73499-25-9Relevant academic research and scientific papers
5-(β-Cyclodextrinylamino)-5-deoxy-α-D-riboses as models for nuclease, ligase, phosphatase, and phosphorylase
Han, Man Jung,Yoo, Kyung Soo,Chang, Ji Young,Ha, Tae-Kyu
, p. 347 - 349 (2000)
β-Cyclodextrin derivatives crowned with ribose rings (such as 1) catalyzed the hydrolysis, esterification, and phosphorylation of catechol- derived phosphate esters. The vicinal cis-diols on the ribose groups appear to play a major role in the catalytic activity of these enzyme models by the formation of hydrogen bonds which activate the phosphorus atom to nucleophilic attack.
Bifunctional cyclodextrin metalloenzyme mimics
Dong, Steven D.,Breslow, Ronald
, p. 9343 - 9346 (1998)
A variety of regioisomeric bifunctionalized β-cyclodextrins derivatized with an imidazole and a metal ligand tris(2-aminoethyl)amine (tren) group were prepared. As their Zn2+ complexes, these compounds show bifunctional catalysis of phosphate hydrolysis with a regioisomeric preference.
Polymeric enzyme mimics: catalytic activity of ribose-containing polymers for a phosphate substrate.
Han, Man Jung,Yoo, Kyung Soo,Kim, Young Heui,Chang, Ji Young
, p. 2276 - 2282 (2007/10/03)
The polymers containing ribose rings: poly(5'-acrylamido-5'-deoxy-1',2'-O-isopropylidene-alpha-D-ribose) (11), poly(5'-acrylamido-5'-deoxy-alpha-D-ribose) (12) and poly(5'-acrylamido-5'-deoxy-1'-O-methyl-D-ribose) (13) were prepared as enzyme mimics. Polymers 12 and 13 with free vic-cis-diol groups catalyzed the hydrolysis of phosphodiester (ethyl p-nitrophenyl phosphate and N-methylpyridinium 4-tert-butylcatechol cyclic phosphate) and phosphomonoester substrates with a rate acceleration of 10 approximately equal to 10(3) compared with the uncatalyzed reaction. They also catalyzed the reverse reactions, i.e., the esterification of phosphomonoester to phosphodiester and the phosphorylation of alcohols with phosphate ions. The catalytic activity was attributable to the vic-cis-diols of riboses on polymer chains, which formed hydrogen bonds with two phosphoryl oxygen atoms of phosphates so as to activate the phosphorus atoms to be attacked by nucleophiles. The catalytic activity was negligible for polymer 11 where vic-cis-diol groups were blocked with isopropylidene groups. The catalytic activity was attributable to the vic-cis-diols of riboses on polymer chains, which formed hydrogen bonds with two phosphoryl oxygen atoms of phosphates so as to activate the phosphorus atoms to be attacked by nucleophiles.
