Art

J-GLOBAL ID：202002236176319272   Reference number：20A0346770

SYNTHESIS OF THREE STEREOISOMERS OF ERYTHROCHELIN, A HYDROXAMATE-TYPE TETRAPEPTIDE SIDEROPHORE FROM SACCHAROPOLYSPORA ERYTHRAEA

Saccharopolyspora erythraea由来のヒドロキサム酸型テトラペプチドシデロホアであるエリトロケリンの3つの立体異性体の合成

Author (4)： NAKAO Michiyasu (Tokushima Univ., Tokushima, JPN) ,  ADACHI Ayumu (Tokushima Univ., Tokushima, JPN) ,  KITAIKE Syuji (Tokushima Univ., Tokushima, JPN) ,  SANO Shigeki (Tokushima Univ., Tokushima, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 101  Issue： 1  Page： 347-356  Publication year： Jan. 01, 2020 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： Streptomyces erythreus ,  oligopeptide ,  siderophore ,  nitrogen heterocyclic compound ,  hydroxyamide ,  *stereoisomer ,  *absolute configuration ,  condensation reaction ,  deprotection ,  acetylation ,  hydrogenolysis ,  proton magnetic resonance ,  13C NMR ,  *diastereomer ,  chemical synthesis
Semi thesaurus term： Saccharopolyspora erythraea ,  tetrapeptide ,  Hydroxamic Acids ,  Piperazines

JST classification (3)： Pyrazines  (CF07104N) ,  Peptides  (CF10080G) ,  NMR of organic compounds  (BM07044Q)

Substance index (10)： (2S)-2-アミノ-N,3-ビス(ベンジルオキシ)-N-{3-[(2S,5S)-5-{3-[N-(ベンジルオキシ)アセトアミド]プロピル}-3,6-ジオキソピペラジン-2-イル]プロピル}プロパンアミド ,  (2S)-2-amino-N-[(1S)-1-[benzyloxy({3-[(2S,5S)-5-{3-[N-(benzyloxy)acetamido]propyl}-3,6-dioxopiperazin-2-yl]propyl})carbamoyl]-2-(benzyloxy)ethyl]-5-[N-(benzyloxy)acetamido]pentanamide ,  (2S)-N-[(1S)-1-[benzyloxy({3-[(2S,5S)-5-{3-[N-(benzyloxy)acetamido]propyl}-3,6-dioxopiperazin-2-yl]propyl})carbamoyl]-2-(benzyloxy)ethyl]-5-[N-(benzyloxy)acetamido]-2-acetamidopentanamide ,  (R,S,S,S)-Erythrochelin ,  (S,R,S,S)-Erythrochelin ,  (S,S,S,S)-Erythrochelin ,  3α-[3-[(Benzyloxy)amino]propyl]-6α-[3-[acetyl(benzyloxy)amino]propyl]piperazine-2,5-dione ,  tert-butyl N-[(1S)-1-[benzyloxy({3-[(2S,5S)-5-{3-[N-(benzyloxy)acetamido]propyl}-3,6-dioxopiperazin-2-yl]propyl})carbamoyl]-2-(benzyloxy)ethyl]carbamate ,  tert-butyl N-[(1S)-1-{[(1S)-1-[benzyloxy({3-[(2S,5S)-5-{3-[N-(benzyloxy)acetamido]propyl}-3,6-dioxopiperazin-2-yl]propyl})carbamoyl]-2-(benzyloxy)ethyl]carbamoyl}-4-[N-(benzyloxy)acetamido]butyl]carbamate ,  Erythrochelin

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Terms in the title (3)： Saccharopolyspora ,  ヒドロキサム酸 ,  立体異性体