Citation: XIAO Rong-Ping, KE Mei-Rong, HUANG Jian-Dong, ZHANG Han-Hui. Preparation and Spectroscopic Properties of Covalent Albumin Conjugates of Zinc Phthalocyanines Tetrasubstituted with Carboxyl Moieties[J]. Acta Physico-Chimica Sinica, ;2010, 26(08): 2274-2280. doi: 10.3866/PKU.WHXB20100807 shu

Preparation and Spectroscopic Properties of Covalent Albumin Conjugates of Zinc Phthalocyanines Tetrasubstituted with Carboxyl Moieties

1.
School of Chemistry and Chemical Engineering, Fuzhou University, Fuzhou 350108, P. R. China

Received Date: 19 February 2010
Available Online: 9 June 2010
Fund Project: 国家自然科学基金(20872016) (20872016)福建省自然科学基金(C0710033) (C0710033)福建省高等学校新世纪优秀人才计划(XSJRC2007-18)资助项目 (XSJRC2007-18)

A series of covalently bound albumin (bovine serum albumin (BSA) and human serum albumin (HSA)) conjugates of phthalocyanines functionalized with carboxyls were prepared and resulted in amide bonds. The phthalocyanines are tetra-α-(4-carboxyl phenoxy) phthalocyanine zinc (1) and tetra-α-[4-(2-carboxyl-ethyl) phenoxy] phthalocyanine zinc (3) as well as their corresponding tetra-β-substituted counterparts (compounds 2 and 4). The spectroscopic properties of these phthalocyanines and their bioconjugates in phosphate buffer saline solution (PBS) were investigated. The phthalocyanines that are covalently bound to the albumins have a more obvious monomeric absorption characteristic than the corresponding free phthalocyanines. Moreover, the spectroscopic characteristics of the phthalocyanines in the bioconjugates are not affected by solution pH. The substitution position of the carboxyl moieties on the phthalocyanine ring has an effect on the spectroscopic transformation of these macromolecules after conjugation with the albumins. Substitution at the α-position of the phthalocyanine ring leads to more prominent spectroscopic changes than that at the β-position. Both 1-albumin and 3-albumin in PBS show monomeric phthalocyanine spectra with Q-band maxima at about 697 nm and 706 nm, respectively.
- Phthalocyanine,
- Albumin,
- Covalent conjugate,
- Spectroscopic property,
- Photosensitizer
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