Absorption and Fluorescence Spectral Database of Chlorophylls and Analogues

Taniguchi, Masahiko; Lindsey, Jonathan S.

doi:10.1111/php.13319

Absorption and Fluorescence Spectral Database of Chlorophylls and Analogues

Journal Article · Wed Nov 11 00:00:00 EST 2020 · Photochemistry and Photobiology

DOI:https://doi.org/10.1111/php.13319· OSTI ID:1787116

^[1]; ^[1]

Department of Chemistry North Carolina State University Raleigh NC

Abstract

Absorption spectra and fluorescence spectra are essential for use across the photosciences, yet such spectra along with the all‐important values for molar absorption coefficient (ε) and fluorescence quantum yield (Φ _f ) often are found with great difficulty. Here, a literature survey concerning the vital class of chlorophyll compounds has led to identification of spectra for 150 members. Spectra in print form have been digitized (with baseline corrections) and assembled into a database along with literature references, solvent identity and values for ε and Φ _f (where available). The database encompasses photosynthetic tetrapyrroles wherein the chromophore is a porphyrin (e.g. chlorophyll c ₁ , protochlorophyll a ), chlorin (e.g. chlorophyll a , bacteriochlorophyll c ) or bacteriochlorin (e.g. bacteriochlorophyll a ). Altogether, the database contains 305 absorption spectra (from 19 porphyrins, 109 chlorins and 22 bacteriochlorins) and 72 fluorescence spectra (from 10 porphyrins, 30 chlorins and 4 bacteriochlorins). The spectral database should facilitate comparisons and quantitative calculations. All spectra are available in print form in the Supporting Information. The entire database in digital form is available with the PhotochemCAD program for free downloading and further use at http://www.photochemcad.com .

View Accepted Manuscript (Publisher)

Sponsoring Organization:: USDOE

Grant/Contract Number:: FG02-05ER15661

OSTI ID:: 1787116

Alternate ID(s):: OSTI ID: 1849579

Journal Information:: Photochemistry and Photobiology, Journal Name: Photochemistry and Photobiology Journal Issue: 1 Vol. 97; ISSN 0031-8655

Publisher:: Wiley-BlackwellCopyright Statement

Country of Publication:: United Kingdom

Language:: English

References (122)

