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Volumn 44, Issue 26, 2005, Pages 4073-4075

Multistep electron transfer in oligopeptides: Direct observation of radical cation intermediates

Author keywords

Charge transport; Electron transfer; Flash photolysis; Peptides; Radicals

Indexed keywords

AMINO ACIDS; AROMATIC COMPOUNDS; ELECTRON TRANSITIONS; HOLE MOBILITY; IRRADIATION; PHOTOSENSITIVITY; SYNTHESIS (CHEMICAL);

EID: 21244447656     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200500391     Document Type: Article
Times cited : (45)

References (38)
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    • Long-Range Charge Transfer in DNA
    • Recent reviews: "Long-Range Charge Transfer in DNA": Top. Curr. Chem. 2004, 236 and 237.
    • (2004) Top. Curr. Chem. , vol.236-237
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    • The question of whether the electron travels through the peptide bonds by a bridge-mediated superexchange mechanism or by a hopping process has been the subject of several investigations: a) A. K. Mishra, R. Chandrasekar, M. Faraggi, M. H. Klapper, J. Am. Chem. Soc. 1994, 116, 1414;
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 1414
    • Mishra, A.K.1    Chandrasekar, R.2    Faraggi, M.3    Klapper, M.H.4
  • 25
  • 26
    • 0021485270 scopus 로고
    • Solutions of 1a-d (0.3-8 mM) were degassed in a quartz cell of 4.5-cm path length and irradiated with laser pulses (Lambda-Physik COMPex205, λ = 308 nm, pulse width of 25 ns, 100-150 mJ per pulse) at RT (22-24°C). An iStar 720 ICCD camera (Andor) was used for the detection of transient absorption spectra. Transient kinetics were recorded with a 1P28 photo-multiplier (Hamamatsu). For a detailed description, see: a) J. Wirz, Pure Appl. Chem. 1984, 56, 1289;
    • (1984) Pure Appl. Chem. , vol.56 , pp. 1289
    • Wirz, J.1
  • 30
    • 21244460625 scopus 로고    scopus 로고
    • note
    • The transient absorption spectrum recorded after oxidation of N-acetyl-2,4,6-trimethoxyphenylalanine methyl ester (5) by photosensitized electron transfer with 1,4-dicyanonaphthalene as a sensitizer and biphenyl as a codonor is similar to the spectrum shown in Figure 1 a (see the Supporting Information). Furthermore, a compound with the pivaloylated tetrahydrofuran unit directly connected to yV-acetyl-2,4.6-trimethoxyphenylalanine was synthesized (6). Laser flash photolysis of this compound again gave a spectrum that was practically identical to the one shown in Figure 1 a (see the Supporting Information).
  • 32
    • 21244483762 scopus 로고    scopus 로고
    • note
    • [2]
  • 34
    • 21244455897 scopus 로고    scopus 로고
    • note
    • 3]acetonitrile, conformation studies of 1c were performed. The proline spacer adopts the all-trans conformation in about 80%. Subsequent molecular-modeling analysis (with the MakroModel 7.2 program) of compounds 1a-d in a fixed all-trans conformation revealed that, due to the conformational flexibility of the aromatic side chains, different distances exist between the redox centers.
  • 37
    • 21244467752 scopus 로고    scopus 로고
    • note
    • -1.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.