• Medientyp: E-Artikel
  • Titel: Synthesis and Absolute Configuration of 6‐Hydroxylated New Ceramides in Human Skin, Ceramides B, 4, 7 and 8
  • Beteiligte: Masuda, Yui; Mori, Kenji
  • Erschienen: Wiley, 2005
  • Erschienen in: European Journal of Organic Chemistry
  • Sprache: Englisch
  • DOI: 10.1002/ejoc.200500357
  • ISSN: 1434-193X; 1099-0690
  • Schlagwörter: Organic Chemistry ; Physical and Theoretical Chemistry
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  • Beschreibung: <jats:title>Abstract</jats:title><jats:p>6<jats:italic>R</jats:italic>‐Configuration was assigned to three new ceramides isolated from human skin such as ceramide B [<jats:bold>1</jats:bold>, (2<jats:italic>S</jats:italic>,3<jats:italic>R</jats:italic>,4<jats:italic>E</jats:italic>,6<jats:italic>R</jats:italic>)‐6‐hydroxy‐<jats:italic>N</jats:italic>‐(30′‐hydroxytriacontanoyl)‐4‐sphingenine], ceramide 8 [<jats:bold>2</jats:bold>, (2<jats:italic>S</jats:italic>,3<jats:italic>R</jats:italic>,4<jats:italic>E</jats:italic>,6<jats:italic>R</jats:italic>)‐6‐hydroxy‐<jats:italic>N</jats:italic>‐(tetracosanoyl)‐4‐sphingenine] and ceramide 4 {<jats:bold>3</jats:bold>, (2<jats:italic>S</jats:italic>,3<jats:italic>R</jats:italic>,4<jats:italic>E</jats:italic>,6<jats:italic>R</jats:italic>)‐6‐hydroxy‐<jats:italic>N</jats:italic>‐[(30′‐linoleoyloxy)triacontanoyl]‐4‐sphingenine}. (6<jats:italic>R</jats:italic>,2′<jats:italic>R</jats:italic>)‐Configuration was given to another ceramide in human skin, ceramide 7 [<jats:bold>4</jats:bold>, (2<jats:italic>S</jats:italic>,3<jats:italic>R</jats:italic>,4<jats:italic>E</jats:italic>,6<jats:italic>R</jats:italic>,2′<jats:italic>R</jats:italic>)‐6‐hydroxy‐<jats:italic>N</jats:italic>‐(2′‐hydroxytetracosanoyl)‐4‐sphingenine]. These assignments were made possible by enzymatic preparation of the enantiomers of 1‐pentadecyn‐3‐ol and those of 2‐hydroxytetracosanoic acid. (© Wiley‐VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2005)</jats:p>