Über Enolderivate der Chlorophyllreihe. Darstellung von 13 ² ,17 ³ -Cyclophäophorbid-enolen. Vorläufige Mitteilung Falk, Heinz; Hoornaert, Georges; Isenring, Hans-Peter Helvetica Chimica Acta, Vol. 58, Issue 8 https://doi.org/10.1002/hlca.19750580815	journal	November 1975
Über enolisierte Derivate der Chlorophyllreihe. 13 ² -Desmethoxycarbonyl-17 ³ -desoxy-13 ² ,17 ³ -cyclochlorophyllid a-enol und eine Methode zur Einführung von Magnesium in porphinoide Ligandsysteme unter milden Bedingungen. (Vorläufige Mitteilung) Isenring, Hans-Peter; Zass, Engelbert; Smith, Keith Helvetica Chimica Acta, Vol. 58, Issue 8 https://doi.org/10.1002/hlca.19750580816	journal	November 1975
Bakteriochlorophyll a _Gg und Bakteriophäophytin a _P in den photosynthetischen Reaktionszentren von rhodospirillum rubrum G -9 ⁺ Walter, Erhard; Schreiber, Jakob; Zass, Engelbert Helvetica Chimica Acta, Vol. 62, Issue 3 https://doi.org/10.1002/hlca.19790620329	journal	April 1979
Der Einbau von Magnesium in Liganden der Chlorophyll-Reihe mit (2,6-Di-t-butyl-4-methylphenoxy)magnesiumjodid Zass, Engelbert; Isenring, Hans Peter; Etter, Rolf Helvetica Chimica Acta, Vol. 63, Issue 4 https://doi.org/10.1002/hlca.19800630433	journal	June 1980
SPECTROSCOPY OF PLANT PIGMENTS I. ETHYL CHLOROPHYLLIDESAANDBAND THEIR PHEOPHORBIDES Holt, A. S.; Jacobs, E. E. American Journal of Botany, Vol. 41, Issue 9 https://doi.org/10.1002/j.1537-2197.1954.tb14400.x	journal	November 1954
Spectroscopy of Plant Pigments. ii. Methyl Bacteriochlorophyllide and Bacteriochlorophyll Holt, A. S.; Jacobs, E. E. American Journal of Botany, Vol. 41, Issue 9 https://doi.org/10.1002/j.1537-2197.1954.tb14401.x	journal	November 1954
Estimating data from figures with a Web-based program: Considerations for a systematic review Burda, Brittany U.; O'Connor, Elizabeth A.; Webber, Elizabeth M. Research Synthesis Methods, Vol. 8, Issue 3 https://doi.org/10.1002/jrsm.1232	journal	March 2017
An Overview of Chlorophylls and Bacteriochlorophylls: Biochemistry, Biophysics, Functions and Applications Scheer, Hugo Advances in Photosynthesis and Respiration https://doi.org/10.1007/1-4020-4516-6_1	book	January 2007
Spectroscopy and Structure Determination Kobayashi, Masami; Akiyama, Machiko; Kano, Hiromi Advances in Photosynthesis and Respiration https://doi.org/10.1007/1-4020-4516-6_6	book	January 2007
Die Ausscheidung von partikelgebundenen Bacteriochlorophyllvorstufen durch die Mutante F9 von Rhodospirillum rubrum Oelze, J.; Drews, G. Archiv f�r Mikrobiologie, Vol. 73, Issue 1 https://doi.org/10.1007/BF00409948	journal	January 1970
A new bacteriochlorophyll from brown-colored chlorobiaceae Gloe, Axel; Pfennig, Norbert; Brockmann, Hans Archives of Microbiology, Vol. 102, Issue 1 https://doi.org/10.1007/BF00428353	journal	January 1975
Studies of pigments and growth in Chloroflexus aurantiacus, a phototrophic filamentous bacterium Pierson, Beverly K.; Castenholz, Richard W. Archives of Microbiology, Vol. 100, Issue 1 https://doi.org/10.1007/BF00446324	journal	January 1974
Nomenclature of the bacteriochlorophyllsc,d, ande Smith, Kevin M. Photosynthesis Research, Vol. 41, Issue 1 https://doi.org/10.1007/BF02184141	journal	July 1994
Chlorophyll b reduction during senescence of barley seedlings Scheumann, Verena; Schoch, Siegrid; Rüdiger, Wolfhart Planta, Vol. 209, Issue 3 https://doi.org/10.1007/s004250050644	journal	September 1999
Effects of heavy central metal on the ground and excited states of chlorophyll Drzewiecka-Matuszek, Agnieszka; Skalna, Agnieszka; Karocki, Andrzej JBIC Journal of Biological Inorganic Chemistry, Vol. 10, Issue 5 https://doi.org/10.1007/s00775-005-0652-6	journal	May 2005
Spectral and photosensitizing properties of bacteriochlorin a and its monomethyl and dimethyl esters Nichiporovich, I. N.; Vadetskaya, T. N.; Vorobei, A. V. Journal of Applied Spectroscopy, Vol. 73, Issue 1 https://doi.org/10.1007/s10812-006-0044-x	journal	January 2006
A viewpoint: Why chlorophyll a? Björn, Lars Olof; Papageorgiou, George C.; Blankenship, Robert E. Photosynthesis Research, Vol. 99, Issue 2 https://doi.org/10.1007/s11120-008-9395-x	journal	January 2009
