901273-15-2Relevant articles and documents
An efficient and enantioselective synthesis of suitably protected β-[1-(4-malonyl)naphthyl]-L-alanine and β-[1-(4-malonylmethyl) naphthyl]-L-alanine: Novel fluorescent and non-hydrolysable phosphotyrosine mimetics
Chen, Huixiong,Luzy, Jean-Philippe,Gresh, Nohad,Garbay, Christiane
, p. 2329 - 2335 (2007/10/03)
Molecular dynamics simulations based on the structure of the Grb7 SH2 domain in complex with the ErbB2 phosphorylated peptide pTyr1139 have suggested that β-[1-(4-malonyl)naphthyl]-L-alanine (L-mNal) may be accommodated in the pTyr binding pocket and offer additional beneficial interactions. Therefore, this compound and its analog β-[1-(4-malonylmethyl)naphthyl]-L-alanine (L-mmNal), which are new non-hydrolysable phosphotyrosine mimetics, have been prepared by the catalytic asymmetric hydrogenation of the corresponding prochiral enamides with excellent enantioselectivities. These compounds and their dehydro derivatives show interesting fluorescent properties. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.