香菇中麦角钙化甾醇含量的测定及其在人体内的传输机制
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摘要
在阳光照射和自然阴干两种干燥方式下,测定了香菇中麦角钙化甾醇的含量。在不同实验条件下,测定了麦角甾醇转化为麦角钙化甾醇的转化率。在模拟生理条件下,通过荧光光谱、同步荧光光谱、三维荧光光谱、位点竞争实验、紫外可见吸收光谱和分子对接方法对麦角钙化甾醇与人血清白蛋白相互作用过程中的机制和构象变化进行了系统研究,从而揭示了麦角钙化甾醇在体内的传输机制。结果表明,阳光照射能够提高香菇中麦角钙化甾醇含量。麦角甾醇在溶液状态下经过紫外光照射4h,麦角甾醇转化为麦角钙化甾醇的转化率为21%。荧光光谱表明麦角钙化甾醇通过静态猝灭机制猝灭人血清白蛋白的内源荧光。在288K时有利于麦角钙化甾醇与人血清白蛋白的结合,在较高温度下麦角钙化甾醇不能与人血清白蛋白结合。热力学参数分析和分子对接结果表明,疏水作用、氢键和范德华力是结合过程中的主要作用力。位点竞争实验和同步荧光光谱表明位点I是麦角钙化甾醇和人血清白蛋白相互作用的主要结合位点。结合过程中能够发生能量转移,结合距离是3.46nm。结合过程轻微地改变人血清白蛋白的结构和微环境。
The content of ergocalciferol in Lentinula edodes fruiting body dried in the sun and in the shade was determined. The conversion rate of ergosterol to ergocalciferol was determined under different experimental conditions. Under simulated physiological conditions, the mechanism and conformational changes of the interaction between ergocalciferol and human serum albumin were investigated by using fluorescence spectroscopy, synchronous fluorescence spectroscopy, three-dimensional fluorescence spectroscopy, site marker competitive experiments, UV-visible absorption spectroscopy and molecular docking approach for the purpose of revealing transport mechanism of ergocalciferol in the human body. The results indicated that sunlight could increase the content of ergocalciferol in L. edodes. Under irradiation of ultraviolet for 4 h, the conversion rate of ergosterol to ergocalciferol was 21%. Fluorescence spectroscopy showed that ergocalciferol quenched the endogenous fluorescence of human serum albumin through static quenching mechanism. As for binding ergocalciferol and human serum albumin, temperature of 288 K was favorable while higher temperature was unfavorable. Thermodynamic parameter analysis and molecular docking results revealed that the hydrophobic interactions, hydrogen bonding and vander Waals force were the primary forces during the binding process. The site marker competitive experiments and synchronous fluorescence spectroscopy demonstrated that site I was the major binding site for the interaction between ergocalciferol and human serum albumin. The energy transfer could occur during the binding process, and the binding distance was 3.46 nm. The binding process slightly altered the structure and microenvironment of human serum albumin.
The content of ergocalciferol in Lentinula edodes fruiting body dried in the sun and in the shade was determined. The conversion rate of ergosterol to ergocalciferol was determined under different experimental conditions. Under simulated physiological conditions, the mechanism and conformational changes of the interaction between ergocalciferol and human serum albumin were investigated by using fluorescence spectroscopy, synchronous fluorescence spectroscopy, three-dimensional fluorescence spectroscopy, site marker competitive experiments, UV-visible absorption spectroscopy and molecular docking approach for the purpose of revealing transport mechanism of ergocalciferol in the human body. The results indicated that sunlight could increase the content of ergocalciferol in L. edodes. Under irradiation of ultraviolet for 4 h, the conversion rate of ergosterol to ergocalciferol was 21%. Fluorescence spectroscopy showed that ergocalciferol quenched the endogenous fluorescence of human serum albumin through static quenching mechanism. As for binding ergocalciferol and human serum albumin, temperature of 288 K was favorable while higher temperature was unfavorable. Thermodynamic parameter analysis and molecular docking results revealed that the hydrophobic interactions, hydrogen bonding and vander Waals force were the primary forces during the binding process. The site marker competitive experiments and synchronous fluorescence spectroscopy demonstrated that site I was the major binding site for the interaction between ergocalciferol and human serum albumin. The energy transfer could occur during the binding process, and the binding distance was 3.46 nm. The binding process slightly altered the structure and microenvironment of human serum albumin.
