Tetrahedron

Influence of N-amino protecting group on aldolase-catalyzed aldol additions of dihydroxyacetone phosphate to amino aldehydes

J Calveras, J Bujons, T Parella, R Crehuet, L Espelt…

Index: Calveras, Jordi; Bujons, Jordi; Parella, Teodor; Crehuet, Ramon; Espelt, Laia; Joglar, Jesus; Clapes, Pere Tetrahedron, 2006 , vol. 62, # 11 p. 2648 - 2656

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Citation Number: 28

Abstract

This work examines the influence of N-protecting groups on the conversion and stereoselectivity of dihydroxyacetone phosphate (DHAP) dependent aldolase-catalyzed aldol additions of DHAP to N-protected-3-aminopropanal. Phenylacetyl-(PhAc-), tert- butyloxycarbonyl-(tBoc-) and fluoren-9-ylmethoxycarbonyl-(Fmoc-)-3-aminopropanal were evaluated as substrates for d-fructose 1, 6-bisphosphate aldolase from rabbit muscle ( ...