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Generation of Novel Compound by Enzymatic Modification of 7,8-Dihydroxyflavone by Methylation and Glycosylation

첫 페이지 보기
  • 발행기관
    한국당과학회 바로가기
  • 간행물
    한국당과학회 학술대회 바로가기
  • 통권
    2013 한국당과학회 하계학술대회 (2013.08)바로가기
  • 페이지
    pp.62-63
  • 저자
    Niranjan Koirala, Ramesh Prasad Pandey, Jae Kyung Sohng
  • 언어
    영어(ENG)
  • URL
    https://www.earticle.net/Article/A212754

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원문정보

초록

영어
Methylation and glycosylation are two different but vital modification processes in plants to generate diversified secondary metabolites. Methylation increases the lipophilicity of compounds whereas glycosylation enhances the solubility. Most of the methylated and glycosylated natural compounds are significantly active against pathogens and cancers. In this study, an O-methyltransferase gene, designated as SpOMT-2884, was identified from Streptomyces peucetius ATCC 27952. To find the exact substrates for SpOMT-2884, we tested several compounds in-vitro. As a result SpOMT-2884 catalyzed O-methylation of flavonoids such a 7,8-dihydroxyflavone (7,8-DHF), quercetin, luteolin, fisetin and rutin. 7,8-DHF was found to be the best substrate. We further proceeded for in vivo biotransformation of 7,8-DHF where we used E. coli BL21 (DE3) expressing SpOMT-2884 cell, as a biocatalyst for the production of methylated derivative of 7,8-DHF. The supplementation of 0.2 mM of 7, 8-DHF in the growing induced culture of E.coli BL21 (DE3) harboring pET28-SpOMT-2884 recombinant resulted in the production of 7-methyl-8-hydroxyflavone which was confirmed by HPLC (Rt: 17 min), high resolution LC-QTOF-ESI/MS (m/z+ 269.08) and NMR spectroscopy. Further, this enzymatically synthesized methylated derivative of 7, 8-DHF was used as a substrate in vitro for glycosylation by Yjic, a glycosyltransferase from Bacillus licheniformis DSM13. This in-vitro reaction mixture analysis revealed the presence of glycosylated product which was confirmed by HPLC and LC-QTOF-ESI/MS (m/z+ 431.13). The glycosylation of the target was further supported by our findings from in silico docking analysis. Inparticular, this study demonstrated the potential for enzymatic biosynthesis of novel methylated cum glycosylated 7,8-DHF.

저자

  • Niranjan Koirala [ Department of Pharmaceutical Engineering, Institute of Biomolecule Reconstruction, Sun Moon University ]
  • Ramesh Prasad Pandey [ Department of Pharmaceutical Engineering, Institute of Biomolecule Reconstruction, Sun Moon University ]
  • Jae Kyung Sohng [ Department of Pharmaceutical Engineering, Institute of Biomolecule Reconstruction, Sun Moon University ]

참고문헌

자료제공 : 네이버학술정보

간행물 정보

발행기관

  • 발행기관명
    한국당과학회 [Korean Society for Glycoscience]
  • 설립연도
    2006
  • 분야
    의약학>약학
  • 소개
    본 학회는 화학, 생화학, 분자생물학, 미생물학, 식품공학, 의학, 약학, 유전공학 및 생물공학, 환경 및 기타 공업 등 전 분야의 탄수화물관련 이론과 기술을 연구 발전시키고 산학협동을 통해 이를 보급하여 국내 관련 산업의 발전 및 국민생활의 과학화에 기여하고자 하며, 이러한 목표와 비젼의 실현을 위해 회원들이 적극적인 참여와 활동을 전개하고자 한다.

간행물

  • 간행물명
    한국당과학회 학술대회
  • 간기
    연간
  • 수록기간
    2006~2022
  • 십진분류
    KDC 517 DDC 614

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