Study of Interaction of Umbelliferone with Three Aromatic Amino Acids by Fluorescence Spectroscopy
JIANG Huan, ZHU Yan-wu*, WANG Yan, HE Jian-bo
Anhui Key Laboratory of Controllable Chemistry Reaction & Material Chemical Engineering, School of Chemical Engineering, Hefei University of Technology, Hefei 230009, China
Abstract:The interaction between umbelliferone (UMB) with tryptophan (Trp), tyrosine (Tyr) and phenylalanine (Phe) was studied by using fluorescence (FS) and ultraviolet (UV) spectroscopy. The results show that UMB can strongly quench the fluorescence of the three aromatic amino acids with the maximum quenching wavelengths at 347, 303 and 282 nm, respectively. Data analyses based on the Stern-Volmer curve and the UV spectroscopy show that static quenching occurred through the formation of the complexes of UMB with each aromatic amino acid in a molar ratio of 1:1. The binding constant Kc of UMB with Trp, Tyr and Phe is 2.993×106, 7.858×104 and 1.186×103 L·mol-1(298.15 K) and 2.702×104, 1.063×105 and 8.352×103 L·mol-1(310.15 K), respectively. The thermodynamic parameters indicate that UMB has a strong interaction with the three aromatic amino acids. Hydrogen bond and Van der Waals force may play a major role in the reaction of UMB with Trp, whereas hydrophobic interaction should be responsible for the binding of UMB with Tyr and Phe. In addition, the dipole-dipole interaction may be another factor in the reactions between UMB and the three aromatic amino acids.
江 欢,朱燕舞*,王 燕,何建波 . 7-羟基香豆素与三种芳香族氨基酸作用的荧光光谱研究 [J]. 光谱学与光谱分析, 2013, 33(08): 2117-2122.
JIANG Huan, ZHU Yan-wu*, WANG Yan, HE Jian-bo . Study of Interaction of Umbelliferone with Three Aromatic Amino Acids by Fluorescence Spectroscopy . SPECTROSCOPY AND SPECTRAL ANALYSIS, 2013, 33(08): 2117-2122.
[1] WEI Xian-guo, ZENG Ming, DENG Lie, et al(韦献果, 曾 明, 邓 烈, 等). Food Science(食品科学), 2012, 33(13): 343. [2] Belluti F, Fontana G, Bo L D, et al. Bioorganic & Medicinal Chemistry, 2010, 18(10): 3543. [3] Shobini J, Mishra A, Sandhya K, et al. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2001, 57(5): 1133. [4] Toyama D O, Marangoni S, Diz-Filho E B S, et al. Toxicon, 2009, 53(4): 417. [5] Hungerford G, Ryderfors L, Fernandes M J G, et al. Journal of Photochemistry and Photobiology A: Chemistry, 2010, 215(2-3): 214. [6] LIU Gen-lan, NI Yong-nian(刘根兰, 倪永年). Chemical Journal of Chinese Universities(高等学校化学学报), 2008, 29(7): 1339. [7] Matei I, Hillebrand M. Journal of Pharmaceutical and Biomedical Analysis, 2010, 51(3): 768. [8] LIU Xue-feng, XIA Yong-mei, FANG-Yun et al(刘雪锋, 夏咏梅, 方 云, 等). Acta Chimica Sinica(化学学报), 2004, 62(16): 1484. [9] Yu X, Lu S, Yang Y, et al. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2012, 91: 113. [10] GAN Xiao-juan, LIU Shao-pu, LIU Zhong-fang, et al(甘晓娟, 刘绍璞, 刘忠芳, 等). Acta Chimica Sinica(化学学报), 2012, 70(1): 58. [11] XU Qian-ying, LIU Zhong-fang, HU Xiao-li, et al(许倩影, 刘忠芳, 胡小莉, 等). Chemical Journal of Chinese Universities(高等学校化学学报), 2011, 32(7): 1492. [12] YU Si-ming, PENG Yun-ping, YU Shu-juan, et al(俞思明, 彭运平, 于淑娟, 等). Spectroscopy and Spectral Analysis(光谱学与光谱分析), 2012, 32(8): 2166. [13] SHANG Yong-hui, LI Hua, SUN Jia-juan, et al(尚永辉, 李 华, 孙家娟, 等). Journal of Analytical Science(分析科学学报), 2010, 26(1): 67. [14] Faridbod F, Ganjali M R, Larijani B, et al. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2011, 78(1): 96.