📜Boc-4-氨基-L-苯丙氨酸,9-芴甲基-N-琥珀酰亚胺基碳酸酯置于sodium Hydroxide体系中,用 1,4-二氧六环 用作溶剂,以94%的收率获得boc-4-(Fmoc-氨基)-L-苯丙氨酸
参考文献:Novel Gonadotropin-Releasing Hormone Antagonists: Peptides Incorporating Modified N.Omega.-Cyanoguanidino Moieties
标题:Novel Gonadotropin-Releasing Hormone Antagonists: Peptides Incorporating Modified N.Omega.-Cyanoguanidino Moieties
摘要:In Order To Minimize The Deleterious Effects Of Histamine Release Resulting From The Administration To Rats And Humans Of Some Potent Gonadotropin-Releasing Hormone (Gnrh) Antagonists,Various Arginine Residues Were Replaced With The Less Basic N-Omega-Cyano-N-Omega'-Alkyl-Or-Arylhomoarginine,-Arginine,Or-P-Aminophenylalanine And N-Omega-Triazolyllysine,-Ornithine Or-P-Aminophenylalanine Residues In Active Analogues. These Novel Analogues Were Synthesized On A Solid-Phase Support Via A Two-Step Modification Of The N-Omega-Nh2 Of Lysine,Ornithine,Or P-Aminophenylalanine Residues In Otherwise Protected Resin Bound Peptides. Most Analogues Were Tested In The Rat Antiovulatory Assay (Aoa) And Three In Vitro Assays: A Pituitary Cell Culture Assay,A Binding Assay To Pituitary Cell Membranes,And A Histamine Release Assay. Introduction Of The Cyanoguanidino And N-Omega-Triazolyl Moieties Into Gnrh Analogues Yielded Several Water-Soluble Antagonists Which Showed A Desirable Therapeutic Ratio (Low Histamine Release Activity To High In Vivo Potency). Among Them,''Azaline'' (10,[ac-Dnal1,Dcpa2,Dpal3,Lys5(Atz),Dlys6(Atz),Ilys8,Dala10]Gnrh),Inhibited Ovulation In The Rat By 90% At 2-Mu-G/rat With An Ed50 In The In Vitro Histamine Release Assay Comparable To That Of Gnrh Itself.
Doi:10.1021/jm00112A013