手性Boc保护氨基酸修饰卟啉的合成及谱学研究

合成了α,α,α,β-四-[邻(叔丁氧羰丙氨酸)氨基苯基]卟啉H₂T(o-BocAla)APP(1)及其锌()配合物ZnT(o-BocAla)APP(Zn^-1),α,α,α,β-四-[邻(叔丁氧羰苏氨酸)氨基苯基]卟啉H₂T(o-BocThr)APP(2)及其锌(Ⅱ)配合物ZnT(o-BocThr)APP(Zn-2),α,α,α,β-四-[邻(叔丁氧羰酪氨酸)氨基苯基]卟啉H₂T(o-BocTyr)APP(3)及其锌()配合物ZnT(o-BocTyr)APP(Zn-3)等6种叔丁氧羰保护氨基酸修饰的卟啉.用元素分析、核磁共振、红外光谱、紫外-可见光谱以及圆二色谱等手段对其组成的结构进行了表征,并对其谱学性质进行了研究.

Synthesis and Spectrum of Chiral Boc Protected Amino Acids Linked Porphyrins

Meso-tetrakis(o-BocAlamido) porphyrin [H 2T(o-BocAla)APP, 1] and its zinc complex [ZnT(o-BocAla)APP, Zn-1, meso-tetrakis(o-BocThrmido)porphyrin [H 2To-ocAls)APP, and its zinc complex [ZnT(o-BocThr)APP, Zn-2 , meso-tetrakis(o-BocTyrmido) porphyrin [H 2T(o-BocTyr)APP, 3and its zinc complex [ZnT(o-BocTyr)APP, Zn-3] were synthesized and characterized by elemental analyses, FTIR, 1H NMR, UV-Vis and CD. The FTIR spectra and 1H NMR of these complexes were compared and discussed. The UV-Vis and CD spectra of complexes were also attributed and minutely discussed. Compared with ZnTPP, the bands of porphyrins 1, 2, 3 have visibly red-shifts. Obviously, the cotton signals of 1 and 2, 3 are opposite, maybe it was caused by hydroxyl group.