引文
Al-Aly ZWD,Rizwan AQ,Esther AG,Angelique Z,Kevin JM,2007.Changes in serum 25-hydroxyvitamin D and plasma intact PTH levels following treatment with ergocalciferol in patients With CKD.American Journal of Kidney Diseases,50(1):59-68
Chen WJ,Huang YT,Wu ML,Huang TC,Ho CT,Pan MH,2008.Induction of apoptosis by vitamin D2,ergocalciferol,via reactive oxygen species generation,glutathione depletion,and caspase activation in human leukemia cells.Journal of Agricultural and Food Chemistry,56(9):2996-3005
Deville J,Thorp ML,Tobin L,Gray E,Johnson ES,Smith DH,2010.Effect of ergocalciferol supplementation on serum parathyroid hormone and serum 25-hydroxyvitamin D in chronic kidney disease.Nephrology,11(6):555-559
Dreyer G,Tucker AT,Harwood SM,Pearse RM,Raftery MJ,Yaqoob MM,2014.Ergocalciferol and microcirculatory function in chronic kidney disease and concomitant vitamin D deficiency:an exploratory,double blind,randomised controlled trial.PLoS One,9(7):1-11
Eftink MR,Ghiron CA,1981.Fluorescence quenching studies with proteins.Analytical Biochemistry,114(2):199-227
Feroz SR,Saharuddin BM,Noraini B,Sri NAM,Saad T,2012.Multispectroscopic and molecular modeling approach to investigate the interaction of flavokawain B with human serum albumin.Journal of Agricultural and Food Chemistry,60(23):5899-5908
Frisch MJ,2006.Optimizing large molecules with Gaussian03.Chemicke Listy,100(4):A9-A9
Gao H,Lei LD,Liu JQ,Kong Q,Chen XG,Hu ZD,2004.The study on the interaction between human serum albumin and a new reagent with antitumour activity by spectrophotometric methods.Journal of Photochemistry and Photobiology A-Chemistry,167(2-3):213-221
Goddard TD,Huang CC,Thomas EF,2007.Visualizing density maps with UCSF Chimera.Journal of Structural Biology,157(1):281-287
Gravesen E,Hofman BJ,Lewin E,Olgaard K,2013.Ergocalciferol treatment and aspects of mineral homeostasis in patients with chronic kidney disease stage4-5.Scandinavian Journal of Clinical and Laboratory Investigation,73(2):107-116
Hu YJ,Ouyang Y,Dai CM,Liu Y,Xiao XH,2010.Site-celective binding of human serum albumin by palmatine:spectroscopic approach.Biomacromolecules,11(1):106-112
Huang BH,Kung HY,Shu TC,1985.The sterol composition of volvariella volvacea and other edible mushrooms.Mycologia,77(6):959-963
Joseph RL,2006.Principles of fluorescence spectroscopy.3rd edition.Springer-Verlag,United States.1-26
Kathiravan A,Chandramohan M,Renganathan R,Sekar S,2009.Spectroscopic studies on the interaction between phycocyanin and bovine serum albumin.Journal of Molecular Structure,919(1-3):210-214
Lakowicz JR,Weber G,1973.Quenching of fluorescence by oxygen-probe for structural fluctuations in macromolecules.Biochemistry,12(21):4161-4170
Li Y,Li TH,Yang ZL,Bau T,Dai YC,2015.Atlas of chinese macrofungal resources.Central China Farmer Press,Zhengzhou.1-1351(in Chinese)
Makarska BM,2018.Comparative study of binding interactions between porphyrin systems and aromatic compounds of biological importance by multiple spectroscopic techniques:a review.Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy,200(5):263-274
Makarskabialokoz M,2017.Interactions of hemin with bovine serum albumin and human hemoglobin:a fluorescence quenching study.Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy,193(5):23-32
