분석과학 (Analytical Science and Technology)

  • 제20권4호
  • /
  • Pages.339-346
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  • 2007
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  • 1225-0163(pISSN)
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  • 2288-8985(eISSN)
한국분석과학회 (The Korean Society of Analytical Sciences)
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잠재지문 검출제로서 Ninhydrin 유도체들과 Glycine과의 반응성에 관한 분자 홀로그래픽적인 QSPR 분석

Molecular holographic QSPR analysis on the reactivity between glycine and ninhydrin analogues as latent fingerprints detector

  • 김세곤 (충남대학교 응용생물화학과) ;
  • 장석찬 (충남대학교 응용생물화학과) ;
  • 조윤기 (충남대학교 응용생물화학과) ;
  • 황태연 (충남대학교 응용생물화학과) ;
  • 박성우 (충남대학교 과학수사학과) ;
  • 성낙도 (충남대학교 응용생물화학과)
  • Kim, Se-Gon (Dept. of Applied Biology and Chemistry, Chungnam National University) ;
  • Jang, Seok-Chan (Dept. of Applied Biology and Chemistry, Chungnam National University) ;
  • Cho, Yun-Gi (Dept. of Applied Biology and Chemistry, Chungnam National University) ;
  • Hwang, Tae-Yeon (Dept. of Applied Biology and Chemistry, Chungnam National University) ;
  • Park, Sung-Woo (Dept. of Scientific Criminal Investigation, Chungnam National University) ;
  • Sung, Nack-Do (Dept. of Applied Biology and Chemistry, Chungnam National University)
  • 투고 : 2007.05.21
  • 심사 : 2007.07.11
  • 발행 : 2007.08.25
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초록

높은 염색성과 형광성을 나타내는 ninhydrin 유도체를 탐색하기 위하여 잠재지문 검출제로서 ninhydrin 유도체들과 glycine 분자와의 반응성에 관한 분자 홀로그래피적인 HQSPR 모델을 유도하고 정량적으로 검토하였다. Ninhydrin의 반응성은 ${\varepsilon}LUMO$ 에너지가 중요한 요인이었으며, ninhydrin 유도체들과 glycine 분자 사이의 경계분자궤도(FMO) 상호작용으로부터 궤도조절반응에 의한 친핵성 반응이 전하조절반응에 의한 친전자성 반응보다 우세하였다. 기여도 분석결과, benzo 고리상 강한 전자끌게로서 meta-치환체가 ninhydrin의 반응성을 증가시켰으며 HQSPR 및 QSPR 모델에 의하여 5,6-dinitroninhydrin 분자는 비 치환체보다 3배 이상의 반응성을 향상시킬것으로 예측되었다.

To search the ninhydrin derivatives that have high chromogenic and fluorogenic properties, molecular holographic quantitative structure property relationship (HQSPR) models on the reactivity between glycine and ninhydrin analogues as latent fingerprint detector were derived and investigated quantitatively. The ${\varepsilon}LUMO$ (e.v.) energy of ninhydrin molecule was an important factor to reactivity of ninhydrin. And, it is suggested that the nucleophilic reaction by orbital-controlled reaction from the frontier molecular orbital (FMO) interaction between glycine and ninhydrin derivatives was more superior than that of electrophilic reaction by charged controlled reaction. The analytical results in atomic contribution maps also shows that the reactivity of ninhydrin was increased by meta-substituents as strong electron withdrawing groups on the benzo ring. Therefore, it is sugested by HQSPR and QSPR model that the 5,6-dinitroninhydrin molecule would increase the reactivity as much as three times as compared to none substituted ninhydrin molecule.

키워드

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