The design, synthesis and characterization of a porphyrin-peptide conjugate

Tetrahedron Letters

Volumn 38, Issue 22, 1997, Pages 3821-3824

  Geier III, Richard ^a   Sasaki, Tomikazu ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PEPTIDE; PORPHYRIN DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONJUGATION; DRUG DESIGN; NUCLEAR MAGNETIC RESONANCE; SPECTROSCOPY; SYNTHESIS;

EID: 0343247754     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00755-7     Document Type: Article

References (27)

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17. +2 = 816.3, and amino acid analysis, Q,E(4) = 3.8, A(2) = 2.0, C(2) = 2.0, L(4) = 3.9, K(2) = 2.0.
18. 11
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22. Porphyrin (10 μmol) and peptide (10 μmol) were dissolved separately in 45 ml of dry, deoxygenated DMF. The two solutions were added over 3 hours to 100 ml of dry, deoxygenated DMF containing 50 mg of sodium carbonate. The reaction was under argon and shielded from light at all times.
23. (aq) 0.1% TFA to 80% MeCN. A Microsorb-MV, C4 analytical column was used at a 1 ml/min. flow rate. The detector was set at 415 nm. The conjugate elutes at about 75% MeCN and 4 elutes at about 70% MeCN.
24. -1. Amino acid analysis ratios were: Q,E(4) = 3.5, A(2) = 2.0, L(4) = 3.8, K(2) = 2.0.
25. max = 414 nm.
26. 17 In 50% DMF/buffer, an apparent molecular weight (2300) in accord with monomeric conjugate was obtained. At 20% DMF, the conjugate simply pelleted during centrifugation. While that result indicated that aggregation is occurring, the aggregate may be more complicated than a simple face-to-face dimer. All experiments were done at conjugate concentrations equal to those used in CD studies.
27. Pollet, R. J.; Haase, B. A.; Standaert, M. L. J. Biol. Chem. 1979, 254, 30-33.