## Abstract The conformation of 4‐deoxy‐α‐L‐__threo__‐4‐enohexopyranosyluronic acid (1 → 3)2‐acetamido‐2‐deoxy‐d‐hexoses was analyzed by NMR spectroscopy. The half‐chair (H~1~^2^) conformation was found in the unsaturated uronide moiety and the chair (__Cl__) conformation in the hexosamine moiety.
3-Deoxy-l-glycero-pentos-2-ulose (3-deoxy-l-xylosone) and l-threo-pentos-2-ulose (l-xylosone) as intermediates in the degradation of l-ascorbic acid
✍ Scribed by Dong Bum Shin; Milton S. Feather
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- English
- Weight
- 287 KB
- Volume
- 208
- Category
- Article
- ISSN
- 0008-6215
No coin nor oath required. For personal study only.
✦ Synopsis
In acidic solution, L-ascorbic acid undergoes decarboxylation with the formation of 2-furancarbaldehyde, suggesting that a five-carbon fragment is probably produced as an intermediate in the reaction. Isbell' proposed 3-deoxy-L-glycero-pentos-2-ulose (3-deoxy+xylosone, 1) as a reaction intermediate. In subsequent investigations, Kura-' To whom correspondence should be addressed.
📜 SIMILAR VOLUMES
The reaction of the peracetate methyl esters of N-acetylneuraminic acid (Neu5Ac), 3-deoxyq~glycero-D-galacto-2-nonulosonic acid (Kdn), and 3-deoxy-D-manno-2-octulosonic acid (Kdo) with trimethylsilyl trifluoromethanesulfonate (CF3SO3SiMe 3) has been reinvestigated. We have found that the choice of s
A Novel Glycosylation of 3-Deoxy-D-glycero-D-galacto-2-nonulosonic Acid (KDN) via in situ Pyranose-Furanose Rearrangement. -The title glycosylation is examined in more detail. A proposed mechanism for the ring contracted KND-derivative (V) is discussed. It is noteworthy that all yields are lower if
The identification of the peracetylated methyl glycosides of 3-deoxy-o-