Effects of Functional Groups in α-Amino Acids on Reversible Oxygenation Performance of Co(Ⅱ) Complexes†

doi:10.7503/cjcu20160298

Abstract

Abstract:

In this paper, we selected histidine-Co(Ⅱ) complex as the target for researching its good oxygenation performance, and obtained short peptide, pseudo peptide and histamine through masking —N $H 3 +$ , replacing —O^- and removing —COO^-, respectively. The impacts of three functional groups in α-amino acids on the oxygenation performance of their Co(Ⅱ) complexes were investigated via UV-Vis spectrophotometry. The comparative study showed that in α-amino acids, the —N $H 3 +$ group plays a decisive role in oxygenation properties, —COO^- group plays a key role in reversibility of oxygenation, and —O^- has little influence on absorbing oxygen of complexes. The mechanism of α-amino acid-Co(Ⅱ) complexes reversible absorbing and releasing O₂ are discussed on the basis of previous research results.

Key words: α-Amino acid, Co(Ⅱ) complex, Reversible oxygenation, Histidine, Oxygen carrier

CLC Number:

O614

TrendMD:

XUE Peng, WEI Yana, YUE Fan, ZHANG Yi, WANG Jide. Effects of Functional Groups in α-Amino Acids on Reversible Oxygenation Performance of Co(Ⅱ) Complexes^†[J]. Chem. J. Chinese Universities, 2016, 37(10): 1769.

Figures/Tables 8

Table 1 Concentration of Co(Ⅱ) and ligands, volume ratio of the solvent and pH value of the reaction

Ligand(L)	c_Co(Ⅱ)/(mmol·L^-1)	c_L/(mmol·L^-1)	V(DMF)∶V(H₂O)	pH
His	5.00	10.0	5∶5	7.3
Fmoc-His(Fmoc)	5.00	10.0	9∶1	9.0
Phe	5.00	10.0	7∶3	8.6
Fmoc-Phe	5.00	10.0	7∶3	8.8
His-OMe	1.25	2.5	1∶0	8.6
Hist	10.00	30.0	1∶0	9.0

Fig.1 Treatment of different functional groups of histidine

Fig.2 UV-Vis spectra of His-Co(Ⅱ)(A) and Fmoc-His(Fmoc)-Co(Ⅱ)(B) complexes (A) a. Co(Ⅱ); b. His; c/c'. His-Co(Ⅱ)-N2 1st/2nd; d/d'. His-Co(Ⅱ)-O2 1st/2nd;(B) a. Co(Ⅱ); b. Fmoc-His(Fmoc); c/d. Fmoc-His(Fmoc)-Co(Ⅱ)-N2/O2.

Fig.3 Color variations of His-Co(Ⅱ) complex during reversible oxygenation reaction

Fig.4 UV-Vis spectra of Phe-Co(Ⅱ)(A) and Fmoc-Phe-Co(Ⅱ)(B) complexes(A) a. Co(Ⅱ); b. Phe; c/c'. Phe-Co(Ⅱ)-N21st/2nd; d/d'. Phe-Co(Ⅱ)-O21st/2nd;(B) a. Co(Ⅱ); b. Fmoc-Phe; c/d. Fmoc-Phe-Co(Ⅱ)-N2/O2.

Fig.5 UV-Vis spectra(A) and dynamics test(B) of (His-OMe)-Co(Ⅱ) complexesa. Co(Ⅱ); b. His-OMe; c/c':(His-OMe)-Co(Ⅱ)-N2 1st/2nd; d/d':(His-OMe)-Co(Ⅱ)-O21st/2nd.

Fig.6 UV-Vis spectra of Hist-Co(Ⅱ) complexes a. Co(Ⅱ); b. Hist; c/d. Hist-Co(Ⅱ)-N2/O2 1st; d'. Hist-Co(Ⅱ)-N2 2nd.

Fig.7 Calculated simulation of oxygenation of His-Co(Ⅱ) complexes

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