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JOSL D 20 00150 Reviewer
JOSL D 20 00150 Reviewer
Full Title: Mixed Ternary Complexes of Sparfloxacin with Some Biologically Important Amino
Acids
Abstract: The potentiometric measurements for the interaction of sparfloxacin (SPFX) and metal
ions Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) with Amino acids (AA) aspartic acid, alanine,
valine, glutamic acid, threonine, methionine, arginine, phenylalanine were studied. The
formation constant values for the 1:1 binary complexes in addition to the ternary ones
in 1:1:1, in 10% (v/v) ethanol-water mixture, I = 0.1 mol L-1 KNO3 and at 25 oC. The
values are refined using HYPERQUAD computer program. The binding constants of
M(II)-SPFX binary complexes with bovine serum albumin using absorption titration
experiments were determined.
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12
10
8
pH
2
0 1 2 3 4 5 6 7 8 9
V (mL)
Fig. 1: pH against volume of 0.042 molL-1 KOH for Co (II) + Glutamic acid +
Sparfloxacin system at 0.1 molL-1 KNOз in 10 % (v/v) ethanol water mixture and at
25 oC.
(a) 4 x10-3 molL-1 HNOз + 1 x10-3 molL-1 Glutamic acid ()
(b) 4 x10-3 molL-1 HNOз + 1 x10-3 molL-1 Glutamic acid + 1 x10-3 molL-1 Co (II) ()
(c) 4 x10-3 molL-1 HNOз + 1 x10-3 molL-1 SPFX (▲)
(d) 4 x10-3 molL-1 HNOз + 1 x10-3 molL-1 SPFX + 1 x10-3 molL-1 Co (II) (◊)
(e) 4 x10-3 molL-1 HNOз + 1 x10-3 molL-1 Glutamic acid +1 x10-3 molL-1 SPFX + 1
x10-3 molL-1 Co (II) (┼)
12
10
8
pH
2
0 2 4 6 8
V (mL)
10
8
pH
2
0 1 2 3 4 5 6 7 8 9
V (mL)
Fig. 3: pH against volume of 0.042 molL-1 KOH for Cu (II) + Glutamic acid +
Sparfloxacin system at 0.1 molL-1 KNOз in 10 % (v/v) ethanol water mixture and at
25 oC.
(a) 4 x10-3 molL-1 HNOз + 1 x10-3 molL-1 Glutamic acid ()
(b) 4 x10-3 molL-1 HNOз + 1 x10-3 molL-1 Glutamic acid + 1 x10-3 molL-1 Co (II) ()
(c) 4 x10-3 molL-1 HNOз + 1 x10-3 molL-1 SPFX (▲)
(d) 4 x10-3 molL-1 HNOз + 1 x10-3 molL-1 SPFX + 1 x10-3 molL-1 Co (II) (◊)
(e) 4 x10-3 molL-1 HNOз + 1 x10-3 molL-1 Glutamic acid + 1 x10-3 molL-1 SPFX + 1
x10-3 molL-1 Co (II) (┼).
Fig. 4: Distribution diagrams as a function of pH for the system M(II)-SPFX-AA in
the ratio 1:1:1 at 25.0 oC and at I = 0.1 molL-1 KNO3. Where M(II) =Cu2+, Ni2+ and
AA = Aspartic acid, Glutamic acid.
1.2
Cd(II)-SPFX
Cd(II)-SPFX-Ala
Cd(II)-SPFX-Arg
Cd(II)-SPFX-Asp
Absorbance (a.u.)
0.9
Cd(II)-SPFX-Glu
Cd(II)-SPFX-Met
Cd(II)-SPFX-phe
0.6 Cd(II)-SPFX-Thr
Cd(II)-SPFX-Val
0.3
Wavelength (nm)
Absorbance (a.u)
0.8
20 M Albumin
10 M Albumin
0.6
5 M Albumin
0 M Albumin
0.4
0.2
0.0
250 300 350 400
Wavelength (nm)
-9
8.0x10
[Albumin] / (a-f)
-9
6.0x10
-9
4.0x10
-9
2.0x10
0.0
0.0 1.0x10
-5
2.0x10
-5 -5
3.0x10 4.0x10
-5
5.0x10
-5
-1
[Albumin] (molL )
-9
9.0x10
Cu(II)-SPFX
-9
8.0x10
-9
[Albumin] / (a-f)
7.0x10
-9
6.0x10
-9
5.0x10
-9
4.0x10
-9
3.0x10
-6 -5 -5 -5 -5 -5
5.0x10 1.0x10 1.5x10 2.0x10 2.5x10 3.0x10
-1
[Albumin] (molL )
Fig. 7: Plot of [Albumin] / (εa – εf) vs [Albumin] for absorption titration of bovine
serum albumin and SPFX or Cu (II)-SPFX complex in Tris-HCl buffer (pH 7.4) (at
λabs = 299 nm).
