Infrared and Nuclear Magnetic Resonance Spectroscopy of Chlorophyll

Publisher Summary This chapter discusses infrared and nuclear magnetic resonance (NMR) spectroscopy of chlorophyll. The absorption of visible or ultraviolet light by organic molecules is accompanied by the excitation of valence electrons to higher energy levels. Electronic excitation requires quite high-energy quanta, corresponding to light of relatively short wavelength, that is, in the ultraviolet and visible regions. Electronic transition spectra give information about the presence and nature of unsaturation, particularly conjugated double bonds and aromatic ring systems. The vibrational frequencies of molecules lie in the infrared region, and the absorption of radiation in this frequency range excites higher vibrational states. Infrared spectra yield information about stretching and bending motions of the atoms in a molecule. In theory infrared absorption bands arise from molecular motions of the molecule as a whole, but in practice, the absorption frequencies of many structural units are sufficiently independent of the rest of the molecule in which they occur to have characteristic group frequencies. NMR techniques are useful in the study of many problems. NMR data can be used for the unambiguous detection of certain functional groups and for structure determinations of organic compounds. They provide information about stereo chemical configuration and the conformation of molecules. Because the formation of intermolecular aggregates or coordination with other compounds can change the magnetic environment of a given nucleus, NMR spectroscopy is a valuable tool for the study of coordination and self-aggregation.

[1]  A. Holt,et al.  Studies of Chlorobium Chlorophylls. V. Chlorobium Chlorophylls (660) , 1962 .

[2]  S. Mason 196. The infrared spectra of N-heteroaromatic systems. Part I. The porphins , 1958 .

[3]  A. Martell,et al.  Vanadyl Chelates of Tetraphenylporphine and its para-Substituted Derivatives , 1956 .

[4]  J. Katz,et al.  Nuclear Magnetic Resonance Spectra and Molecular Association of Chlorophylls a and b, Methyl Chlorophyllides, Pheophytins, and Methyl Pheophorbides , 1963 .

[5]  F. Bovey,et al.  Calculation of Nuclear Magnetic Resonance Spectra of Aromatic Hydrocarbons , 1958 .

[6]  J. Katz,et al.  The Far-Infrared Spectra of Monomeric and Aggregated Chlorophylls a and b1 , 1966 .

[7]  J. Mathewson,et al.  A NUCLEAR MAGNETIC RESONANCE STUDY OF HYDROGEN EXCHANGE AT METHINE POSITIONS IN CHLOROPHYLL A, CHLOROPHYLL B, CHLOROBIUM CHLOROPHYLL-660, AND BACTERIOCHLOROPHYLL. , 1963, Biochemical and biophysical research communications.

[8]  N. Fuson,et al.  On the Complexity of the N–H Stretching Vibration Band in Pyrrole and Indole , 1952 .

[9]  J. Katz,et al.  CHLOROPLAST PIGMENTS AND PHOTOSYNTHESIS IN DEUTERATED GREEN ALGAE * , 1960 .

[10]  G. D. Dorough,et al.  Pyridinate Complexes of Some Metallo-derivatives of Tetraphenylporphine and Tetraphenylchlorin1 , 1952 .

[11]  G. Kenner,et al.  673. The proton magnetic resonance spectra of porphyrins. Part I. The effect of β-substitution on the proton chemical shifts of porphyrins , 1961 .

[12]  A. Holt,et al.  Infra-Red Absorption Spectra of Chlorophylls and Derivatives. , 1955, Plant physiology.

[13]  W. T. Bolleter The Infrared Spectra of Some Chlorinated Hydrocarbons in the Cesium Bromide Region , 1964 .

[14]  H. Rapoport,et al.  Chlorobium chlorophyll-660. The esterifying alcohol. , 1961, Biochemical and biophysical research communications.

[15]  R. Woodward,et al.  A NEW ASPECT OF THE CHEMISTRY OF CHLORINS , 1961 .

[16]  E. Becker,et al.  Proton Magnetic Resonance Studies of Porphyrins , 1961 .