Singlet and triplet excited state properties of natural chlorophylls and bacteriochlorophylls Niedzwiedzki, Dariusz M.; Blankenship, Robert E. Photosynthesis Research, Vol. 106, Issue 3 https://doi.org/10.1007/s11120-010-9598-9	journal	November 2010
In vitro synthesis and characterization of bacteriochlorophyll-f and its absence in bacteriochlorophyll-e producing organisms Tamiaki, Hitoshi; Komada, Jun; Kunieda, Michio Photosynthesis Research, Vol. 107, Issue 2 https://doi.org/10.1007/s11120-010-9603-3	journal	December 2010
Excited state properties of chlorophyll f in organic solvents at ambient and cryogenic temperatures Niedzwiedzki, Dariusz M.; Liu, Haijun; Chen, Min Photosynthesis Research, Vol. 121, Issue 1 https://doi.org/10.1007/s11120-014-9981-z	journal	February 2014
Spectral signatures of five hydroxymethyl chlorophyll a derivatives chemically derived from chlorophyll b or chlorophyll f Sawicki, Artur; Willows, Robert D.; Chen, Min Photosynthesis Research, Vol. 140, Issue 1 https://doi.org/10.1007/s11120-018-00611-8	journal	January 2019
Chloroplast biogenesis: Determination of the molar extinction coefficients of divinyl chlorophyll a and b and their pheophytins Shedbalkar, Vinay P.; Rebeiz, Constantin A. Analytical Biochemistry, Vol. 207, Issue 2 https://doi.org/10.1016/0003-2697(92)90010-5	journal	December 1992
Optical properties of the protochlorophyll pigments II. Electronic absorption, fluorescence, and circular dichroism spectra Houssier, Claude; Sauer, Kenneth Biochimica et Biophysica Acta (BBA) - Bioenergetics, Vol. 172, Issue 3 https://doi.org/10.1016/0005-2728(69)90145-5	journal	April 1969
A new spectrally distinct component in preparations of chlorophyll c from the micro-alga Emiliania huxleyi (Prymnesiophycease) Jeffrey, S. W.; Wright, Simon W. Biochimica et Biophysica Acta (BBA) - Bioenergetics, Vol. 894, Issue 2 https://doi.org/10.1016/0005-2728(87)90188-5	journal	November 1987
The assay of chlorophylls a and b converted to their respective magnesium-rhodochlorin derivatives by extraction from recalcitrant algal cells with aqueous alkaline methanol: Prevention of allomerization with reductants Porra, Robert J. Biochimica et Biophysica Acta (BBA) - Bioenergetics, Vol. 1015, Issue 3 https://doi.org/10.1016/0005-2728(90)90083-G	journal	February 1990
The chlorophylls of green bacteria Stanier, R. Y.; Smith, J. H. C. Biochimica et Biophysica Acta, Vol. 41, Issue 3 https://doi.org/10.1016/0006-3002(60)90045-7	journal	July 1960
Spectral absorption properties of ordinary and fully deuteriated chlorophylls a and b Strain, Harold H.; Thomas, Mary R.; Katz, Joseph J. Biochimica et Biophysica Acta, Vol. 75 https://doi.org/10.1016/0006-3002(63)90617-6	journal	January 1963
Photoelectrochemistry of metallochlorophylls Watanabe, T.; Machida, K.; Suzuki, H. Coordination Chemistry Reviews, Vol. 64 https://doi.org/10.1016/0010-8545(85)80051-5	journal	May 1985
Isolation and partial characterization of a new chlorophyll associated with the reaction centre of photosystem I of Scenedesmus Dörnemann, Dieter; Senger, Horst FEBS Letters, Vol. 126, Issue 2 https://doi.org/10.1016/0014-5793(81)80271-2	journal	April 1981
Modified reaction centers from Rhodobacter sphaeroides R26: 2: Bacteriochlorophylls with modified C-3 substituents at sites B _A and B _B Struck, A.; Cmiel, E.; Katheder, I. FEBS Letters, Vol. 268, Issue 1 https://doi.org/10.1016/0014-5793(90)81003-7	journal	July 1990
Probing native-like orientation of pigments in modified reaction centers from Rhodobacter sphaeroides R26 by linear dichroism Meyer, Michaela; Scheer, Hugo; Breton, Jacques FEBS Letters, Vol. 393, Issue 1 https://doi.org/10.1016/0014-5793(96)00869-1	journal	September 1996
Determination of copper(II) chlorophyllin by reversed-phase high-performance liquid chromatography Inoue, H.; Yamashita, H.; Furuya, K. Journal of Chromatography A, Vol. 679, Issue 1 https://doi.org/10.1016/0021-9673(94)80315-3	journal	September 1994
The Pi electron structure and absorption spectra of chlorophylls in solution Weiss, Charles Journal of Molecular Spectroscopy, Vol. 44, Issue 1 https://doi.org/10.1016/0022-2852(72)90192-0	journal	October 1972
A novel sedimentary metallochlorin Prowse, W. G.; Keely, B. J.; Maxwell, J. R. Organic Geochemistry, Vol. 16, Issue 4-6 https://doi.org/10.1016/0146-6380(90)90143-N	journal	January 1990
