CONFORMATIONAL-ANALYSIS OF THE ANOMERIC FORMS OF SOPHOROSE, LAMINARABIOSE, AND CELLOBIOSE USING MM3
CONFORMATIONAL-ANALYSIS OF THE ANOMERIC FORMS OF SOPHOROSE, LAMINARABIOSE, AND CELLOBIOSE USING MM3
复制标题
DOI：
10.1016/s0008-6215(00)90917-0
复制
发表时间：
1992-09-02
影响因子：
3.1
通讯作者：
REILLY, PJ
中科院分区：
文献类型：
--
作者：
DOWD, MK;FRENCH, AD;REILLY, PJ
基于MM 3力场的弛豫残基能量图计算了槐糖、昆布糖的吡喃糖环的相对取向。和纤维二糖，分别为（1 -> 2）-β-、（1 -> 3）-β-和（1 -> 4）-β-连接的D-葡糖基二糖。对于每个分子，考虑了可旋转的环外侧基的16种起始构象。所有的能量表面都有两个交叉的低能槽，并说明了外异头效应在确定二糖构象中的重要性。局部极小值的发现放松最小化没有限制。这些二糖的能量表面与它们相应的6-甲基-四氢吡喃类似物的能量表面非常相似。具有最小MM 3能量的二糖结构与通过晶体学发现的二糖结构之间有很好的一致性。
Relaxed-residue energy maps based on the MM3 force-field were computed for relative orientations of the pyranosyl rings of sophorose, laminarabiose. and cellobiose, respectively the (1 --> 2)-beta-; (1 --> 3)-beta-; and (1 --> 4)-beta-linked D-glucosyl disaccharides. Sixteen starting conformations of the rotatable exocyclic side-groups were considered for each molecule. All of the energy surfaces have two intersecting low-energy troughs and illustrate the importance of exo-anomeric effects in determining disaccharide conformation. Local minima were found by relaxed minimization without restriction. The energy surfaces of these disaccharides are very similar to the energy surfaces of their corresponding 6-methyl-tetrahydropyran analogues. There is good agreement between disaccharide structures having minimal MM3 energy and those found by crystallography.