𝔖 Bobbio Scriptorium
✦   LIBER   ✦

On the stereochemistry of 2,3-dihydroxy fatty acids of fungi sphingolipids. Resolution and configuration analysis of erythro-2,3-dihydroxyoctadecanoic acid

✍ Scribed by L. Ahlquist; I. Pascher

Publisher
Elsevier Science
Year
1984
Tongue
English
Weight
331 KB
Volume
35
Category
Article
ISSN
0009-3084

No coin nor oath required. For personal study only.

✦ Synopsis

DL

-erythro-2,3-dihydroxyoctadecanoic acid, synthesized according to Palameta and Pro~tenik (Tetrahedron, 19 (1969)

  1. was converted to the R(+)-l-phenylethylamide and the obtained diastereomers resolved by chromatography on silica gel. The enantiomeric erythro. 2,3-dihydroxyoctadecanoic acids were recovered by acidic hydrolysis (re.p., 117 °, [a]~ = ±3.28 °, [M]~ = +-10.38°). A comparison of the chromatographic mobility or" R-and S-1phenylethylamides and the optical rotation of 2,3-dihydroxy fatty acids from fungi sphingolipids shows that the natural occurring enantiomer has (+)D-eryrhro conl~uration.

📜 SIMILAR VOLUMES

Metabolites of the Higher Fungi, 30. thr
Metabolites of the Higher Fungi, 30. threo- and erythro-Telfairic Acid and 2,3-Didehydrotelfairic Anhydride from the Fungus Xylaria telfairii
✍ Adeboya, Monilola Oladunni ;Edwards, Raymond Leslie ;Maitland, Derek James ;Laes 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 549 KB

## Abstract Three novel metabolites, __threo__‐ and erythro‐telfairic acid [__threo__‐ and __eryhro__‐(1′__E__,3′__E__)‐2‐(4‐carboxyhexa‐1,3‐dienyl)‐3‐methylsuccinic acid (3a and 3b)] as well as 2,3‐didehydrotelfairic anhydride [1′__E__,3′__E__)‐2‐(4‐carboxyhexa‐1,3‐dienyl)‐3 methylmaleic anhydride

Determination of the erythro and threo c
Determination of the erythro and threo configuration of the two diastereoisomeric 2-amino-3-mercaptobutyric acids by NMR spectroscopy of derived thiazolidines
✍ S. Toppet; P. Claes; J. Hoogmartens 📂 Article 📅 1974 🏛 John Wiley and Sons 🌐 English ⚖ 490 KB

## Abstract A study of the ^1^H and ^13^C NMR spectra of the __N__‐formyl‐2,2,5‐trimethyl‐4‐carboxythiazolidines and the __N__‐formyl‐4‐carboxy‐5‐methylthiazolidines derived from the two diastereoisomeric 2‐amino‐3‐mercapto‐DL‐butyric acids, permits unambiguous assignment of the __erythro__ and __t

Resolution, absolute stereochemistry, an
Resolution, absolute stereochemistry, and enantiopharmacology of the GluR1–4 and GluR5 antagonist 2-amino-3-[5-tert-butyl-3-(phosphonomethoxy)-4-isoxazolyl]propionic acid
✍ Eva H. Møller; Jan Egebjerg; Lotte Brehm; Tine B. Stensbøl; Tommy N. Johansen; U 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 702 KB

The phosphono amino acid, (RS)-2-amino-3-[5-tert-butyl-3-(phosphonomethoxy)-4-isoxazolyl]propionic acid (ATPO), is a structural hybrid between the NMDA antagonist (RS)-2-amino-7-phosphonoheptanoic acid (AP7) and the AMPA and GluR5 agonist, (RS)-2-amino-3-(5-tert-butyl-3-hydroxy-4-isoxazolyl)propioni

High-Resolution Rotational Analysis of t
High-Resolution Rotational Analysis of the Lowest D–O Overtone Bands of Deuterated Hypochlorous Acid: 2ν1 and 3ν1
✍ Yun Ding; O.N. Ulenikov; E.S. Bekhtereva; Jing-Jing Zheng; Sheng-Gui He; Xiang-H 📂 Article 📅 2001 🏛 Elsevier Science 🌐 English ⚖ 484 KB

The high-resolution Fourier transform spectrum of the DO 35 Cl molecule was recorded and analyzed in the region of the two lowest D-O overtone bands, 2ν 1 and 3ν 1 . Because of the presence of strong resonance interactions, the influence of the (130) state on the (200) state, and also that of the (