Gadolinium (III) porphyrin as a novel circular dichroism probe for chirality of amino acids

Tetrahedron Letters

Volumn 38, Issue 24, 1997, Pages 4239-4242

  Tamiaki, Hitoshi ^a   Matsumoto, Natsushi ^a   Tsukube, Hiroshi ^b  

^a RITSUMEIKAN UNIVERSITY   (Japan)

^b Osaka Prefecture University   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

GADOLINIUM; PORPHYRIN DERIVATIVE;

AMINO ACID ANALYSIS; ARTICLE; CHIRALITY; CIRCULAR DICHROISM; COMPLEX FORMATION; METHODOLOGY;

EID: 0030968740     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00853-8     Document Type: Article

References (11)

1. Ogoshi, H.; Mizutani, T. In Comprehensive Supramolecular Chemistry, vol. 4, Atwood, J. L.; Davies, J. E. D.; Vögtle, F.; Lehn, J.-M.; Murakami, Y. Eds.; Pergamon: Oxford, 1996; pp. 368-380.
2. Radzki, S.; Giannotti, C. Inorg. Chim. Acta 1993, 205, 213-219; Radzki, S.; Krausz, P. Monatsch. Chem. 1995, 126, 51-59; Radzki, S.; Krausz, P. Monatsch. Chem. 1996, 127, 51-61.
3. Radzki, S.; Giannotti, C. Inorg. Chim. Acta 1993, 205, 213-219; Radzki, S.; Krausz, P. Monatsch. Chem. 1995, 126, 51-59; Radzki, S.; Krausz, P. Monatsch. Chem. 1996, 127, 51-61.
4. Radzki, S.; Giannotti, C. Inorg. Chim. Acta 1993, 205, 213-219; Radzki, S.; Krausz, P. Monatsch. Chem. 1995, 126, 51-59; Radzki, S.; Krausz, P. Monatsch. Chem. 1996, 127, 51-61.
5. Tsukube, H.; Uenishi, J.; Kanatani, T.; Itoh, H.; Yonemitsu, O. Chem. Commun. 1996, 477-478; Tsukube, H.; Shinoda, S.; Uenishi, J.; Shiode, M.; Yonemitsu, O. Chem. Lett. 1996, 969-970.
6. Tsukube, H.; Uenishi, J.; Kanatani, T.; Itoh, H.; Yonemitsu, O. Chem. Commun. 1996, 477-478; Tsukube, H.; Shinoda, S.; Uenishi, J.; Shiode, M.; Yonemitsu, O. Chem. Lett. 1996, 969-970.
7. Achiral zinc(II) porphyrin bound with protected ammo acids and peptides to give induced CD spectra, see: Mizutani, T.; Ema, T.; Yoshida, T.; Ogoshi, H. Inorg. Chem. 1993, 32, 2072-2077; Tamiaki, H.; Kiyomori, A.; Maruyama, K. Bull. Chem. Soc. Jpn. 1994, 67, 2478-2486.
8. Achiral zinc(II) porphyrin bound with protected ammo acids and peptides to give induced CD spectra, see: Mizutani, T.; Ema, T.; Yoshida, T.; Ogoshi, H. Inorg. Chem. 1993, 32, 2072-2077; Tamiaki, H.; Kiyomori, A.; Maruyama, K. Bull. Chem. Soc. Jpn. 1994, 67, 2478-2486.
9. Tamiaki, H.; Suzuki, S.; Maruyama, K. Bull. Chem. Soc. Jpn. 1993, 66, 2633-2637.
10. -1); Cys, Leu, Met (30∼40) > Phe, Trp, Ala (∼10) > Val, Ile (∼8) > Thr, Glu (6∼7) > His (3, positive sign) > Pro, Ser, Asn, Arg, Gln (∼2) > Tyr (1) > Asp, Lys (∼0).
11. Absolute configurations of some organic compounds were determined using intramolecularly excitoncoupled CD spectra of porphyrin probes; Mantile, S.; Berova, N.; Nakanishi, K.; Fleishhauer, J.; Woody, R. W. J. Am. Chem. Soc. 1996, 118, 5198-5206.