GDP-​α-D-​mannose disodium

• CAT Number: I015630
• CAS Number: 148296-46-2
• Molecular Formula: C₁₆H₂₃N₅Na₂O₁₆P₂
• Molecular Weight: 649.3
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: disodium;[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] [(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] phosphate
• InChI: InChI=1S/C16H25N5O16P2.2Na/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15;;/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28);;/q;2*+1/p-2/t4-,5-,7-,8-,9+,10-,11+,14-,15-;;/m1../s1
• InChIKey: XOAGKSFNHBWACO-RAUZPKMFSA-L
• SMILES: C1=NC2=C(N1C3C(C(C(O3)COP(=O)([O-])OP(=O)([O-])OC4C(C(C(C(O4)CO)O)O)O)O)O)N=C(NC2=O)N.[Na+].[Na+]

GDP-α-D-mannose disodium is a donor substrate for mannosyltransferase and a precursor of GDP-β-L-fucose. GDP-α-D-mannose disodium exhibits competitive inhibition of GTP (Ki of 14.7 μM) and noncompetitive inhibition of mannose-1-P (Ki of 115 μM).

Reference

[1]. Elling L, et al. Expression, purification and characterization of recombinant phosphomannomutase and GDP-alpha-D-mannose pyrophosphorylase from Salmonella enterica, group B, for the synthesis of GDP-alpha-D-mannose from D-mannose. Glycobiology. 1996 Sep;6(6):591-7.