잠재지문 검출제로서 Ninhydrin 유도체들과 Glycine 분자 사이의 반응성에 관한 비교분자 유사성지수 분석
Comparative Molecular Similarity Indices Analysis (CoMSIA) on Reactivity between Glycine Molecule and Ninhydrin Analogues as Latent Fingerprints Detector
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약: 잠재지문 검출능력이 우수한 물질을 탐색하기 위하여 ninhydrin 유도체들의 치환기(R 1 및 R2 ) 가변화함에 따르는 glycine 분자와의 반응성에 관하여 비교분자 유사성 지수분석(CoMSIA) 모델을 유도하 고 정량적으로 검토하였다. CoMSIA 모델의 예측성(q2 또는 r2 cv.) 과 상관성(r2 ncv.) 은 CoMFA 모델보다 좋았으며 최적화 된 CoMSIA A1 모델의 등고도를 분석한 결과, benzo 고리상 C 5원자 위치에 양하전이 큰치환기 그리고 R2 -치환기는 수소결합 받게성이 작으면서 입체성이 큰 치환기일수록 ninhydrin 분자의 반응성을 증가시킬것으로 예상되었다. 치환기(R 1 및 R2) 상수와 eLUMO 에너지와의 관계로부터 치환기가전자를 끌수록 −εLUMO 에너지가 증가하는 경향이었으며 R2 -치환기보다 R 1 -치환기의 영향이 εLUMO 에너지에 더욱 크게 미치었다. 이같은 결과에 근거하여 3-pyridyl 치환체가 가장 양호한 잠재지문 검출제 로 예측되었다
Abstract
To search the ninhydrin analogues which have enhanced latent fingerprint detectable properties, CoMSIA models based on the reactivity between a glycine molecule and substituted (R 1 & R2 ) ninhydrin analogues were derived and discussed quantitatively. The statistical results of CoMSIA model showed better predictablility and fitness than CoMFA model. From the analytical results of contour maps of CoMSIA A1 model, the positive charge favor groups on C 5 atom of the benzo ring made the reactivity of ninhydrin molecules increase. And, H-bond acceptor disfavor groups and a steric favor group as R2 groups made the reactivity of ninhydrin molecules increase, too. The electron withdrawing groups had a tendency to increase the −εLUMO energy from the relationships between substituent constants of the groups (R 1 & R2) and their eLUMO energies. And the R1 groups influenced more on εLUMO energy than the R2 groups. From the based on these results, it is expected that the 3-pyridyl substituent will be able to react as an excellent latent fingerprint detector
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