左旋多巴宽频太赫兹光谱研究
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摘要
利用空气等离子体太赫兹时域光谱系统,获得了0.5～14.5 THz范围内左旋多巴(L-DOPA)的特征指纹谱,并研究了吸收光谱随温度的变化效应。利用密度泛函理论计算L-DOPA的晶胞结构,并对太赫兹振动光谱进行了分析。结果表明:L-DOPA在太赫兹波段的吸收峰对应于不同的集体振动和分子局域振动,其中分子的集体振动在整个太赫兹波段分布较广,且苯环和分子侧链表现出不同的振动特点,这些结构振动特异性与分子构象以及分子间氢键的相互作用密切相关。
The characteristic fingerprint spectrum of levodopa(L-DOPA) in the frequency range of 0.5-14.5 THz was obtained by using an air plasma terahertz time-domain spectroscopy system, and the variation in absorption spectrum with temperature was investigated. Density functional theory was used to calculate the L-DOPA crystal cell structure and for the spectral analysis of terahertz vibration. The results show that L-DOPA terahertz absorption peaks correspond to different collective vibrations and molecular local vibrations. The collective vibrations of L-DOPA have a wide distribution in the terahertz range, and the benzene ring and molecular side chain exhibit distinct vibrational modes. The vibration specificity is closely related to the molecular conformation and hydrogen-bonding interactions.
The characteristic fingerprint spectrum of levodopa(L-DOPA) in the frequency range of 0.5-14.5 THz was obtained by using an air plasma terahertz time-domain spectroscopy system, and the variation in absorption spectrum with temperature was investigated. Density functional theory was used to calculate the L-DOPA crystal cell structure and for the spectral analysis of terahertz vibration. The results show that L-DOPA terahertz absorption peaks correspond to different collective vibrations and molecular local vibrations. The collective vibrations of L-DOPA have a wide distribution in the terahertz range, and the benzene ring and molecular side chain exhibit distinct vibrational modes. The vibration specificity is closely related to the molecular conformation and hydrogen-bonding interactions.
引文
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[37] Zeitler J A,Newnham D A,Taday P F,et al.Temperature dependent terahertz pulsed spectroscopy of carbamazepine[J].Thermochimica Acta,2005,436(1/2):71-77.
[2] Xie A H,van der Meer A F G,Austin R H.Excited-state lifetimes of far-infrared collective modes in proteins[J].Physical Review Letters,2001,88(1):018102.
[3] Chou K C.Low-frequency collective motion in biomacromolecules and its biological functions[J].Biophysical Chemistry,1988,30(1):3-48.
[4] Balog E,Becker T,Oettl M,et al.Direct determination of vibrational density of states change on ligand binding to a protein[J].Physical Review Letters,2004,93(2):028103.
[5] Edwin B,Hubert Joe I.Vibrational spectral analysis of anti-neurodegenerative drug levodopa:a DFT study[J].Journal of Molecular Structure,2013,1034:119-127.
[6] Takahashi M.Terahertz vibrations and hydrogen-bonded networks in crystals[J].Crystals,2014,4(2):74-103.
[7] Walther M,Plochocka P,Fischer B,et al.Collective vibrational modes in biological molecules investigated by terahertz time-domain spectroscopy[J].Biopolymers,2002,67(4/5):310-313.
[8] Rahman A,Stanley B,Rahman A K.Ultrasensitive label-free detection and quantitation of DNA hybridization via terahertz spectrometry[J].Proceedings of SPIE,2010,7568:756810.
[9] Ho L,Pepper M,Taday P.Signatures and fingerprints[J].Nature Photonics,2008,2(9):541-543.
[10] Liu G Z.The conjectures on physical mechanism of vertebrate nervous system[J].Chinese Science Bulletin,2018,63(36):3864-3865.刘国治.关于生物神经系统物理机理的若干猜想[J].科学通报,2018,63(36):3864-3865.
[11] Zou Y,Li J,Cui Y Y,et al.Terahertz spectroscopic diagnosis of myelin deficit brain in mice and rhesus monkey with chemometric techniques[J].Scientific Reports,2017,7:5176.
[12] Yang K,Yang X,Zhao X,et al.THz spectroscopy for a rapid and label-free cell viability assay in a microfluidic chip based on an optical clearing agent[J].Analytical Chemistry,2019,91(1):785-791.
[13] Nishizawa J,Sasaki T,Suto K,et al.Frequency-tunable terahertz-wave generation from GaP using Cr:forsterite lasers[J].International Journal of Infrared and Millimeter Waves,2006,27(6):779-789.
