The UDP-Galp mutase catalyzed isomerization: synthesis and evaluation of 1,4-anhydro-beta-D-galactopyranose and its [2.2.2] methylene homologue.
The synthesis of 1,4-anhydro-beta-D-galactopyranose (1,5-anhydro-alpha-D-galactofuranose), a proposed intermediate in the ring contraction isomerisation catalyzed by UDP-galactopyranose mutase, together with its [2.2.2] bicyclic methylene homologue, synthesised as a possible competitive inhibitor or alternative substrate, are reported. Neither compound was found to be an inhibitor or substrate for UDP-galactopyranose mutase from Klebsiella pneumoniae.
School of Chemistry, Centre for Biomolecular Sciences, University of Nottingham, University Park, Nottingham, United Kingdom NG7 2RD.
Ali
A
Sadeghi-Khomami
Tatiana J
TJ
Forcada
Claire
C
Wilson
David A R
DA
Sanders
Neil R
NR
Thomas
D005690:Galactose / Q000737:chemistry / Q000378:metabolism*; D019751:Intramolecular Transferases / Q000378:metabolism*; D007536:Isomerism; D007711:Klebsiella pneumoniae / Q000201:enzymology*; D015394:Molecular Structure; D013379:Substrate Specificity
D019751:Intramolecular Transferases; C098051:UDP-galactopyranose mutase; D005690:Galactose