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Volumn 50, Issue 17, 2009, Pages 2006-2009

A preliminary step toward molecular spring driven by cooperative guest binding

Author keywords

Allosterism; Molecular machinery; Molecular recognition; Porphyrinoids

Indexed keywords

CERIUM; DICARBOXYLIC ACID DERIVATIVE; MACROCYCLIC COMPOUND; PORPHYRIN DERIVATIVE;

EID: 61749100259     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.02.086     Document Type: Article
Times cited : (20)

References (53)
  • 23
    • 4344577604 scopus 로고    scopus 로고
    • For review and recent reports on allostersm, see:
    • For review and recent reports on allostersm, see:. Kovbasyuk L., and Krämer R. Chem. Rev. 104 (2004) 3161
    • (2004) Chem. Rev. , vol.104 , pp. 3161
    • Kovbasyuk, L.1    Krämer, R.2
  • 46
    • 61749095813 scopus 로고    scopus 로고
    • note
    • Compound DDPy12 is a chiral compound and we used it as a racemic mixture of MM- and PP-DDPy12. Judging from CPK molecular model and the calculated structure, the exchange between MM- and PP-DDPy12 is possible via rotation and twisting motion in rotor units (DD, Fc, and biphenyl linker moieties: please see Supplementary data). The chiral conversion of ferrocene linkers occurs more readily via rotation of ferrocenes unit along the spacer axis. We measured CD spectra of each sample after confirmation of reach at equilibrium (at least 2 h after preparation of samples). Since intermolecular interactions between DDPy12 and RR-CHDA tend to occur through reversible processes in a search for the thermodynamically most stable state, eventually DDPy12·RR-CHDA complex would become MM-DDPy12-RR-CHDA complex. We believe, therefore, that DDPy12 should be converted into MM-DDPy12-RR-CHDA complex but not to diastereomeric mixtures; the CD intensity at 310 nm of DDPy12-RR-CHDA complexes observed here is large enough to support this assertion. We would like to emphasize that we used the CD spectral changes at 310 nm to evaluate this binding system, because that is derived from the chirally twisted pyridine pairs, not from chiral porphyrin planes.
  • 53
    • 61749089462 scopus 로고    scopus 로고
    • note
    • These results, however, cannot rule out the view that DDPy12 is in both extended and contracted forms in the absence of guest molecules. Valuable temperature (VT) NMR analysis might be a powerful tool to clarify our assertion; however, at lower temperature, serious broadening in the spectra and unexpected precipitation of the complexes occurred in this system.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.