Arylation of Phe and Tyr side chains of unprotected peptides by a Suzuki-Miyaura reaction in water.
An efficient arylation in water of tyrosine and phenylalanine side chains from unprotected iodopeptides is accomplished by using Suzuki-Miyaura cross-coupling processes. The method is compatible with the hydrophilic and thermolabile nature of biologically active peptides. Also of interest, the arylated tyrosine peptides can be accessed in one-pot mode starting from native peptides.
Vilaró
Maria
M
Instituto de Investigacions Quimicas y Ambientales de Barcelona, Jordi Girona 18-26 E08034, Barcelona, Spain.
Arsequell
Gemma
G
Valencia
Gregorio
G
Ballesteros
Alfredo
A
Barluenga
José
J
D004743:Enkephalin, Leucine / Q000737:chemistry; D007467:Iodoproteins / Q000737:chemistry*; D009861:Onium Compounds / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D010649:Phenylalanine / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry; D014443:Tyrosine / Q000737:chemistry*
D007467:Iodoproteins; D009861:Onium Compounds; D010455:Peptides; D011725:Pyridines; C512284:bis(pyridine)iodonium(I) tetrafluoroborate; D014443:Tyrosine; D010649:Phenylalanine; D004743:Enkephalin, Leucine