Stereochemical Analysis of the Polyester Peptide Mimic Biopolymer by VCD
| Project/Area Number |
15H03111
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Biomolecular chemistry
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| Research Institution | Hokkaido University |
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Principal Investigator |
Monde Kenji 北海道大学, 先端生命科学研究院, 教授 (40210207)
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| Project Period (FY) |
2015-04-01 – 2018-03-31
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| Project Status |
Completed (Fiscal Year 2017)
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| Budget Amount *help |
¥17,550,000 (Direct Cost: ¥13,500,000、Indirect Cost: ¥4,050,000)
Fiscal Year 2017: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2016: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2015: ¥7,410,000 (Direct Cost: ¥5,700,000、Indirect Cost: ¥1,710,000)
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| Keywords | 生体材料 / 合成化学 / 有機化学 / キラリティー / 同二色性 / 円二色性 |
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| Outline of Final Research Achievements |
VCD measurements were performed on L-polylactic acid of various molecular weights. In addition, dimers, tetramers, hexamers were synthesized using L-lactic acid as a starting material. VCD measurement and theoretical calculations of synthesized oligomers were carried out. Furthermore, synthesis of corresponding polyamide oligomers and hybrid oligomers was carried out. ECD and VCD of the synthesized hexamers were measured. IR and VCD spectra of their ester carbonyl, amides I and II were observed, and the three-dimensional structures were analyzed from these spectra. In addition, considering the azide, nitrile, isocyanide groups, and alkyne as a candidate functional group to replace the carbonyl group, model compounds containing these functional groups were synthesized and the possibility of each functional group was investigated.
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Report
(4 results)
Research Products
(60 results)
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[Journal Article] Focused genome mining of structurally related sesterterpenes: enzymatic formation of enantiomeric and diastereomeric products2017
Author(s)
Narita, K., Sato, H., Minami, A., Kudo, K., Gao, L., Liu, C., Ozaki, T., Kodama, M.., Lei, X., Taniguchi, T., Monde, K., Yamazaki, M., Uchiyama, M., Oikawa, H.
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Journal Title
Organic letters
Volume: 19
Issue: 24
Pages: 6696-6699
DOI
Related Report
Peer Reviewed / Int'l Joint Research
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[Journal Article] Synthesis of Nontoxic Fluorous Sphingolipids as Molecular Probes of Exogenous Metabolic Studies for Rapid Enrichment by FSPE2017
Author(s)
Saito, S., Murai,Y., Usuki, S., Yoshida, M., Hammam, M.A.S., Mitsutake, S., Yuyama, K., Igarashi, Y., Monde, K.
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Journal Title
Eur. J. Org. Chem.
Volume: 2017
Issue: 6
Pages: 1045-1051
DOI
Related Report
Peer Reviewed
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[Journal Article] α-Arylation of α-Amino Acid Derivatives with Arynes via Memory of Chirality: Asymmetric Synthesis of Benzocy-clobutenones with Tetrasubstituted Carbon2017
Author(s)
Kasamatsu, K., Yoshimura, T., Mandi, A., Taniguchi, T., Monde, K., Furuta, T., Kawabata, T.
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Journal Title
Org. Lett.
Volume: 19
Issue: 2
Pages: 352-355
DOI
Related Report
Peer Reviewed
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[Journal Article] Stereochemical study of sphingosine by vibrational circular dichroism2016
Author(s)
Nakahashi, A., C. Siddegowda, A. K., Hammam, M. A. S., Gowda, S. G. B., Murai, Y., Monde, K.
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Journal Title
Org. Lett.
Volume: 18
Issue: 10
Pages: 2327-2330
DOI
Related Report
Peer Reviewed
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[Journal Article] A Bioinspired Synthesis of (±)-Rubrobramide, (±)-Flavipucine, and Isoflavipucine2016
Author(s)
Mizutani, S., Komori, K., Taniguchi, T., Monde, K., Kuramochi, K., Tsubak, K.
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Journal Title
Angew. Chem., Int. Ed.
Volume: 55
Issue: 33
Pages: 9553-9556
DOI
Related Report
Peer Reviewed
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[Journal Article] Reinvestigation of the Absolute Configurations of Chiral s-Mercaptoalkanones Using Vibrational Circular Dichroism and 1H NMR Analysis2016
Author(s)
Kiske, C., Noerenberg, S., Ecker, M., Ma, X., Taniguchi, T., Monde, K., Eisenreich, W., Engel, K.-H.
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Journal Title
J. Agric. Food Chem.
Volume: 64
Issue: 45
Pages: 8563-8571
DOI
Related Report
Peer Reviewed / Int'l Joint Research
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