1, azobenzene (1) stabilized duplex strongly compared with native duplex. However, larger molecules (2 and 3) and a smaller molecule (4) did not stabilize duplex. Therefore, molecular size is one of the most significant factors for the duplex stability.

Scopus

Recognition of bioactive oligopeptide by imprinted cyclodextrin polymer in water

Sumaoka J., Shirasaka K., Katayama M., Song S., Nagaoka S., Asanuma H., Komiyama M.

Polymer Preprints, Japan Vol. 55 ( 1 ) 2006.10

Language：Japanese Publisher：Polymer Preprints, Japan

We prepared molecularly imprinted polymers of β-cyclodextrin using three bioactive oligopeptides as templates; (a) angiotensin I (10-mer), (b) γ-endorphin (17-mer), and (c) leucine-enkephalin (Leu-Enk: 6-mer). With both angiotensin I and Leu-Enk as the templates, highly precise imprinting effects were observed. The present finding strongly indicates that we can prepare artificial antibodies by imprinting of CyD to a conformationally restrained part of a protein.

Scopus

Preparation of new dye supramolecule by the spontaneous aggregation

Yamada A., Kashida H., Komiyama M., Asanuma H.

Polymer Preprints, Japan Vol. 55 ( 1 ) 2006.10

Language：Japanese Publisher：Polymer Preprints, Japan

In the previous study, we introduced cationic dyes (Naphthyl Reds) and spacers alternately into the middle of 12mer oligonucleotides and prepared dye cluster by using DNA hybridization. The melting temperature (Tm) of this duplex was much higher than native DNA due to electrostatic and stacking interaction. Therefore, there is a possibility of forming dye cluster without the aid of natural bases. In this study, we decreased the number of natural bases at the terminal from 12 to 6 and 2 (see Scheme 1) and investigated the formation of dye cluster. Circular dichroism of 3C/3D and 3G/3G showed very strong symmetrical positive and negative Cotton effect at around 500 nm, suggesting the formation of dye cluster. The melting temperature (Tm) determined from the change of CD at 536 nm of 3C/3D was about 30°C, which almost coincided with the Tm from absorbance change at 260nm. Similarly, melting curve of 3C/3D of CD intensity at 536 nm also showed loose sigmoid, suggesting that 3G/3G also forms dye cluster.

Scopus

Importance of the position of vinyl group on β-cyclodextrin for the effective imprinting of amino acid derivatives and oligopeptides in water

Osawa T., Shirasaka K., Matsui T., Yoshihara S., Akiyama T., Hishiya T., Asanuma H., Komiyama M.

Macromolecules Vol. 39 ( 7 ) page： 2460 - 2466 2006.4

Language：Japanese Publisher：Macromolecules

Two kinds of vinyl monomers of β-cyclodextrin (β-CyD) that tether a vinyl group on either wider rim of the truncated cone or its smaller rim were synthesized and applied to the imprinting toward amino acid derivatives and oligopeptides in water. Mono-3-(N-acrylamido)-β-deoxy-altro-β- cyclodextrin (3-AAm-CyD) showed a remarkable imprinting effect for the enantioselective recognition of protected amino acids such as N-benzyloxycarbonyltyrosine (Z-Tyr). However, the imprinted polymer from mono-6-(N-acrylamido)-6-deoxy-βcyclodextrin (6-AAm-CyD) hardly showed enantioselectivity. According to NOESY analysis on the preorganized β-CyD/Z-Tyr complex in D2O, the aromatic moieties of Z-Tyr were included into the cavity of β-CyD from its wider rim. Since the vinyl group of 3-AAm-CyD protruded toward the template and was polymerized there, the detailed shape of the template was precisely copied on the polymer by the imprinting. In the case of 6-AAm-CyD, however, the shape of template could not be well transcribed because its vinyl group was located at opposite side of the cavity, and thus copolymerization occurred far from the template molecule. On the other hand, the imprinted polymers from both β-CyD vinyl monomers were effective for the recognition of sequences of tetrapeptides composed of two glycines and two phenylalanines, although the selectivity itself was not remarkable. In these polymers, even the β-CyD residues of 6-AAm-CyD were immobilized complementarily to the phenyl rings and bound them. © 2006 American Chemical Society.

DOI： 10.1021/ma060064f

Scopus

Photo- and thermoregulation of DNA nanomachines

Takahashi K., Yaegashi S., Asanuma H., Hagiya M.

Lecture Notes in Computer Science (including subseries Lecture Notes in Artificial Intelligence and Lecture Notes in Bioinformatics) Vol. 3892 LNCS page： 336 - 346 2006

Language：Japanese Publisher：Lecture Notes in Computer Science (including subseries Lecture Notes in Artificial Intelligence and Lecture Notes in Bioinformatics)

We have been investigating DNA state machines, especially those based on the opening of hairpin molecules in which state transitions are realized as hairpin loops are opened by molecules called openers. This paper introduces photo- and thermoregulation of such hairpin-based DNA machines, in which the openers become active by sensing external signals in the form of light or heat. We conducted fluorescence experiments and show that photo- and thermoregulation is possible. In the experiments, the openers become active when they are irradiated by UV light or when they receive heat as external input. For photoregulation, we use azobenzene-bearing oligonucleotides developed by the third author. © Springer-Verlag Berlin Heidelberg 2006.