Properties of two spectrally different components in chlorophyll c preparations Jeffrey, S. W. Biochimica et Biophysica Acta (BBA) - General Subjects, Vol. 177, Issue 3 https://doi.org/10.1016/0304-4165(69)90308-0	journal	May 1969
Preparation and some properties of crystalline chlorophyll c1 and c2 from marine algae Jeffrey, S. W. Biochimica et Biophysica Acta (BBA) - General Subjects, Vol. 279, Issue 1 https://doi.org/10.1016/0304-4165(72)90238-3	journal	August 1972
Photophysical and photochemical properties of potential porphyrin and chlorin photosensitizers for PDT Zenkevich, Eduard; Sagun, Evgenii; Knyukshto, Valentin Journal of Photochemistry and Photobiology B: Biology, Vol. 33, Issue 2 https://doi.org/10.1016/1011-1344(95)07241-1	journal	April 1996
Spectroscopic analysis of chlorophyll model complexes: methyl ester ClFe(III)pheophorbides Andersson, Laura A.; Loehr, Thomas M.; Cotton, Therese M. Biochimica et Biophysica Acta (BBA) - Bioenergetics, Vol. 974, Issue 2 https://doi.org/10.1016/S0005-2728(89)80369-X	journal	May 1989
Excited-state properties of 20-chloro-chlorophyll a Leupold, D.; Struck, A.; Stiel, H. Chemical Physics Letters, Vol. 170, Issue 5-6 https://doi.org/10.1016/S0009-2614(90)87088-9	journal	July 1990
Photophysical properties of Prochlorococcus marinus SS120 divinyl chlorophylls and phycoerythrin in vitro and in vivo Steglich, Claudia; Mullineaux, Conrad W.; Teuchner, Klaus FEBS Letters, Vol. 553, Issue 1-2 https://doi.org/10.1016/S0014-5793(03)00971-2	journal	September 2003
Protochlorophyllide b does not occur in barley etioplasts Scheumann, Verena; Klement, Harald; Helfrich, Michael FEBS Letters, Vol. 445, Issue 2-3 https://doi.org/10.1016/S0014-5793(99)00169-6	journal	February 1999
Reaction centers of photosystem II with a chemically-modified pigment composition: exchange of pheophytins with 13 ¹ -deoxo-13 ¹ -hydroxy-pheophytin a Shkuropatov, A. Ya.; Khatypov, R. A.; Shkuropatova, V. A. FEBS Letters, Vol. 450, Issue 1-2 https://doi.org/10.1016/S0014-5793(99)00486-X	journal	April 1999
New spectrophotometric equations for determining chlorophylls a, b, c1 and c2 in higher plants, algae and natural phytoplankton Jeffrey, S. W.; Humphrey, G. F. Biochemie und Physiologie der Pflanzen, Vol. 167, Issue 2 https://doi.org/10.1016/S0015-3796(17)30778-3	journal	January 1975
Synthesis of homologously pure bacteriochlorophyll-e and f analogues from BChls-c/d via transformation of the 7-methyl to formyl group and self-aggregation of synthetic zinc methyl bacteriopheophorbides-c/d/e/f in non-polar organic solvent Tamiaki, Hitoshi; Omoda, Miki; Saga, Yoshitaka Tetrahedron, Vol. 59, Issue 24 https://doi.org/10.1016/S0040-4020(03)00638-0	journal	June 2003
Pyrophaeoporphyrins c1 and c2: grazing products of chlorophyll c in aquatic environments J. Harradine, P.; R. Maxwell, J. Organic Geochemistry, Vol. 28, Issue 1-2 https://doi.org/10.1016/S0146-6380(97)00123-X	journal	January 1998
Distribution and stability of steryl chlorin esters in copepod faecal pellets from diatom grazing Talbot, Helen M.; Head, Robert N.; Harris, Roger P. Organic Geochemistry, Vol. 30, Issue 9 https://doi.org/10.1016/S0146-6380(99)00095-9	journal	September 1999
Photophysical studies of the pheophorbide a dimer Eichwurzel, I.; Stiel, H.; Röder, B. Journal of Photochemistry and Photobiology B: Biology, Vol. 54, Issue 2-3 https://doi.org/10.1016/S1011-1344(00)00016-6	journal	February 2000
Extinction coefficient for red-shifted chlorophylls: Chlorophyll d and chlorophyll f Li, Yaqiong; Scales, Nicholas; Blankenship, Robert E. Biochimica et Biophysica Acta (BBA) - Bioenergetics, Vol. 1817, Issue 8 https://doi.org/10.1016/j.bbabio.2012.02.026	journal	August 2012
Spectroscopic insights into the decreased efficiency of chlorosomes containing bacteriochlorophyll f Orf, Gregory S.; Tank, Marcus; Vogl, Kajetan Biochimica et Biophysica Acta (BBA) - Bioenergetics, Vol. 1827, Issue 4 https://doi.org/10.1016/j.bbabio.2013.01.006	journal	April 2013
Chemically modified reaction centers of photosystem II: Exchange of pheophytin a with 7-deformyl-7-hydroxymethyl-pheophytin b Zabelin, Alexey A.; Shkuropatova, Valentina A.; Makhneva, Zoya K. Biochimica et Biophysica Acta (BBA) - Bioenergetics, Vol. 1837, Issue 11 https://doi.org/10.1016/j.bbabio.2014.08.004	journal	November 2014
