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Synthesis of (4E,8E,2S,3R,2'R-N-2'-hydroxyhexadecanoyl-1-O-β-D-glucopyranosyl-9-methyl-4,8-sphingadienine, the fruiting-inducing cerebroside in a basidiomycete schizophyllum commune

✍ Scribed by Kenji Mori; Yuji Funaki

Book ID
108374443
Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
748 KB
Volume
41
Category
Article
ISSN
0040-4020

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📜 SIMILAR VOLUMES

Synthesis of (2s,3r,4e,8e)-n-(2′r)-2′-hy
Synthesis of (2s,3r,4e,8e)-n-(2′r)-2′-hydroxyhexadecanoyl-9-methyl-4,8-sphingadienine, the ceramide portion of the fruiting-inducing cerebroside in a basidiomycete schizophyllum commune
✍ Kenji Mori; Yuji Funaki 📂 Article 📅 1984 🏛 Elsevier Science 🌐 French ⚖ 284 KB

A total synthesis of the natural enantiomer of the title compound was accomplished, which confirmed the structure proposed for the fruitinginducing cerebroside of Schizophyllum commune. Fruiting body formation in Basidiomycetes is indeed a spectacular phenomenon especially to those who love to taste

Synthesis of Sphingosine Relatives, XVII
Synthesis of Sphingosine Relatives, XVII! Synthesis of (2S,2' R,3R,3' E,4E,8E)-1-O-(β-D-Glucopyranosyl)-N-(2'-hydroxy-3'-octadecenoyl)-9-methyl-4,8-sphingadienine (Pen II), the Major Cerebroside Isolated from Penicillium funiculosum as the Fruiting-Induce
✍ Mori, Kenji ;Uenishi, Keiji 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 586 KB

## Abstract Pen II [(2__S__,2' __R__,3__R__,3' __E__,4__E__,8__E__)‐1‐__O__‐(β‐D‐glucopyranosyl)‐__N__‐(2'‐hydroxy‐3'‐octadecenoyl)‐9‐methyl‐4,8‐sphingadienine], the major component of the cerebrosides isolated from __Penicillium funiculosum__ A‐1 as the fruiting inducer against __Schizophyllum com

Synthesis of sphingosine relatives, IX.
Synthesis of sphingosine relatives, IX. Synthesis of (2S,3R,4E)-1-O-(β-D-glucopyranosyl)-N- [24-(linoleoyloxy)tetracosanoyl]-4-sphingenine. The structure proposed for the esterified cerebroside in the epidermis of guinea pigs
✍ Mori, Kenji ;Nishio, Hiroyuki 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 504 KB

## Abstract (2S,3R,4E)‐1‐O‐(β‐D‐Glucopyranosyl)‐N‐[24‐(linoleoyloxy)tetracosanoyl)‐4‐sphingenine (1) was synthesized from D‐glucose (A), (2S,3R,4E)‐4‐sphingenine (sphingosine, B), 24‐hydroxytetracosanoic acid (C) and linoleic acid (D). The ^1^H‐NMR spectrum of synthetic 1 was different from that of