Mandal P,Tapan G,2009.Fluorescence spectroscopic characterization of the interaction of human adult hemoglobin and two isatins,1-methylisatin and1-phenylisatin:a comparative study.Journal of Physical Chemistry B,113(45):14904-14913
Masters BR,2013.Molecular fluorescence:principles and applications.2nd ed.Journal of Biomedical Optics,18(3):1-2
Mitani H,Eiji N,Mika Y,Kumi A,Tadashi S,Toshio I,2010.Ergocalciferol promotes in vivo differentiation of keratinocytes and reduces photodamage caused by ultraviolet irradiation in hairless mice.Photodermatology Photoimmunology and Photomedicine,20(5):215-223
Molday RS,Englander SW,Kallen RG,1993.Primary structure effects on peptide group hydrogen exchange.Proteins Structure Function and Bioinformatics,17(1):75-86
Ni YN,Liu QH,Serge K,2011.Spectrophotometric study of the interaction between chlorotetracycline and bovine serum albumin using Eosin Y as site marker with the aid of chemometrics.Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy,78(1):443-448
Olsson,TSG,Mark AW,William RP,John EL,2008.The thermodynamics of protein-ligand interaction and solvation:insights for ligand design.Journal of Molecular Biology,384(4):1002-1017
Park H,Jinuk L,Sangyoub L,2006.Critical assessment of the automated AutoDock as a new docking tool for virtual screening.Proteins-Structure Function and Bioinformatics,65(3):549-554
Peters TJ,1996.All about albumin:biochemistry,genetics,and medical applications.Academic Press,San Diego,CA.432-450
Qi ZD,Zhou B,Xiao Q,Shi C,Liu Y,Dai J,2008.Interaction of rofecoxib with human serum albumin:determination of binding constants and the binding site by spectroscopic methods.Journal of Photochemistry and Photobiology A-Chemistry,193(2-3):81-88
Ramenzoni LL,Saito CJJ,Line SR,2010.Transcriptional activity analysis of promoter region of human PAX9 gene under dexamethasone,retinoic acid,and ergocalciferol treatment in MCF-7 and MDPC23.Cell Biochemistry and Function,28(7):555-564
Rianthavorn P,Boonyapapong P,2013.Ergocalciferol decreases erythropoietin resistance in children with chronic kidney disease stage 5.Pediatric Nephrology,28(8):1261-1266
Ross PD,Subramanian S,1981.Thermodynamics of protein association reactions-forces contributing to stability.Biochemistry,20(11):3096-3102
Schuphan W,1965.Biochemists handbook.Qualitas Plantarum et Materiae Vegetabiles,12(2):218-230
Shaw AK,Samir KP,2008.Resonance energy transfer and ligand binding studies on pH-induced folded states of human serum albumin.Journal of Photochemistry and Photobiology B-Biology,90(3):187-197
Shroff,Wan RM,Gullett A,Ledermann S,Shute R,Knott C,Wells D,Aitkenhead H,Manickavasagar B,Van'T HV,2012.Ergocalciferol supplementation in children with CKD delays the onset of secondary hyperparathyroidism:a randomized trial.Clinical Journal of the American Society of Nephrology Cjasn,7(2):216-223
Sudlow G,Birkett DJ,Wade DN,1975.Characterization of 2specific drug binding-sites on human serum albumin.Molecular Pharmacology,11(6):824-832
Sugio S,Kashima A,Mochizuki S,Noda M,Kobayashi K,1999.Crystal structure of human serum albumin at 2.5angstrom resolution.Protein Engineering,12(6):439-446
