Horton Robert A, Bagnato Joshua D, Grissom Charles B
Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112-0850, USA.
J Org Chem. 2003 Sep 5;68(18):7108-11. doi: 10.1021/jo0340399.
A protocol for the rapid NMR characterization of cobalamin (vitamin B(12)) analogues with 5'-hydroxy-alpha-ribofuranoside modification is reported. The structure of cyanocobalamin in DMSO-d(6) has been assigned using COSY, NOESY, HSQC, and HMBC NMR methods. The robust precision of (13)C NMR assignments in DMSO-d(6) allows for the rapid structural determination of 5'-hydroxy-alpha-ribofuranosyl cyanocobalamin derivatives with solely 1-D (13)C and DEPT NMR spectra and only 10 mg of derivatized cobalamin. Using this method, the (13)C NMR resonances of four cobalamin analogues were determined with the most significant variance of (13)C chemical shifts occurring in the alpha-ribofuranoside ring. In DMSO-d(6), cobalamin concentrations greater than 30 mM can be achieved for an improved signal-to-noise ratio.
报道了一种用于快速核磁共振表征具有5'-羟基-α-核糖呋喃糖苷修饰的钴胺素（维生素B12）类似物的方案。使用COSY、NOESY、HSQC和HMBC核磁共振方法对二甲基亚砜-d6中的氰钴胺结构进行了归属。在二甲基亚砜-d6中13C核磁共振归属的稳健精度使得仅用一维13C和DEPT核磁共振谱以及仅10mg衍生化钴胺素就能快速确定5'-羟基-α-核糖呋喃基氰钴胺衍生物的结构。使用该方法，测定了四种钴胺素类似物的13C核磁共振共振，其中α-核糖呋喃糖苷环中13C化学位移的变化最为显著。在二甲基亚砜-d6中，可以实现大于30mM的钴胺素浓度以提高信噪比。
