2JJB

Family 37 trehalase from Escherichia coli in complex with casuarine-6- O-alpha-glucopyranose

Summary for 2JJB

• Entry DOI: 10.2210/pdb2jjb/pdb
• Related: 2JF4 2JG0 2WYN
• Descriptor: PERIPLASMIC TREHALASE, CASUARINE, alpha-D-glucopyranose, ... (6 entities in total)
• Functional Keywords: hydrolase, glycosidase, glycoside hydrolase
• Biological source: ESCHERICHIA COLI
• Cellular location: Periplasm: P13482
• Total number of polymer chains: 4
• Total formula weight: 247484.18

Authors

Gloster, T.M.,Roberts, S.,Davies, G.J.,Cardona, F.,Parmeggiani, C.,Bonaccini, C.,Gratteri, P.,Sim, L.,Rose, D.R.,Goti, A. (deposition date: 2008-03-28, release date: 2009-01-13, Last modification date: 2024-11-20)

Primary citation

Cardona, F.,Parmeggiani, C.,Faggi, E.,Bonaccini, C.,Gratteri, P.,Sim, L.,Gloster, T.M.,Roberts, S.,Davies, G.J.,Rose, D.R.,Goti, A.
Total Syntheses of Casuarine and its 6-O-Alpha-Glucoside: Complementary Inhibition Towards Glycoside Hydrolases of the Gh31 and Gh37 Families.
Chemistry, 15:1627-, 2009

PubMed Abstract: Total synthesis of naturally occurring casuarine (1) and the first total synthesis of casuarine 6-O-alpha-glucoside (2) were achieved through complete stereoselective nitrone cycloaddition, Tamao-Fleming oxidation and selective alpha-glucosylation as key steps. Biological assays of the two compounds proved their strong and selective inhibitory properties towards glucoamylase NtMGAM and trehalase Tre37A, respectively, which place them among the most powerful inhibitors of these enzymes. The structural determination of the complexes of NtMGAM with 1 and of Tre37A with 2 revealed interesting similarities in the catalytic sites of these two enzymes which belong to different families and clans.

PubMed: 19123216
DOI: 10.1002/CHEM.200801578

Experimental method

X-RAY DIFFRACTION (1.9 Å)