Suryawanshi VD,Prashant VA,Anil HG,Shivajirao RP,Govind BK,2012.Spectroscopic investigation on the interaction of pyrimidine derivative,2-amino-6-hydroxy-4-(3,4-dimethoxyphenyl)-pyrimidine-5-carbonitrile with human serum albumin:mechanistic and conformational study.Industrial and Engineering Chemistry Research,51(1):95-102
Thimachai P,Supasyndh O,Chaiprasert A,Satirapoj B,2015.Efficacy of high vs.conventional ergocalciferol dose for increasing 25-hydroxyvitamin D and suppressing parathyroid hormone levels in stage III-IV CKD with vitamin D deficiency/insufficiency:a randomized controlled trial.Journal of the Medical Association of Thailand,98(7):643-648
Tian FF,Jiang FL,Han XL,Chen X,Ge YS,Li JH,Zhang Y,Li R,Ding XL,Liu Y,2010.Synthesis of a novel hydrazone derivative and biophysical studies of its interactions with bovine serum albumin by spectroscopic,electrochemical,and molecular docking methods.Journal of Physical Chemistry B,114(46):14842-14853
Trakarnvanich T,Chalapipat O,Disthabanchong S,Kurathong S,Praditpornsilpa K,Stitchantrakul W,Chailurkit LO,2010.Effect of high dose ergocalciferol in chronic kidney disease patients with 25-hydroxyvitamin D deficiency.Journal of the Medical Association of Thailand Chotmaihet Thangphaet,93(8):885-891
Wang YQ,Wang XY,Wang J,Zhao YM,He WJ,Guo ZJ,2011.Noncovalent interactions between a trinuclear monofunctional platinum complex and human serum albumin.Inorganic Chemistry,50(24):12661-12668
Ware WR,1962.Oxygen quenching of fluorescence in solution-an experimental study of diffusion process.Journal of Physical Chemistry,66(3):455-470
Yang NN,Huang SZ,Ma QY,Dai HF,Yu ZF,Zhao YX,2014.Analysis of chemical constituents of the fungus Leccinum extremiorientale Singer.Food Science,35(6):78-82(in Chinese)
Yue YY,Chen XG,Qin J,Yao XJ,2009.Spectroscopic investigation on the binding of antineoplastic drug oxaliplatin to human serum albumin and molecular modeling.Colloids and Surfaces B-Biointerfaces,69(1):51-57
Yue YY,Liu JM,Fan J,Yao XJ,2011.Binding studies of phloridzin with human serum albumin and its effect on the conformation of protein.Journal of Pharmaceutical and Biomedical Analysis,56(2):336-342
Yue YY,Liu JM,Liu R,Sun YY,Li XG,Fan J,2014.The binding affinity of phthalate plasticizers-protein revealed by spectroscopic techniques and molecular modeling.Food and Chemical Toxicology,71(5):244-253
Zaidi N,Ejaz A,Mohd R,Gulam R,Mohammad RA,Yusra Z,Naidu S,Rizwan HK,2013.Biophysical insight into furosemide binding to human serum albumin:a study to unveil its impaired albumin binding in uremia.Journal of Physical Chemistry B,117(9):2595-2604
Zhang GW,Lin W,Pan JH,2012.Probing the binding of the flavonoid diosmetin to human serum albumin by multispectroscopic techniques.Journal of Agricultural and Food Chemistry,60(10):2721-2729
Zhang J,Zhuang SL,Tong CL,Liu WP,2013.Probing the molecular interaction of triazole fungicides with human serum albumin by multispectroscopic techniques and molecular modeling.Journal of Agricultural and Food Chemistry,61(30):7203-7211
Zhou JH,Wu XH,Gu XT,Zhou L,Song KX,Wei SH,Feng YY,Shen J,2009.Spectroscopic studies on the interaction of hypocrellin A and hemoglobin.Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy,72(1):151-155
