Solid-phase syntheses of two deacetyl-thymosin beta(4) analogues with substitution at position 12 and their effects on impaired blastogenic response of T lymphocytes of uremic patients

Two deacetyl-thymosin beta(4) analogues containing Phe(4Br) or D-Phe(4Br) as position 12 were synthesized by the manual solid-phase method, and their immunological effects on the impaired blastogenic response of phytohemagglutinin-stimulated T lymphocytes of uremic patients with infectious diseases were studied. Bromination of the p-position of Phe(12) resulted in a marked restorative effect on the impaired blastogenic response of T lympocytes compared with that of our synthetic deacetyl-thymosin beta(4). The Synthetic [Phe(4Br)(12)]deacetyl-thymosin beta(4) was approximately equal in potency to our synthetic [Phe(4F)(12)]deacetyl-thymosin beta(4) in uremic patients, but the other analogue, [D-Phe(4Br)(12)]deacetyl-thymosin beta(4), had no effect.