[14] Yan Z G,Hou D B,Huang P J,et al.Terahertz spectroscopic investigation of L-glutamic acid and L-tyrosine[J].Measurement Science and Technology,2008,19(1):015602.
[15] Doi A,Blanchard F,Hirori H,et al.Near-field THz imaging of free induction decay from a tyrosine crystal[J].Optics Express,2010,18(17):18419-18424.
[16] Peng Y,Yuan X R,Zou X,et al.Terahertz identification and quantification of neurotransmitter and neurotrophy mixture[J].Biomedical Optics Express,2016,7(11):4472-4479.
[17] Dai J M,Xie X,Zhang X C.Detection of broadband terahertz waves with a laser-induced plasma in gases[J].Physical Review Letters,2006,97(10):103903.
[18] Xie X,Dai J M,Zhang X C.Coherent control of THz wave generation in ambient air[J].Physical Review Letters,2006,96(7):075005.
[19] D′Angelo F,Mics Z,Bonn M,et al.Ultra-broadband THz time-domain spectroscopy of common polymers using THz air photonics[J].Optics Express,2014,22(10):12475-12485.
[20] Karpowicz N,Dai J M,Lu X F,et al.Coherent heterodyne time-domain spectrometry covering the entire “terahertz gap”[J].Applied Physics Letters,2008,92(1):011131.
[21] Duvillaret L,Garet F,Coutaz J L.Highly precise determination of optical constants and sample thickness in terahertz time-domain spectroscopy[J].Applied Optics,1999,38(2):409-415.
[22] Mostad A,Ottersen T,R?mming C,et al.X-ray crystal structure determination of 3,4-dihydroxyphenylalanine (L-DOPA)[J].Acta Chemica Scandinavica,1970,24(5):1864-1865.
[23] Mostad A,Ottersen T,R?mming C,et al.On the structure of L-DOPA (2S-3-(3,4-dihydroxyphenyl)alanine)[J].Acta Chemica Scandinavica,1971,25:3549-3560.
[24] Clark S J,Segall M D,Pickard C J,et al.First principles methods using CASTEP[J].Zeitschrift Für Kristallographie - Crystalline Materials,2005,220(5/6):567-570.
[25] Zhu Z J,Cheng C,Chang C,et al.Characteristic fingerprint spectrum of neurotransmitter norepinephrine with broadband terahertz time-domain spectroscopy[J].Analyst,2019,144(8):2504-2510.
[26] King M D,Buchanan W D,Korter T M.Understanding the terahertz spectra of crystalline pharmaceuticals:terahertz spectroscopy and solid-state density functional theory study of (S)-(+)-ibuprofen and (RS)-ibuprofen[J].Journal of Pharmaceutical Sciences,2011,100(3):1116-1129.
[27] Shen Y C,Upadhya P C,Linfield E H,et al.Temperature-dependent low-frequency vibrational spectra of purine and adenine[J].Applied Physics Letters,2003,82(14):2350-2352.
[28] Takahashi M,Okamura N,Fan X Y,et al.Temperature dependence in the terahertz spectrum of nicotinamide:anharmonicity and hydrogen-bonded network[J].The Journal of Physical Chemistry A,2017,121(13):2558-2564.
[29] Walther M,Fischer B M,Uhd Jepsen P.Noncovalent intermolecular forces in polycrystalline and amorphous saccharides in the far infrared[J].Chemical Physics,2003,288(2/3):261-268.
[30] Fischer B M,Helm H,Jepsen P U.Chemical recognition with broadband THz spectroscopy[J].Proceedings of the IEEE,2007,95(8):1592-1604.
[31] Zhou L,Chen L G,Ren G H,et al.Monitoring cis-to-trans isomerization of azobenzene using terahertz time-domain spectroscopy[J].Physical Chemistry Chemical Physics,2018,20(42):27205-27213.
[32] Plusquellic D F,Siegrist K,Heilweil E J,et al.Applications of terahertz spectroscopy in biosystems[J].ChemPhysChem,2007,8(17):2412-2431.
[33] Woods K N,Pfeffer J,Klein-Seetharaman J.Chlorophyll-derivative modulation of rhodopsin signaling properties through evolutionarily conserved interaction pathways[J].Frontiers in Molecular Biosciences,2017,4:85.
[34] Nagy P I,Alagona G,Ghio C,et al.Theoretical conformational analysis for neurotransmitters in the gas phase and in aqueous solution.Norepinephrine[J].Journal of the American Chemical Society,2003,125(9):2770-2785.
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