李玉,李泰辉,杨祝良,图力古尔,戴玉成,2015.中国大型菌物资源图鉴.郑州:中原农民出版社.1-1351
杨宁宁,黄圣卓,马青云,戴好富,郁志芳,赵友兴,2014.远东疣柄牛肝菌化学成分分析.食品科学,35(6):78-82
Chen WJ,Huang YT,Wu ML,Huang TC,Ho CT,Pan MH,2008.Induction of apoptosis by vitamin D2,ergocalciferol,via reactive oxygen species generation,glutathione depletion,and caspase activation in human leukemia cells.Journal of Agricultural and Food Chemistry,56(9):2996-3005
Deville J,Thorp ML,Tobin L,Gray E,Johnson ES,Smith DH,2010.Effect of ergocalciferol supplementation on serum parathyroid hormone and serum 25-hydroxyvitamin D in chronic kidney disease.Nephrology,11(6):555-559
Dreyer G,Tucker AT,Harwood SM,Pearse RM,Raftery MJ,Yaqoob MM,2014.Ergocalciferol and microcirculatory function in chronic kidney disease and concomitant vitamin D deficiency:an exploratory,double blind,randomised controlled trial.PLoS One,9(7):1-11
Eftink MR,Ghiron CA,1981.Fluorescence quenching studies with proteins.Analytical Biochemistry,114(2):199-227
Feroz SR,Saharuddin BM,Noraini B,Sri NAM,Saad T,2012.Multispectroscopic and molecular modeling approach to investigate the interaction of flavokawain B with human serum albumin.Journal of Agricultural and Food Chemistry,60(23):5899-5908
Frisch MJ,2006.Optimizing large molecules with Gaussian03.Chemicke Listy,100(4):A9-A9
Gao H,Lei LD,Liu JQ,Kong Q,Chen XG,Hu ZD,2004.The study on the interaction between human serum albumin and a new reagent with antitumour activity by spectrophotometric methods.Journal of Photochemistry and Photobiology A-Chemistry,167(2-3):213-221
Goddard TD,Huang CC,Thomas EF,2007.Visualizing density maps with UCSF Chimera.Journal of Structural Biology,157(1):281-287
Gravesen E,Hofman BJ,Lewin E,Olgaard K,2013.Ergocalciferol treatment and aspects of mineral homeostasis in patients with chronic kidney disease stage4-5.Scandinavian Journal of Clinical and Laboratory Investigation,73(2):107-116
Hu YJ,Ouyang Y,Dai CM,Liu Y,Xiao XH,2010.Site-celective binding of human serum albumin by palmatine:spectroscopic approach.Biomacromolecules,11(1):106-112
Huang BH,Kung HY,Shu TC,1985.The sterol composition of volvariella volvacea and other edible mushrooms.Mycologia,77(6):959-963
Joseph RL,2006.Principles of fluorescence spectroscopy.3rd edition.Springer-Verlag,United States.1-26
Kathiravan A,Chandramohan M,Renganathan R,Sekar S,2009.Spectroscopic studies on the interaction between phycocyanin and bovine serum albumin.Journal of Molecular Structure,919(1-3):210-214
Lakowicz JR,Weber G,1973.Quenching of fluorescence by oxygen-probe for structural fluctuations in macromolecules.Biochemistry,12(21):4161-4170
Li Y,Li TH,Yang ZL,Bau T,Dai YC,2015.Atlas of chinese macrofungal resources.Central China Farmer Press,Zhengzhou.1-1351(in Chinese)
Makarska BM,2018.Comparative study of binding interactions between porphyrin systems and aromatic compounds of biological importance by multiple spectroscopic techniques:a review.Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy,200(5):263-274
Makarskabialokoz M,2017.Interactions of hemin with bovine serum albumin and human hemoglobin:a fluorescence quenching study.Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy,193(5):23-32
