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Two alternative conformational states of α,α-dialkylglycyl-L- prolyl sequences governed by presence/absence of an NH group directly following the proline residue. X-ray crystal and molecular structures of Boc-D-Iva-L-Pro-NHBzl and Boc-L-Iva-L-Pro-NHBzl
https://nitech.repo.nii.ac.jp/records/4316
https://nitech.repo.nii.ac.jp/records/4316f97584a1-53e3-44c6-9d5d-a835c0b70643
| 名前 / ファイル | ライセンス | アクション |
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本文_fulltext (1.0 MB)
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J. CHEM. SOC. PERKIN TRANS. I 1995, 2215-2122 - Reproduced by permission of The Royal Society of Chemistry (RSC)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||||||||||||||
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| 公開日 | 2012-11-06 | |||||||||||||||||
| タイトル | ||||||||||||||||||
| タイトル | Two alternative conformational states of α,α-dialkylglycyl-L- prolyl sequences governed by presence/absence of an NH group directly following the proline residue. X-ray crystal and molecular structures of Boc-D-Iva-L-Pro-NHBzl and Boc-L-Iva-L-Pro-NHBzl | |||||||||||||||||
| 言語 | en | |||||||||||||||||
| 言語 | ||||||||||||||||||
| 言語 | eng | |||||||||||||||||
| 資源タイプ | ||||||||||||||||||
| 資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||||||||||||||
| 資源タイプ | journal article | |||||||||||||||||
| 著者 |
Kawai, Masao
× Kawai, Masao
× Omori, Yoshimasa
× Yamamura, Hatsuo
× Butsugan, Yasuo
× Taga, Toru
× Miwa, Yoshihisa
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| 著者別名 | ||||||||||||||||||
| 姓名 | 山村, 初雄 | |||||||||||||||||
| bibliographic_information |
en : Journal of the Chemical Society. Perkin transactions 1 巻 1995, 号 17, p. 2115-2122, 発行日 1995-01-01 |
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| 出版者 | ||||||||||||||||||
| 出版者 | Royal Society of Chemistry | |||||||||||||||||
| 言語 | en | |||||||||||||||||
| ISSN | ||||||||||||||||||
| 収録物識別子タイプ | ISSN | |||||||||||||||||
| 収録物識別子 | 0300-922X | |||||||||||||||||
| item_10001_source_id_32 | ||||||||||||||||||
| 収録物識別子タイプ | NCID | |||||||||||||||||
| 収録物識別子 | AA00695134 | |||||||||||||||||
| 出版タイプ | ||||||||||||||||||
| 出版タイプ | VoR | |||||||||||||||||
| 出版タイプResource | http://purl.org/coar/version/c_970fb48d4fbd8a85 | |||||||||||||||||
| item_10001_relation_34 | ||||||||||||||||||
| 関連タイプ | isIdenticalTo | |||||||||||||||||
| 識別子タイプ | DOI | |||||||||||||||||
| 関連識別子 | http://dx.doi.org/10.1039/P19950002115 | |||||||||||||||||
| 関連名称 | 10.1039/P19950002115 | |||||||||||||||||
| 内容記述 | ||||||||||||||||||
| 内容記述タイプ | Other | |||||||||||||||||
| 内容記述 | The crystal structures of the isovaline-containing dipeptides, Boc-D-Iva-L-Pro-NHBzl 4 and Boc-L-Iva-L-Pro-NHBzl 5 were determined by X-ray diffraction. The diastereoisomeric peptides adopt intramolecular hydrogen-bonded β-turn conformations closely similar to each other (4:φIva-51°, ψIva-38°, φPro-70° and ψPro-17° and 5: φIva-53°, ψIva-35°, φPro-72° and ψPro-14°). The Pro ring of each peptide is in Cγ-exo conformation. These conformations are essentially the same as those in the reported crystal structures of the Aib-L-Pro sequence possessing an NH group directly attached to the carbonyl of the L-Pro, indicating that replacement of either one of the two methyl groups of the Aib moiety with an ethyl group does not cause any significant change in the β-turn conformation of the Aib-L-Pro sequence in the crystalline state.CD spectral analysis of the terminal chromophoric group-carrying peptides Dnp-Gly-X-L-Pro-Gly-pNA (X = Aib 6 and D/L-Iva 7/8) has shown that these three tetrapeptides in CHCl3 and THF solutions also adopt a β-turn-type conformation. CD spectra of glycolic acid residue-containing analogues in place of the fourth Gly residue revealed a lack of β-turn tendency in these analogues, indicating the importance of intramolecular hydrogen bonding for the β-turn conformation of the central dipeptide moieties. The results are consistent with the reported unturned crystal structures of Aib-L-Pro arid D/L-Iva-L-Pro sequence-containing peptides lacking the NH group which directly follows the Pro residue available for intramolecular hydrogen bonding. | |||||||||||||||||
| 言語 | en | |||||||||||||||||
