X-ray structure of the dipotassium salt of d-mannose 1-phosphate 3.25 hydrate

• Published in: Carbohydrate research 2005-10, Vol.340 (15), p.2422-2427
• Main Authors: Jerzykiewicz, Lucjan B., Lis, Tadeusz, Zuziak, Ewa
• Format: Article
• Language: English
• Subjects: Carbohydrate Conformation; Crystallography, X-Ray; d-Mannose 1-phosphate; Hydrogen Bonding; Mannosephosphates - chemistry; Potassium - chemistry; Sugar phosphates; X-ray crystal structure
• ISSN: 0008-6215; 1873-426X
• DOI: 10.1016/j.carres.2005.06.025

The first crystal structure of mannose 1-phosphate is described. The dipotassium hydrate salt crystallizes in the P2 12 12 space group. There are two independent dianions ( I and II) in the asymmetric unit, which are α anomers adopting the 4 C 1 chair conformation. The main difference between the two mannose 1-phosphate dianions is the orientation of the phosphate group with relation to the pyranosyl ring. In I, one of the phosphate oxygen atoms is antiperiplanar positions with respect to carbon atom C-1, whereas the two others are situated synclinally. The corresponding orientations of the terminal phosphate oxygen atoms in II are synperiplanar and anticlinal. The potassium cations are six- and seven-coordinate, mainly with O atoms of hydroxyl groups and water molecules. There are potassium channels extending along the c-axis. In the packing arrangement, water molecules and mannose phosphate groups also define two different types of layers parallel to a-axis. Within water channels there are extensive hydrogen-bonding networks.