Mandal P,Tapan G,2009.Fluorescence spectroscopic characterization of the interaction of human adult hemoglobin and two isatins,1-methylisatin and1-phenylisatin:a comparative study.Journal of Physical Chemistry B,113(45):14904-14913
Masters BR,2013.Molecular fluorescence:principles and applications.2nd ed.Journal of Biomedical Optics,18(3):1-2
Mitani H,Eiji N,Mika Y,Kumi A,Tadashi S,Toshio I,2010.Ergocalciferol promotes in vivo differentiation of keratinocytes and reduces photodamage caused by ultraviolet irradiation in hairless mice.Photodermatology Photoimmunology and Photomedicine,20(5):215-223
Molday RS,Englander SW,Kallen RG,1993.Primary structure effects on peptide group hydrogen exchange.Proteins Structure Function and Bioinformatics,17(1):75-86
Ni YN,Liu QH,Serge K,2011.Spectrophotometric study of the interaction between chlorotetracycline and bovine serum albumin using Eosin Y as site marker with the aid of chemometrics.Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy,78(1):443-448
Olsson,TSG,Mark AW,William RP,John EL,2008.The thermodynamics of protein-ligand interaction and solvation:insights for ligand design.Journal of Molecular Biology,384(4):1002-1017
Park H,Jinuk L,Sangyoub L,2006.Critical assessment of the automated AutoDock as a new docking tool for virtual screening.Proteins-Structure Function and Bioinformatics,65(3):549-554
Peters TJ,1996.All about albumin:biochemistry,genetics,and medical applications.Academic Press,San Diego,CA.432-450
Qi ZD,Zhou B,Xiao Q,Shi C,Liu Y,Dai J,2008.Interaction of rofecoxib with human serum albumin:determination of binding constants and the binding site by spectroscopic methods.Journal of Photochemistry and Photobiology A-Chemistry,193(2-3):81-88
Ramenzoni LL,Saito CJJ,Line SR,2010.Transcriptional activity analysis of promoter region of human PAX9 gene under dexamethasone,retinoic acid,and ergocalciferol treatment in MCF-7 and MDPC23.Cell Biochemistry and Function,28(7):555-564
Rianthavorn P,Boonyapapong P,2013.Ergocalciferol decreases erythropoietin resistance in children with chronic kidney disease stage 5.Pediatric Nephrology,28(8):1261-1266
Ross PD,Subramanian S,1981.Thermodynamics of protein association reactions-forces contributing to stability.Biochemistry,20(11):3096-3102
Schuphan W,1965.Biochemists handbook.Qualitas Plantarum et Materiae Vegetabiles,12(2):218-230
Shaw AK,Samir KP,2008.Resonance energy transfer and ligand binding studies on pH-induced folded states of human serum albumin.Journal of Photochemistry and Photobiology B-Biology,90(3):187-197
Shroff,Wan RM,Gullett A,Ledermann S,Shute R,Knott C,Wells D,Aitkenhead H,Manickavasagar B,Van'T HV,2012.Ergocalciferol supplementation in children with CKD delays the onset of secondary hyperparathyroidism:a randomized trial.Clinical Journal of the American Society of Nephrology Cjasn,7(2):216-223
Sudlow G,Birkett DJ,Wade DN,1975.Characterization of 2specific drug binding-sites on human serum albumin.Molecular Pharmacology,11(6):824-832
Sugio S,Kashima A,Mochizuki S,Noda M,Kobayashi K,1999.Crystal structure of human serum albumin at 2.5angstrom resolution.Protein Engineering,12(6):439-446