Light harvesting complexes in chlorophyll c-containing algae Büchel, Claudia Biochimica et Biophysica Acta (BBA) - Bioenergetics, Vol. 1861, Issue 4 https://doi.org/10.1016/j.bbabio.2019.05.003	journal	April 2020
Reduction of vinyl groups in naturally occurring chlorophylls-a Tamiaki, Hitoshi; Takekoshi, Daisuke; Mizoguchi, Tadashi Bioorganic & Medicinal Chemistry, Vol. 19, Issue 1 https://doi.org/10.1016/j.bmc.2010.11.056	journal	January 2011
Synthesis of chlorophyll-f analogs possessing the 2-formyl group by modifying chlorophyll-a Xu, Meiyun; Kinoshita, Yusuke; Tamiaki, Hitoshi Bioorganic & Medicinal Chemistry Letters, Vol. 24, Issue 16 https://doi.org/10.1016/j.bmcl.2014.06.022	journal	August 2014
Reversible absorption change of chlorophyll d in solutions Tomo, Tatsuya; Suzuki, Takehiro; Hirano, Emi Chemical Physics Letters, Vol. 423, Issue 4-6 https://doi.org/10.1016/j.cplett.2006.03.091	journal	June 2006
Fabrication of dye-sensitized solar cells using chlorophylls c1 and c2 and their oxidized forms c1′ and c2′ from Undaria pinnatifida (Wakame) Wang, Xiao-Feng; Zhan, Cong-Hong; Maoka, Takashi Chemical Physics Letters, Vol. 447, Issue 1-3 https://doi.org/10.1016/j.cplett.2007.08.097	journal	October 2007
Dataset on the absorption characteristics of extracted phytoplankton pigments Clementson, Lesley A.; Wojtasiewicz, Bozena Data in Brief, Vol. 24 https://doi.org/10.1016/j.dib.2019.103875	journal	June 2019
Isolation and optical properties of epimerically pure bacteriochlorophyll-f homologs Kinoshita, Yusuke; Harada, Jiro; Mizoguchi, Tadashi Dyes and Pigments, Vol. 164 https://doi.org/10.1016/j.dyepig.2019.01.041	journal	May 2019
Research advances in the use of tetrapyrrolic photosensitizers for photodynamic therapy Nyman, Emma S.; Hynninen, Paavo H. Journal of Photochemistry and Photobiology B: Biology, Vol. 73, Issue 1-2 https://doi.org/10.1016/j.jphotobiol.2003.10.002	journal	January 2004
The 17-propionate esterifying variants of bacteriochlorophyll-a and bacteriopheophytin-a in purple photosynthetic bacteria Mizoguchi, Tadashi; Isaji, Megumi; Harada, Jiro Journal of Photochemistry and Photobiology B: Biology, Vol. 142 https://doi.org/10.1016/j.jphotobiol.2014.12.013	journal	January 2015
Syntheses and optical properties of stable 8-alkylidene-bacteriochlorins mimicking the molecular structures of natural bacteriochlorophylls-b and g Kunieda, Michio; Mizoguchi, Tadashi; Tamiaki, Hitoshi Tetrahedron, Vol. 60, Issue 50 https://doi.org/10.1016/j.tet.2004.09.091	journal	December 2004
Preparation of mono-vinylated and formylated chlorophyll derivatives and their optical properties Tamiaki, Hitoshi; Tsuji, Kazuki; Kim, Kifa Tetrahedron, Vol. 72, Issue 29 https://doi.org/10.1016/j.tet.2016.06.001	journal	July 2016
Synthesis, modification, and optical properties of C3-ethynylated chlorophyll derivatives Sasaki, Shin-ichi; Mizutani, Keisuke; Kunieda, Michio Tetrahedron Letters, Vol. 49, Issue 26 https://doi.org/10.1016/j.tetlet.2008.04.128	journal	June 2008
Preparation of chlorophylls and pheophytins by isocratic liquid chromatography Watanabe, Tadashi.; Hongu, Akinori.; Honda, Kenichi. Analytical Chemistry, Vol. 56, Issue 2 https://doi.org/10.1021/ac00266a030	journal	February 1984
De Novo Synthesis of Gem-Dialkyl Chlorophyll Analogues for Probing and Emulating Our Green World Lindsey, Jonathan S. Chemical Reviews, Vol. 115, Issue 13 https://doi.org/10.1021/acs.chemrev.5b00065	journal	June 2015
Synthetic Chlorins, Possible Surrogates for Chlorophylls, Prepared by Derivatization of Porphyrins Taniguchi, Masahiko; Lindsey, Jonathan S. Chemical Reviews, Vol. 117, Issue 2 https://doi.org/10.1021/acs.chemrev.5b00696	journal	March 2016
Low-Density Lipoprotein Reconstituted by Pyropheophorbide Cholesteryl Oleate as Target-Specific Photosensitizer Zheng, Gang; Li, Hui; Zhang, Min Bioconjugate Chemistry, Vol. 13, Issue 3 https://doi.org/10.1021/bc025516h	journal	May 2002
Possible alternate pathway of bacteriochlorophyll biosynthesis in a mutant of Rhodopseudomonas sphaeroides Pudek, Morris R.; Richards, William R. Biochemistry, Vol. 14, Issue 14 https://doi.org/10.1021/bi00685a015	journal	July 1975
