15 2,5-Dihydroxymethyl-3,4-dihydroxypyrrolidine DMDP

The most significant indication that the biocatalytic properties also depend on the expression host comes from our studies on the fructose analogues DMDP 10 (2,5-dihydroxymethyl-(3S,4R)-dihydroxypyrrolidine) and 5-deoxy-D-fructose as inhibitors of SuSyl (Fig. 2.2.6.2). In contrast to SuSyl from yeast, the strongest inhibitor for recombinant SuSyl from E. coli is 10 (IC501.5 mM), suggesting that the enzyme prefers the D-fructofuranose conformation. 

R,5R-Dihydroxymethyl-3/ ,4R-dihydroxypyrrolidine (2,5-dideoxy-2,5-imino-D-mannitol, DMDP) has been isolated from the fermentation broth of Strepto-myces sp. KSC-5791 along with minor amounts of deoxynojirimycin and deoxymannojirimycin. The DMDP was shown to be a potent inhibitor of trehalases from Corynebacterium sp. and the diamondback moth (Phytella... 

Class 1 are the pyrrolidine alkaloids having five-membered ring structures, as shown by DMDP, i.e. 2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine [5] (Figure lA). 

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