Suryawanshi VD,Prashant VA,Anil HG,Shivajirao RP,Govind BK,2012.Spectroscopic investigation on the interaction of pyrimidine derivative,2-amino-6-hydroxy-4-(3,4-dimethoxyphenyl)-pyrimidine-5-carbonitrile with human serum albumin:mechanistic and conformational study.Industrial and Engineering Chemistry Research,51(1):95-102
Thimachai P,Supasyndh O,Chaiprasert A,Satirapoj B,2015.Efficacy of high vs.conventional ergocalciferol dose for increasing 25-hydroxyvitamin D and suppressing parathyroid hormone levels in stage III-IV CKD with vitamin D deficiency/insufficiency:a randomized controlled trial.Journal of the Medical Association of Thailand,98(7):643-648
Tian FF,Jiang FL,Han XL,Chen X,Ge YS,Li JH,Zhang Y,Li R,Ding XL,Liu Y,2010.Synthesis of a novel hydrazone derivative and biophysical studies of its interactions with bovine serum albumin by spectroscopic,electrochemical,and molecular docking methods.Journal of Physical Chemistry B,114(46):14842-14853
Trakarnvanich T,Chalapipat O,Disthabanchong S,Kurathong S,Praditpornsilpa K,Stitchantrakul W,Chailurkit LO,2010.Effect of high dose ergocalciferol in chronic kidney disease patients with 25-hydroxyvitamin D deficiency.Journal of the Medical Association of Thailand Chotmaihet Thangphaet,93(8):885-891
Wang YQ,Wang XY,Wang J,Zhao YM,He WJ,Guo ZJ,2011.Noncovalent interactions between a trinuclear monofunctional platinum complex and human serum albumin.Inorganic Chemistry,50(24):12661-12668
Ware WR,1962.Oxygen quenching of fluorescence in solution-an experimental study of diffusion process.Journal of Physical Chemistry,66(3):455-470
Yang NN,Huang SZ,Ma QY,Dai HF,Yu ZF,Zhao YX,2014.Analysis of chemical constituents of the fungus Leccinum extremiorientale Singer.Food Science,35(6):78-82(in Chinese)
Yue YY,Chen XG,Qin J,Yao XJ,2009.Spectroscopic investigation on the binding of antineoplastic drug oxaliplatin to human serum albumin and molecular modeling.Colloids and Surfaces B-Biointerfaces,69(1):51-57
Yue YY,Liu JM,Fan J,Yao XJ,2011.Binding studies of phloridzin with human serum albumin and its effect on the conformation of protein.Journal of Pharmaceutical and Biomedical Analysis,56(2):336-342
Yue YY,Liu JM,Liu R,Sun YY,Li XG,Fan J,2014.The binding affinity of phthalate plasticizers-protein revealed by spectroscopic techniques and molecular modeling.Food and Chemical Toxicology,71(5):244-253
Zaidi N,Ejaz A,Mohd R,Gulam R,Mohammad RA,Yusra Z,Naidu S,Rizwan HK,2013.Biophysical insight into furosemide binding to human serum albumin:a study to unveil its impaired albumin binding in uremia.Journal of Physical Chemistry B,117(9):2595-2604
Zhang GW,Lin W,Pan JH,2012.Probing the binding of the flavonoid diosmetin to human serum albumin by multispectroscopic techniques.Journal of Agricultural and Food Chemistry,60(10):2721-2729
Zhang J,Zhuang SL,Tong CL,Liu WP,2013.Probing the molecular interaction of triazole fungicides with human serum albumin by multispectroscopic techniques and molecular modeling.Journal of Agricultural and Food Chemistry,61(30):7203-7211
Zhou JH,Wu XH,Gu XT,Zhou L,Song KX,Wei SH,Feng YY,Shen J,2009.Spectroscopic studies on the interaction of hypocrellin A and hemoglobin.Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy,72(1):151-155
李玉,李泰辉,杨祝良,图力古尔,戴玉成,2015.中国大型菌物资源图鉴.郑州:中原农民出版社.1-1351
杨宁宁,黄圣卓,马青云,戴好富,郁志芳,赵友兴,2014.远东疣柄牛肝菌化学成分分析.食品科学,35(6):78-82