DOI： 10.1007/11753681_26

Scopus

Functionalization of DMA by using DNA-pyrene conjugates

Kashida H., Komiyama M., Asanuma H.

Polymer Preprints, Japan Vol. 54 ( 2 ) page： 5092 - 5093 2005.12

Language：Japanese Publisher：Polymer Preprints, Japan

We have successfully introduced functional molecules into DNA and prepared various aggregates by intercalation between base-pairs. Here, we synthesized DNA-pyrene conjugates through D-threoninol and investigated their properties. Excimer emission of pyrene was not observed when two pyrene moieties were intervened by one base-pair. On the other hand, strong excimer emission was observed at around 480 nm with complementary strand which lacks one base. Sequence dependence and linker modification are also investigated.

Scopus

Photo- and Thermoregulation of DNA Nanomachines

浅沼浩之, 萩谷昌己

DNA11, Eleventh International Meeting on DNA Based Computers, Preliminary Proceedings page： 147 - 156 2005

バイオナノデバイスとしての人工DNA Reviewed

浅沼浩之

化学と教育 53 page： 12 - 15 2005

NMR study on the photoresponsive DNA tethering an azobenzene. Assignment of the absolute configuration of two diastereomers and structure determination of their duplexes in the trans-form.

Liang X, Asanuma H, Kashida H, Takasu A, Sakamoto T, Kawai G, Komiyama M

Journal of the American Chemical Society Vol. 125 ( 52 ) page： 16408 - 15 2003.12

DNA-Naphthyl Red conjugate as a visualizing probe of DNA hybridization.

Asanuma H, Kashida H, Liang X, Komiyama M

Chemical communications (Cambridge, England) ( 13 ) page： 1536 - 7 2003.7

DNA-dye conjugates for controllable H aggregation(1).

Asanuma H, Shirasuka K, Takarada T, Kashida H, Komiyama M

Journal of the American Chemical Society Vol. 125 ( 8 ) page： 2217 - 23 2003.2

Development of a probe DNA which accompanies color change on hybridization.

Kashida H, Asanuma H, Komiyama M

Nucleic acids research. Supplement (2001) ( 3 ) page： 143 - 4 2003

Effective photo-regulation of transcription reaction by SP6 RNA polymerase with modified DNA tethering multiple azobenzenes.

Liu M, Asanuma H, Komiyama M

Nucleic acids research. Supplement (2001) ( 3 ) page： 265 - 6 2003

Photo-regulation of DNA function by azobenzene-tethered oligonucleotides.

Asanuma H, Matsunaga D, Liu M, Liang X, Jhao J, Komiyama M

Nucleic acids research. Supplement (2001) ( 3 ) page： 117 - 8 2003

Photoregulation of the transcription reaction of T7 RNA polymerase by tethering an azobenzene to the promoter.

Asanuma H, Tamaru D, Yamazawa A, Liu M, Komiyama M

Chembiochem : a European journal of chemical biology Vol. 3 ( 8 ) page： 786 - 9 2002.8

Photoregulation of DNA triplex formation by azobenzene.

Liang X, Asanuma H, Komiyama M

Journal of the American Chemical Society Vol. 124 ( 9 ) page： 1877 - 83 2002.3

Spectroscopic anatomy of molecular-imprinting of cyclodextrin. Evidence for preferential formation of ordered cyclodextrin assemblies.

Hishiya T, Asanuma H, Komiyama M

Journal of the American Chemical Society Vol. 124 ( 4 ) page： 570 - 5 2002.1

Photo-regulation of transcription by RNA polymerase with azobenzene-tethered promoter.

Asanuma H, Liu M, Tamaru D, Liang X, Komiyama M

Nucleic acids research. Supplement (2001) ( 2 ) page： 75 - 6 2002

Enantioselective Incorporation of Azobenzenes into Oligodeoxyribonucleotide for Effective Photoregulation of Duplex Formation This work was partially supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology, Japan (Molecular Synchronization for Design of New Materials System). The support by the Grant from "Research for the Future" Program of the Japan Society for the Promotion of Science (JSPS-RFTF97I00301) is also acknowledged.

Asanuma H, Takarada T, Yoshida T, Tamaru D, Liang X, Komiyama M

Angewandte Chemie (International ed. in English) Vol. 40 ( 14 ) page： 2671 - 2673 2001.7

Enantioselective Incorporation of Azobenzenes into Oligodeoxyribonucleotide for Effective Photoregulation of Duplex Formation.

Asanuma H, Takarada T, Yoshida T, Tamaru D, Liang X, Komiyama M

Angewandte Chemie (International ed. in English) Vol. 40 ( 14 ) page： 2671 - 2673 2001.7

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Papers - ASANUMA, Hiroyuki