『徳島大学 教育・研究者情報データベース (EDB)』---[学外] /
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登録内容 (EID=293161)

EID=293161EID:293161, Map:0, LastModified:2016年4月18日(月) 17:14:34, Operator:[大家 隆弘], Avail:TRUE, Censor:0, Owner:[中山 淳], Read:継承, Write:継承, Delete:継承.
種別 (必須): 学術論文 (審査論文) [継承]
言語 (必須): 英語 [継承]
招待 (推奨):
審査 (推奨): Peer Review [継承]
カテゴリ (推奨): 研究 [継承]
共著種別 (推奨):
学究種別 (推奨):
組織 (推奨): 1.The Scripps Research Institute [継承]
著者 (必須): 1. (英) Akinori Okano (日) (読)
役割 (任意):
貢献度 (任意):
学籍番号 (推奨):
[継承]
2.中山 淳
役割 (任意):
貢献度 (任意):
学籍番号 (推奨):
[継承]
3. (英) Kejia Wu (日) (読)
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貢献度 (任意):
学籍番号 (推奨):
[継承]
4. (英) Erick A. Lindsey (日) (読)
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貢献度 (任意):
学籍番号 (推奨):
[継承]
5. (英) Alex W. Schammel (日) (読)
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貢献度 (任意):
学籍番号 (推奨):
[継承]
6. (英) Yiqing Feng (日) (読)
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貢献度 (任意):
学籍番号 (推奨):
[継承]
7. (英) Karen C. Collins (日) (読)
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貢献度 (任意):
学籍番号 (推奨):
[継承]
8. (英) Dale L. Boger (日) (読)
役割 (任意):
貢献度 (任意):
学籍番号 (推奨):
[継承]
題名 (必須): (英) Total Syntheses and Initial Evaluation of [Ψ[C(=S)NH]Tpg4]vancomycin, [Ψ[C(=NH)NH]Tpg4]vancomycin, [Ψ[CH2NH]Tpg4]vancomycin, and Their (4-Chlorobiphenyl)methyl Derivatives: Synergistic Binding Pocket and Peripheral Modifications for the Glycopeptide Antibiotics  (日)    [継承]
副題 (任意):
要約 (任意): (英) Full details of studies are disclosed on the total syntheses of binding pocket analogues of vancomycin bearing the peripheral L-vancosaminyl-1,2-D-glucosyl disaccharide that contain changes to a key single atom in the residue-4 amide (residue-4 carbonyl O → S, NH, H2) designed to directly address the underlying molecular basis of resistance to vancomycin. Also disclosed are studies piloting the late-stage transformations conducted on the synthetically more accessible C-terminus hydroxymethyl aglycon derivatives and full details of the peripheral chlorobiphenyl functionalization of all of the binding-pocket-modified vancomycin analogues designed for dual D-Ala-D-Ala/D-Ala-D-Lac binding. Their collective assessment indicates that combined binding pocket and chlorobiphenyl peripherally modified analogues exhibit a remarkable spectrum of antimicrobial activity (VSSA, MRSA, and VanA and VanB VRE) and impressive potencies against both vancomycin-sensitive and vancomycin-resistant bacteria (MICs = 0.06-0.005 and 0.5-0.06 μg/mL for the amidine and methylene analogues, respectively) and likely benefit from two independent and synergistic mechanisms of action, only one of which is dependent on D-Ala-D-Ala/D-Ala-D-Lac binding. Such analogues are likely to display especially durable antibiotic activity that is not prone to rapidly acquired clinical resistance.  (日)    [継承]
キーワード (推奨): 1. (英) Anti-Bacterial Agents (日) (読) [継承]
2. (英) Bacteria (日) (読) [継承]
3. (英) Binding Sites (日) (読) [継承]
4. (英) Biphenyl Compounds (日) (読) [継承]
5. (英) Chemistry Techniques, Synthetic (日) (読) [継承]
6. (英) Drug Resistance, Bacterial (日) (読) [継承]
7. (英) Microbial Sensitivity Tests (日) (読) [継承]
8. (英) Structure-Activity Relationship (日) (読) [継承]
9. (英) Vancomycin (日) (読) [継承]
発行所 (推奨):
誌名 (必須): Journal of the American Chemical Society ([アメリカ化学会])
(pISSN: 0002-7863, eISSN: 1520-5126)

ISSN (任意): 0002-7863
ISSN: 0002-7863 (pISSN: 0002-7863, eISSN: 1520-5126)
Title: Journal of the American Chemical Society
Title(ISO): J Am Chem Soc
Publisher: American Chemical Society
 (NLM Catalog  (Scopus  (CrossRef (Scopus information is found. [need login])
[継承]
[継承]
(必須): 137 [継承]
(必須): 10 [継承]
(必須): 3693 3704 [継承]
都市 (任意):
年月日 (必須): 西暦 2015年 3月 9日 (平成 27年 3月 9日) [継承]
URL (任意):
DOI (任意): 10.1021/jacs.5b01008    (→Scopusで検索) [継承]
PMID (任意): 25750995    (→Scopusで検索) [継承]
NAID (任意):
WOS (任意): 000351420800041 [継承]
Scopus (任意): 2-s2.0-84925249755 [継承]
評価値 (任意):
被引用数 (任意):
指導教員 (推奨):
備考 (任意): 1.(英) Article.ELocationID: 10.1021/jacs.5b01008  (日)    [継承]
2.(英) Article.PublicationTypeList.PublicationType: Journal Article  (日)    [継承]
3.(英) Article.PublicationTypeList.PublicationType: Research Support, N.I.H., Extramural  (日)    [継承]
4.(英) OtherID: NIHMS671977  (日)    [継承]
5.(英) OtherID: PMC4376669  (日)    [継承]

標準的な表示

和文冊子 ● Okano Akinori, Atsushi Nakayama, Wu Kejia, Lindsey A. Erick, Schammel W. Alex, Feng Yiqing, Collins C. Karen and Boger L. Dale : Total Syntheses and Initial Evaluation of [Ψ[C(=S)NH]Tpg4]vancomycin, [Ψ[C(=NH)NH]Tpg4]vancomycin, [Ψ[CH2NH]Tpg4]vancomycin, and Their (4-Chlorobiphenyl)methyl Derivatives: Synergistic Binding Pocket and Peripheral Modifications for the Glycopeptide Antibiotics, Journal of the American Chemical Society, Vol.137, No.10, 3693-3704, 2015.
欧文冊子 ● Okano Akinori, Atsushi Nakayama, Wu Kejia, Lindsey A. Erick, Schammel W. Alex, Feng Yiqing, Collins C. Karen and Boger L. Dale : Total Syntheses and Initial Evaluation of [Ψ[C(=S)NH]Tpg4]vancomycin, [Ψ[C(=NH)NH]Tpg4]vancomycin, [Ψ[CH2NH]Tpg4]vancomycin, and Their (4-Chlorobiphenyl)methyl Derivatives: Synergistic Binding Pocket and Peripheral Modifications for the Glycopeptide Antibiotics, Journal of the American Chemical Society, Vol.137, No.10, 3693-3704, 2015.

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