NH2 O O
F
OH
H3C
N N
HN F
CH3
Table 1: Formation constants for M (II) + Amino Acids (AA) and overall
formation constants for M(II) + Sparfloxacin (SPPFX) (1:1) binary complexes, in
10% (v/v) ethanol water mixture, I = 0.1 molL-1 KNO3 and at 25.0 ± 0.1oC.
log10K 8.92 ± 0.03 7.65 ± 0.02 6.41 ± 0.02 6.31± 0.04 4.72± 0.03
M (II) (Aspartic acid)
log10K
M (II) (Glutamic acid) 8.04 ± 0.04 6.17± 0.02 5.30± 0.03 5.26± 0.03 4.59± 0.02
log10K
M (II) (Alanine) 7.61 ± 0.03 5.44 ± 0.03 4.27 ± 0.02 4.96 ± 0.02 4.04± 0.03
log10K
M (II) (Arginine) 6.16 ± 0.04 4.38 ± 0.03 3.45 ± 0.03 4.41 ± 0.02 3.30 ± 0.03
log10K 6.88 ± 0.03 4.61 ± 0.03 3.64± 0.02 4.82 ± 0.02 3.70± 0.02
M (II) (Methionine)
log10K 7.23± 0.02 4.69 ± 0.04 3.86 ± 0.04 4.83 ± 0.03 3.53± 0.03
M (II) (Phenylalanine)
log10K 8.22± 0.02 5.24± 0.03 4.61± 0.02 5.39 ± 0.02 3.91± 0.04
M (II) (Valine)
log10K 8.11± 0.02 5.67± 0.03 4.41± 0.04 4.99 ± 0.04 4.09 ± 0.03
M (II) (Theronine)
log 11.94 ± 0.02 9.31 ± 0.02 9.21 ± 0.03 9.41 ± 0.02 8.62 ± 0.02
M(II)(SPFX)
Metal ion
Cu(II) Ni(II) Co(II) Zn(II) Cd(II)
M(II)
log10K
M(II)-SPFX- Asp 9.39 ± 0.03 a 8.36 ± 0.03 a 8.21± 0.03 a 7.96± 0.03 a 7.55± 0.03 a
log10K 8.50± 0.03 a 7.00± 0.03a 7.42± 0.03 a 7.34± 0.03 a 6.66± 0.03 a
M(II)-SPFX-Glu
log10K
4.38 ± 0.03 a 4.49 ± 0.03 a 4.66 ± 0.03 a 4.66 ± 0.03 a
M(II)-SPFX-Ala 6.37 ± 0.03 a
14.24±0.03b 14.24±0.03b 10.68±0.03b 15.04±0.03b
log10K
M(II)-SPFX-Arg 15.48±0.03b 16.88±0.03b 13.76±0.03b 18.67±0.03b 14.02±0.03b
log10K
M(II)-SPFX-Met 7.42 ± 0.03 a -- -- 23.01±0.03b --
log10K b
5.17 ± 0.03 a 4.72 ± 0.03a 5.09 ± 0.03 a 4.14 ± 0.03 a
M(II)-SPFX-Phe 12.64±0.03
16.77±0.03b 15.37±0.03b 15.31±0.03b 17.76±0.03b
log10K
5.47 ± 0.03 a
M(II)-SPFX-Val 6.88 ± 0.03 a 5.54 ± 0.03a 13.06±0.03b 4.51 ± 0.03 a
15.39±0.03b
log10K
5.93 ± 0.03 a
M(II)-SPFX-Thr -- -- -- 17.61±0.03b
20.35±0.03b
± refers to three times standard deviation (3s)
a
log formation constant of normal ternary complex
b
log formation constant of protonated complex.
Table 3: ΔLog10KM values for the 1:1:1 M (II) + SPFX + Amino Acid (AA)
Ternary Complexes as Determined by Potentiometric Titrations in 10% (v/v)
ethanol water mixture, I = 0.1 molL-1 KNO3 and at 25.0 ± 0.1oC.
M(II) ΔLog10KM
Arg -- -- -- -- --
Met + 0.54 -- -- -- --
Thr -2.18 -- -- -- --
M(II)(SPFX) M(II)
Log10KM =Log10K - 10
Log K
M(II)(SPFX)(AA) M(II)(AA)
Table 4: Binding constants of bovine serum albumin with SPFX and M(II)-SPFX
complexes at 25.0 oC in Tris-HCl buffer (pH 7.4).
System K (M-1) R
R: correlation coefficients
± refers to three times standard deviation (3s)