Biosynthesis of bacteriochlorophyll. The characterization of latter stage intermediates from mutants of Rhodopseudomonas spheroides Richards, William R.; Lascelles, June Biochemistry, Vol. 8, Issue 8 https://doi.org/10.1021/bi00836a051	journal	August 1969
The Absorption Spectra of Chlorophyll and Related Compounds. Aronoff, S. Chemical Reviews, Vol. 47, Issue 2 https://doi.org/10.1021/cr60147a001	journal	October 1950
Surface-enhanced resonance Raman spectroscopy of copper chlorophyllin on silver and gold colloids Hildebrandt, Peter; Spiro, Thomas G. The Journal of Physical Chemistry, Vol. 92, Issue 12 https://doi.org/10.1021/j100323a010	journal	June 1988
Anion and cation radicals of bacteriochlorophyll and bacteriopheophytin b. Their role in the primary charge separation of Rhodopseudomonas viridis Davis, M. S.; Forman, A.; Hanson, L. K. The Journal of Physical Chemistry, Vol. 83, Issue 26 https://doi.org/10.1021/j100489a005	journal	December 1979
The meso substitution of chlorophyll derivatives: direct route for transformation of bacteriopheophorbides d into bacteriopheophorbides c. Smith, Kevin M.; Goff, Dane A.; Simpson, Daniel J. Journal of the American Chemical Society, Vol. 107, Issue 17 https://doi.org/10.1021/ja00303a021	journal	August 1985
Peripheral metal complexes: chlorophyll "isomers" with magnesium bound to the ring E .beta.-keto ester system Scheer, Hugo; Katz, Joseph J. Journal of the American Chemical Society, Vol. 100, Issue 2 https://doi.org/10.1021/ja00470a034	journal	January 1978
Preparation and Properties of Pyrochlorophyll a, Methyl Pyrochlorophyllide a, Pyropheophytin a, and Methyl Pyropheophorbide a Derived from Chlorophyll by Decarbomethoxylation Pennington, F. C.; Strain, H. H.; Svec, W. A. Journal of the American Chemical Society, Vol. 86, Issue 7 https://doi.org/10.1021/ja01061a030	journal	April 1964
Metal-Substituted Bacteriochlorophylls. 1. Preparation and Influence of Metal and Coordination on Spectra Hartwich, Gerhard; Fiedor, Leszek; Simonin, Ingrid Journal of the American Chemical Society, Vol. 120, Issue 15 https://doi.org/10.1021/ja970874u	journal	April 1998
Absorption spectra of copper and zinc complexes of pheophytins and pheophorbides Jones, Ivan Dunlavy.; White, Raymond Cyrus.; Gibbs, Eleanor. Journal of Agricultural and Food Chemistry, Vol. 16, Issue 1 https://doi.org/10.1021/jf60155a001	journal	January 1968
Stereoselective Synthesis of New Chlorophyll a Related Antioxidants Isolated from Marine Organisms Ma, Lifu; Dolphin, David The Journal of Organic Chemistry, Vol. 61, Issue 7 https://doi.org/10.1021/jo951854i	journal	January 1996
Solvent Effects on the Excited-State Processes of Protochlorophyllide: A Femtosecond Time-Resolved Absorption Study Dietzek, B.; Kiefer, W.; Hermann, G. The Journal of Physical Chemistry B, Vol. 110, Issue 9 https://doi.org/10.1021/jp0556456	journal	March 2006
Time-Resolved Spectral Investigation of Bacteriochlorophyll a and Its Transmetalated Derivatives [Zn]-Bacteriochlorophyll a and [Pd]-Bacteriochlorophyll a Musewald, Christian; Hartwich, Gerhard; Pöllinger-Dammer, Florian The Journal of Physical Chemistry B, Vol. 102, Issue 42 https://doi.org/10.1021/jp982309z	journal	October 1998
Ultrafast Photophysics and Photochemistry of [Ni]-Bacteriochlorophyll a Musewald, Christian; Hartwich, Gerhard; Lossau, Harald The Journal of Physical Chemistry B, Vol. 103, Issue 33 https://doi.org/10.1021/jp991388r	journal	August 1999
Chlorophyll c _CS-170 Isolated from Ostreococcus sp. Is [7-Methoxycarbonyl-8-vinyl]protochlorophyllide a Álvarez, Susana; Rodríguez, Francisco; Riobó, Pilar Organic Letters, Vol. 15, Issue 17 https://doi.org/10.1021/ol4019826	journal	August 2013
Composition and optical properties of reaction centre core complexes from the green sulfur bacteria Prosthecochloris aestuarii and Chlorobium tepidum Permentier, Hjalmar P. Photosynthesis Research, Vol. 64, Issue 1, p. 27-39 https://doi.org/10.1023/A:1026515027824	journal	April 2000
In vitro Conversion of Vinyl to Formyl Groups in Naturally Occurring Chlorophylls Loughlin, Patrick C.; Willows, Robert D.; Chen, Min Scientific Reports, Vol. 4, Issue 1 https://doi.org/10.1038/srep06069	journal	August 2014
