136206-25-2

Upstream product

• 7628-02-6 17β-hydrazoestra-1,3,5(10)-trien-3-ol 
• 76413-56-4 3-(N-benzyloxycarbonyl-L-alanyl)-1,3-thiazolidine-2-thione 
• 203640-41-9 Z-L-Ala 2,2,2-trifluoroethyl ester 
• 50300-96-4 (S)-2-(benzyloxycarbonylamino)propionic acid tert-butyl ester 
• 40777-72-8 Z-Ala-OPh 
• 4816-87-9 Z-L-Ala carbamoylmethyl ester 
• 88718-12-1 Z-L-Ala benzyl ester 
• 1142-20-7 N-Cbz-Ala 

Relevant academic research and scientific papers

Enzymatic synthesis and bioactivity of estradiol derivative conjugates with different amino acids

A series of N-protected amino acid-estradiol derivative conjugates have been synthesized by coupling of 17β-aminoestra-1,3,5 (10)-trien-3-ol (1) or 17β-hydrazonoestra-1,3,5 (10)-trien-3-ol (2) with different amino acids via the catalysis of subtilisin Carlsberg in organic solvent. Various factors, including the structure of amino acid residue, different N-protecting groups of amino acids, different esters of carboxyl group and water content of the reaction media that influence the efficiency of enzymatic reactions were systematically studied. In vitro biological activity studies revealed that the binding interactions between estradiol derivative conjugates and estrogen receptor can be affected by the properties of the conjugated amino acid, but the effects of the change in binding properties did not result in changes in biological activities in both MCF-7 and HeLa cell lines.

Studies of the enzymatic synthesis of N-protected amino acid-estradiol derivatives in an organic solvent

Amino acid-estradiol derivatives were synthesized via protease-catalyzed condensation for the first time and the optimum conditions were studied systematically. (C) 2000 Elsevier Science Ltd.

Synthesis of new amino acid and peptide derivatives of estradiol and their binding affinities for the estrogen receptor

A series of amino acid and peptide derivatives of estradiol have been synthesized by coupling 17β-aminoestra-1,3,5(10)-trien-3-ol, 17-hydrazonoestra-1,3,5(10)-trien-3-ol with amino acids or peptides, using tetrahydrothiazole-2-thione, N-hydroxy-1,4-epoxycyclohex-5-ene-2,3-dicarbonylimide, benzotriazolyloxy-tris(dimethylamino)phosphonium hexafluorophosphate, and p-nitrophenol as reagents.N-protected peptidyl steroids were deprotected by traditional methods.The relative binding affinities of the deprotected derivatives to the estrogen receptor were determined by competitive radioligand binding assay.Keywords: 17β-aminoestradiol derivatives; 17-hydrazonoestrone derivatives; amino acids; peptides; binding affinity; estrogen receptor; steroids