01559nas a2200193   4500008004100000022001400041245013000055210006900185260011000254300001400364490000600378520072500384100002201109700002301131700002601154700002601180700002801206856013101234       2011                        eng d  a1477-052000aBicyclic amino acid-carbohydrate-conjugates as conformationally restricted hydroxyethylamine (HEA) transition-state isosteres0 aBicyclic amino acidcarbohydrateconjugates as conformationally re  aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcSEP  a7300-73020 v93 a<p>This communication describes a general synthetic route to bicyclic amino acid-carbohydrate-conjugates, which would be useful as conformationally restricted hydroxyethylamine (HEA) transition-state isosteres. The synthesis was achieved in 12 steps starting from D-glucose. The striking features of this system are the bicyclic rigid core displaying an a-amino acid side chain and hydroxyethylamine moiety - both of which would be potentially important for receptor interactions, leading to various biomedical responses, as described in the literature. Crystal structure investigation suggested extensive intermolecular hydrogen-bonding interactions in this system, involving the backbone amide and hydroxyl groups.</p>1 aKale, Sangram, S.1 aChavan, Sanjay, T.1 aSabharwal, Sushma, G.1 aPuranik, Vedavati, G.1 aSanjayan, Gangadhar, J.  uhttps://library.ncl.res.in/content/bicyclic-amino-acid-carbohydrate-conjugates-conformationally-restricted-hydroxyethylamine-0