[17]  Govindjee,et al.  THE ROLE OF CHLOROPHYLL IN PHOTOSYNTHESIS. , 1965, Scientific American.

[18]  F. Miller,et al.  The Vibrational Spectra of Pyrrole and Some of Its Deuterium Derivatives , 1942 .

[19]  G. Kenner,et al.  159. The proton magnetic resonance spectra of porphyrins. Part III. meso-Substituted porphyrins , 1963 .

[20]  S. S. Brody AN ESTIMATE OF THE EFFECTIVE SIZES OF CHLOROPHYLL A AGGREGATES IN VIVO AS DETERMINED FROM EMISSION SPECTRA. , 1964, Journal of theoretical biology.

[21]  J. Katz,et al.  Preparation and properties of pyrochlorophyll a, methyl pyrochlorophyllide a, pyropheophytin a, and methyl pyropheophorbide a derived from chlorophyll by decarbomethoxylation , 1964 .

[22]  J. Katz,et al.  Infrared Spectra, Molecular Weights, and Molecular Association of Chlorophylls a and b, Methyl Chlorophyllides, and Pheophytins in Various Solvents , 1963 .

[23]  H. Gebbie,et al.  Synthetic resins as window materials for far infra-red spectroscopy , 1963 .

[24]  W. Caughey,et al.  Nuclear magnetic resonance spectra of porphyrins. , 1962, Biochemistry.

[25]  S. S. Brody,et al.  An experiment showing that P700 can be an aggregated form of chlorophyll a. , 1965, Archives of biochemistry and biophysics.

[26]  W. Caughey,et al.  Ring Nonplanarity and Aromaticity in Porphyrins. Nuclear Magnetic Resonance Spectra of Etioporphyrin II and Its N-Alkyl Compounds , 1963 .

[27]  G. Kenner,et al.  Porphyrin nuclear magnetic resonance spectra , 1960 .

[28]  J. Katz,et al.  Evidence for Exchangeable Hydrogen in Chlorophyll1 , 1961 .

[29]  J. Katz,et al.  Mass cultivation of algae in pure heavy water , 1962 .

[30]  R. Livingston,et al.  Infrared Spectra of Chlorophyll and Related Compounds1 , 1953 .

[31]  H. S. Gutowsky,et al.  Angular Dependence of Electron‐Coupled Proton Interactions in CH2 Groups , 1959 .

[32]  A. Martell,et al.  Absorption Spectra of para-Substituted Tetraphenylporphines1,2 , 1956 .

[33]  A. Stoll,et al.  Die kristallisierten natürlichen Chlorophylle a und b. 9. Mitteilung über Chlorophyll , 1959 .

[34]  J. Katz,et al.  Hydrogen Exchange in Chlorophyll and Related Compounds, and Correlation with Molecular Orbital Calculations1 , 1965 .

[35]  E. Becker,et al.  Effects of ``Ring Currents'' on the NMR Spectra of Porphyrins , 1959 .

[36]  S. Aronoff Dimerism of chlorophyll alpha in benzene. , 1962, Archives of biochemistry and biophysics.

[37]  M. Calvin,et al.  THE AGGREGATION OF CHLOROPHYLL A. , 1964, Archives of biochemistry and biophysics.

[38]  F. Bentley,et al.  ANALYTICAL APPLICATIONS OF FAR INFRARED SPECTRA I HISTORICAL REVIEW, APPARATUS AND TECHNIQUES. Period Covered: September 1954 to December 1956 , 1957 .

[39]  R. Abraham The proton magnetic resonance spectra of porphyrins , 1961 .

[40]  E. W. Baker,et al.  Piperidinate Complexes of Nickel and Copper Mesoporphyrin IX , 1964 .

[41]  O. Jardetzky,et al.  Introduction to magnetic resonance spectroscopy methods and biochemical applications. , 2006, Methods of biochemical analysis.

[42]  J. Katz,et al.  Exchangeable Hydrogen in Chlorophyll and the Path of Hydrogen in Photosynthesis , 1964 .