• Improved solid phase synthesis of luteinizing hormone releasing hormone analogues using 9-fluorenylmethyloxycarbonyl amino acid active esters and catalytic transfer hydrogenation with minimal side-chain protection and their biological activities

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      https://www.ias.ac.in/article/fulltext/jbsc/014/03/0311-0317

    • Keywords

       

      Fmoc-amino acid trichlorophenyl esters; solid phase synthesis; minimal side-chain protection; LHRH analogues; biological studies

    • Abstract

       

      Using mainly 9-fluorenylmethyloxycarbonyl amino acid 2, 4, 5-trichlorophenyl esters in the presence of 1-hydroxybenzotriazole and the solid supportp-alkoxybenzyl alcohol resin, synthesis of luteinizing hormone releasing hormone analogues was carried out with minimal side-chain protection. Catalytic transfer hydrogenation was employed for removal of NO2 and Z-groups from Arg and < Glu respectively avoiding the use of HF and this led to good yields. An aromatic, hydrophilic amino acid, D-(p-hydroxyphenyl) glycine was incorporated into luteinizing hormone releasing hormone molecule along with other modifications. The agonistic as well as antagonistic activities of all the peptides have been studied

    • Author Affiliations

       

      K M Sivanandaiah1 S Gurusiddappa1 D Channe Gowda1 V V Suresh Babu1

      1. Department of Chemistry, Central College, Bangalore University, Bangalore - 560 001, India
    • Dates

       
  • Journal of Biosciences | News

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