Artificial enzymes based on cyclodextrin with phenol as the catalytic group

TY - JOUR

T1 - Artificial enzymes based on cyclodextrin with phenol as the catalytic group

AU - Lindbäck, Emil Anders

AU - Zhou, You

AU - Pedersen, Christian Marcus

AU - Bols, Mikael

PY - 2012/9/12

Y1 - 2012/9/12

N2 - β-Cyclodextrin containing one or two N-linked ortho-N- acetylaminophenols has been synthesized and tested for their properties as artificial glycosidases. Four different para-nitrophenyl glycosides were used as substrates and k cat/k uncat values of up to 381 were found for the di-functionalized products, whereas the mono derivative showed up to 47 times rate enhancement. The optimum pH for the catalysis was found to be approximately pH 8 and the influence of phosphate concentration was investigated.

AB - β-Cyclodextrin containing one or two N-linked ortho-N- acetylaminophenols has been synthesized and tested for their properties as artificial glycosidases. Four different para-nitrophenyl glycosides were used as substrates and k cat/k uncat values of up to 381 were found for the di-functionalized products, whereas the mono derivative showed up to 47 times rate enhancement. The optimum pH for the catalysis was found to be approximately pH 8 and the influence of phosphate concentration was investigated.

U2 - 10.1016/j.tetlet.2012.07.050

DO - 10.1016/j.tetlet.2012.07.050

M3 - Journal article

SN - 0040-4039

VL - 53

SP - 5023

EP - 5026

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 37

ER -