Synthesis of Dipeptides Containing Aminoalkylphosphonic Acid

Aminoalkylphosphonic Acid를 가지는 Dipeptide의 합성

  • Hong, Seok In (Department of Chemistry Engineering, College of Science and Engineering, Korea University) ;
  • Rho Man Khyun (Department of Chemistry Engineering, College of Science and Engineering, Korea University) ;
  • Kim Yong Joon (Department of Chemistry Engineering, College of Science and Engineering, Korea University)
  • 홍석인 (고려대학교 이공대학 화학공학과) ;
  • 노만균 (고려대학교 이공대학 화학공학과) ;
  • 김용준 (고려대학교 이공대학 화학공학과)
  • Published : 1975.04.30

Abstract

DL-1-aminoethylphosphonic acid(1-AEP) and DL-1-aminopropylphosphonic acid(1-APP) were synthesized from the propionic acid and butyric acid respectively using the modified cutius degradation. The following unreported derivatives containing peptide linkage were synthesized: N-phthalylglycyl-1-AEP, N-phthalyl-dl-alanyl-1-AEP, N-phthalyl-dl-phenylalanyl-1-AEP, N-phthalylglycyl-1-APP, N-tosylglycyl-1-AEP and N-tosyl-dl-alanyl-1-AEP These compounds were characterized and identified by means of elemental analysis, potentiometric titration, infrared spectroscopy and ninhydrin test.

1-Aminoalkylphosphonic acid인 DL-1-aminoethylphosphonic acid(1-AEP)와 DL-1-aminopropylphosphonic acid(1-APP)를 아미노산인 glycine, DL-alanine, DL-phenylalanine과 염기성 수용액 상에서 반응시켜 아직까지 발표되지 않은 다음의 dipeptide 들을 합성하였다. N-Phthalylglycyl-1-AEP, N-phthalyl-dl-alanyl-1-AEP, N-phthalyl-dl-phenylalanyl-1-AEP, N-phthalylglycyl-1-APP, N-tosylglycyl-1-App 및 N-tosyl-dl-alanyl-1-AEP 위의 화합물들은 모두 흰색의 고체로 얻어졌으며 ninhydrine test, IR spectra, 전위차적정, 원소분석에 의해 확인되었다.

Keywords

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