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The porphyrin handbook - Kadish K.M.

Kadish K.M. The porphyrin handbook - Academic press, 2000. - 368 p.
Download (direct link): kadishsmishgulilard2000.djvu
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66.9 CH.Cb UV-Vis 81
45 65 valine methyl ester 67.8
138.1 CH.CI, UV-Vis 81
46 65 phenylalanine methyl ester 53.6
87.9 CH.CK UV-Vis 81
47 65 alanine methyl ester 53.1
96.2 CH,Cb UV-Vis 81
48 65 leucine methyl ester 61.9 1
17.2 UV-Vis 81
49 65 phenylglycine methyl ester 57.3
104.6 . UV-Vis 81
50 65 3-amino 2.4-di-methylpentane 30.5
29.3 CH.Cb UV-Vis 81
51 66 valine methyl ester 90.0
192.5 CH,Cb UV-Vis 81
52 66 phenylalanine methyl ester 77.0
154.8 CH.Cb UV-Vis 81
53 66 alanine methyl ester 61.5
108.8 UV-Vis 81
54 66 leucine methyl ester 79.5
159.0 . UV-Vis 81
55 66 phenylglycine methyl ester 82.0
171.6 CH.Cb UV-Vis 81
56 66 3-amino-2,4-di-methylpentane 41.0
66.9 CI-LCb UV-Vis 81
57 32 valine methyl ester 58.2
121.3 CH.Cb UV-Vis 81
58 32 phenylalanine methyl ester 52.3
100.4 CH,Cb UV-Vis 81
59 32 alanine methyl ester 47.3
92.1 CH,Cb UV-Vis 8)
60 32 leucine methyl ester 56.9
117.2 CH,Cb UV-Vis 81
61 32 phenylglycine methyl ester 38.5
58.6 CH.Cb UV-Vis 81
62 32 3-amino-2.4-di-methylpentane 48.1
87.9 UV-Vis 81
63 67 leucine methyl ester 52.3
95.0 CHCI, UV-Vis 79
64 67 aspartic acid methyl ester 61.1
112.1 CHCI, UV-Vis 79
65 67 glutamic acid methyl ester 55.6
103.8 CHCI, UV-Vis 79
66 56 leucine methyl ester 51.9 95
CHCI, UV-Vis 79
67 56 aspartic aeid methyl ester 46.9
90.8 CHCI, UV-Vis 79
68 56 glutamic acid methyl ester 46.0
90.8 CHCI, UV-Vis 79
69 58 leucine methyl ester 34.7
64.4 CHCI, UV-Vis 79
70 103 1.2,4,5-benzenetetracarboxylate - 4.36 -
95.4 DiO 'H NMR 103
71 103 terephthalate 7.09 -
46.1 D,0 'H NMR 103
72 72 octyl a-n-mannoside 73.0
128.8 CCU UV-Vis 83
73 36 DABCO 62.0
103.0 - UV-Vis 104
74 34 DABCO 77.0
121.0 CH,Cb UV-Vis 104
molecular weight of 500. As shown in Table 7, for some of the complexes,
the values of -AS0 are larger than this translational entropy, suggesting
that the rotational freedom and some of the freedom of internal motions
are restricted upon binding.
It is interesting to compare the enthalpy and entropy changes with the
number of recognition groups. Thermo-
dynamic data for the binding of amino-acid esters by three zinc
porphyrins. 67, 56 and 58, were compared. Both
- AHl) and - AS0 were increased in the order monotopic (58-Leu-OMe),
ditopic (56-Leu-OMe), and triiopic (67-Asp(OMe)-OMe), showing that the
complex is highly ordered with increasing recognition pairs. Although the
entropy term involves contributions of both solvation and
310
Ogoshi et al.
C5H1
103
the exchanged ligand, it inevitably provides information about frozen
motional freedom of the guest upon complex formation.
For molecular recognition in water, the entropy term can be the
driving force of complexation. A cationic porphyrin 103 was shown to bind
anionic guests in water.103 Both enthalpy and entropy changes were
positive, indicating that the binding was driven by the entropy term
(Table 7, entry 70). In this system, one of the primary forces is the
Coulombic interaction between pyridinium cations and carboxylate anions,
and for the closer contact between these ions, the solvated water should
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