Photobiological characteristics of chlorophyll a derivatives as microbial PDT agents Uliana, Marciana P.; Pires, Layla; Pratavieira, Sebastião Photochem. Photobiol. Sci., Vol. 13, Issue 8 https://doi.org/10.1039/C3PP50376C	journal	January 2014
LiOH promoted allomerization of pyropheophorbide a. A convenient synthesis of 132-oxopyropheophorbide a and its unusual enolization Kozyrev, Andrei N.; Pandey, Ravindra K. Chemical Communications, Issue 4 https://doi.org/10.1039/a707805f	journal	January 1998
Stereochemical determination of the unique acrylate moiety at the 17-position in chlorophylls-c from a diatom Chaetoseros calcitrans and its effect upon electronic absorption properties Mizoguchi, Tadashi; Nagai, Chihiro; Kunieda, Michio Organic & Biomolecular Chemistry, Vol. 7, Issue 10 https://doi.org/10.1039/b900802k	journal	January 2009
Characterization of [8-ethyl]-chlorophyll c3 from Emiliania huxleyi Álvarez, Susana; Zapata, Manuel; Garrido, José L. Chemical Communications, Vol. 48, Issue 44 https://doi.org/10.1039/c2cc31329d	journal	January 2012
Determination of the absolute quantum yield of fluorescent solutions Weber, G.; Teale, F. W. J. Transactions of the Faraday Society, Vol. 53 https://doi.org/10.1039/tf9575300646	journal	January 1957
Purification and properties of chlorophyll c from Sargassum flavicans Jeffrey, Sw Biochemical Journal, Vol. 86, Issue 2 https://doi.org/10.1042/bj0860313	journal	February 1963
Design, synthesis and properties of synthetic chlorophyll proteins: Synthetic chlorophyll proteins Rau, Harald K.; Snigula, Heike; Struck, Andreas European Journal of Biochemistry, Vol. 268, Issue 11 https://doi.org/10.1046/j.1432-1327.2001.02231.x	journal	June 2001
Demonstration and interpretation of significant asymmetry in the low-resolution and high-resolution Q _y fluorescence and absorption spectra of bacteriochlorophyll a Rätsep, Margus; Cai, Zheng-Li; Reimers, Jeffrey R. The Journal of Chemical Physics, Vol. 134, Issue 2 https://doi.org/10.1063/1.3518685	journal	January 2011
Photochemical ionogenesis in solutions of zinc octaethyl porphyrin Ballard, S. G.; Mauzerall, D. C. The Journal of Chemical Physics, Vol. 72, Issue 2 https://doi.org/10.1063/1.439211	journal	January 1980
Chlorophyll lasers: Stimulated light emission by chlorophylls and Mg-free chlorophyll derivatives Hindman, J. C.; Kugel, R.; Svirmickas, A. Proceedings of the National Academy of Sciences, Vol. 74, Issue 1 https://doi.org/10.1073/pnas.74.1.5	journal	January 1977
Monomeric chlorophyll a enol: Evidence for its possible role as the primary electron donor in photosystem I of plant photosynthesis Wasielewski, M. R.; Norris, J. R.; Shipman, L. L. Proceedings of the National Academy of Sciences, Vol. 78, Issue 5 https://doi.org/10.1073/pnas.78.5.2957	journal	May 1981
Bacteriopheophytin g: Properties and some speculations on a possible primary role for bacteriochlorophylls b and g in the biosynthesis of chlorophylls Michalski, T. J.; Hunt, J. E.; Bowman, M. K. Proceedings of the National Academy of Sciences, Vol. 84, Issue 9 https://doi.org/10.1073/pnas.84.9.2570	journal	May 1987
Conversion of Chlorophyll b to Chlorophyll a via 7-Hydroxymethyl Chlorophyll Ito, Hisashi; Ohtsuka, Tatsuyuki; Tanaka, Ayumi Journal of Biological Chemistry, Vol. 271, Issue 3 https://doi.org/10.1074/jbc.271.3.1475	journal	January 1996
Characterization of a Plant-like Protochlorophyllide a Divinyl Reductase in Green Sulfur Bacteria Chew, Aline Gomez Maqueo; Bryant, Donald A. Journal of Biological Chemistry, Vol. 282, Issue 5 https://doi.org/10.1074/jbc.M609730200	journal	December 2006
Spectral Signatures of Photosynthesis. I. Review of Earth Organisms Kiang, Nancy Y.; Siefert, Janet Astrobiology, Vol. 7, Issue 1 https://doi.org/10.1089/ast.2006.0105	journal	February 2007
Discovery of Natural Photosynthesis using Zn-Containing Bacteriochlorophyll in an Aerobic Bacterium Acidiphilium rubrum Wakao, N.; Yokoi, N.; Isoyama, N. Plant and Cell Physiology, Vol. 37, Issue 6 https://doi.org/10.1093/oxfordjournals.pcp.a029029	journal	September 1996
Metabolic Engineering of the Chl d-Dominated Cyanobacterium Acaryochloris marina: Production of a Novel Chl Species by the Introduction of the Chlorophyllide a Oxygenase Gene Tsuchiya, Tohru; Mizoguchi, Tadashi; Akimoto, Seiji Plant and Cell Physiology, Vol. 53, Issue 3 https://doi.org/10.1093/pcp/pcs007	journal	March 2012
