Snyder J R, Serianni A S
Carbohydr Res. 1987 Jun 15;163(2):169-88. doi: 10.1016/0008-6215(87)80180-5.
Chemical methods are described for preparing unenriched and [1-13C]-enriched 5-deoxy- and 5-O-methyl-pentoses in the D or L configuration. The 1H-n.m.r. spectra of these compounds have been interpreted, and the 13C-n.m.r. spectra assigned with the aid of 2-D 13C-1H chemical-shift correlation spectroscopy. Tautomeric forms (furanoses, hydrate, and aldehyde) in solution in 2H2O have been quantified with the aid of [1-13C]-enriched derivatives. Spectra of 5-deoxypentoses, 5-O-methylpentoses, and methyl pentofuranosides have been compared, in order to assess the effect of 5-C-deoxygenation and 5-O-methylation on chemical shifts and coupling constants (1H-1H, 13C-1H, and 13C-13C) and on the pentofuranose conformations.
描述了制备D型或L型未富集和[1-¹³C]富集的5-脱氧戊糖和5-O-甲基戊糖的化学方法。已对这些化合物的¹H核磁共振光谱进行了解析，并借助二维¹³C-¹H化学位移相关光谱对¹³C核磁共振光谱进行了归属。借助[1-¹³C]富集的衍生物对在重水中的溶液中的互变异构形式（呋喃糖、水合物和醛）进行了定量。比较了5-脱氧戊糖、5-O-甲基戊糖和甲基戊呋喃糖苷的光谱，以评估5-C-脱氧和5-O-甲基化对化学位移和耦合常数（¹H-¹H、¹³C-¹H和¹³C-¹³C）以及对戊呋喃糖构象的影响。