Fluorescence-Spectrum Curves of Chlorophylls, Pheophytins, Phycoerythrins, Phycocyanins and Hypericin. French, C. S.; Smith, James H. C.; Virgin, Hemming I. Plant Physiology, Vol. 31, Issue 5 https://doi.org/10.1104/pp.31.5.369	journal	September 1956
Reduction of Chlorophyllides, Chlorophylls and Chlorophyll Derivatives by Sodium Borohydride. Holt, A. Stanley Plant Physiology, Vol. 34, Issue 3 https://doi.org/10.1104/pp.34.3.310	journal	May 1959
A New Form of Chlorophyll c Involved in Light-Harvesting Fawley, Marvin W. Plant Physiology, Vol. 91, Issue 2 https://doi.org/10.1104/pp.91.2.727	journal	October 1989
Widespread occurrence and unexpected diversity of red‐shifted chlorophyll producing cyanobacteria in humid subtropical forest ecosystems Zhang, Zhong‐Chun; Li, Zheng‐Ke; Yin, Yan‐Chao Environmental Microbiology, Vol. 21, Issue 4 https://doi.org/10.1111/1462-2920.14582	journal	March 2019
IUPAC-IUB Joint Commission on Biochemical Nomenclature (JCBN) Nomenclature of Tetrapyrroles Recommendations 1978 Merritt, Joy E.; Loening, Kurt L. European Journal of Biochemistry, Vol. 108, Issue 1 https://doi.org/10.1111/j.1432-1033.1980.tb04691.x	journal	July 1980
Spectrochromatography of photosynthetic pigments as a fingerprinting technique for microbial phototrophs Frigaard, Niels-Ulrik; Larsen, Kim L.; Cox, Raymond P. FEMS Microbiology Ecology, Vol. 20, Issue 2 https://doi.org/10.1111/j.1574-6941.1996.tb00306.x	journal	June 1996
An Informal Discussion on Tetrapyrrole Nomenclature Bonnett, R. Annals of the New York Academy of Sciences, Vol. 206, Issue 1 The Chemical https://doi.org/10.1111/j.1749-6632.1973.tb43251.x	journal	October 1973
EFFECTS OF SOLVENT ON THE FLUORESCENCE PROPERTIES OF BACTERIOCHLOROPHYLL a Connolly, John S.; Samuel, Edward B.; Janzen, A. Frederick Photochemistry and Photobiology, Vol. 36, Issue 5 https://doi.org/10.1111/j.1751-1097.1982.tb04417.x	journal	November 1982
PHOTODYNAMIC SENSITIZERS FROM CHLOROPHYLL:PURPURIN–18 AND CHLORINp ₆ Hoober, J. Kenneth; Sery, Theodore W.; Yamamoto, Nobuto Photochemistry and Photobiology, Vol. 48, Issue 5 https://doi.org/10.1111/j.1751-1097.1988.tb02867.x	journal	November 1988
PhotochemCAD: A Computer-Aided Design and Research Tool in Photochemistry Du, Hai; Fuh, Ru-Chun Amy; Li, Junzhong Photochemistry and Photobiology, Vol. 68, Issue 2 https://doi.org/10.1111/j.1751-1097.1998.tb02480.x	journal	August 1998
Novel Water-soluble Bacteriochlorophyll Derivatives for Vascular-targeted Photodynamic Therapy: Synthesis, Solubility, Phototoxicity and the Effect of Serum Proteins¶ Brandis, Alexander; Mazor, Ohad; Neumark, Eran Photochemistry and Photobiology, Vol. 81, Issue 4 https://doi.org/10.1111/j.1751-1097.2005.tb01473.x	journal	July 2005
PhotochemCAD 2: A Refined Program with Accompanying Spectral Databases for Photochemical Calculations¶ Dixon, James M.; Taniguchi, Masahiko; Lindsey, Jonathan S. Photochemistry and Photobiology, Vol. 81, Issue 1 https://doi.org/10.1111/j.1751-1097.2005.tb01544.x	journal	January 2005
Database of Absorption and Fluorescence Spectra of >300 Common Compounds for use in PhotochemCAD Taniguchi, Masahiko; Lindsey, Jonathan S. Photochemistry and Photobiology, Vol. 94, Issue 2 https://doi.org/10.1111/php.12860	journal	February 2018
PhotochemCAD 3: Diverse Modules for Photophysical Calculations with Multiple Spectral Databases Taniguchi, Masahiko; Du, Hai; Lindsey, Jonathan S. Photochemistry and Photobiology, Vol. 94, Issue 2 https://doi.org/10.1111/php.12862	journal	February 2018
THE PHASE TEST INTERMEDIATE AND THE ALLOMERIZATION OF CHLOROPHYLL a Holt, A. S. Canadian Journal of Biochemistry and Physiology, Vol. 36, Issue 1 https://doi.org/10.1139/y58-050	journal	January 1958
Extending the limits of natural photosynthesis and implications for technical light harvesting Chen, Min; Scheer, Hugo Journal of Porphyrins and Phthalocyanines, Vol. 17, Issue 01n02 https://doi.org/10.1142/S1088424612300108	journal	January 2013
Nomenclature of tetrapyrroles (Recommendations 1986) Moss, G. P. Pure and Applied Chemistry, Vol. 59, Issue 6 https://doi.org/10.1351/pac198759060779	journal	January 1987
Copper Replacement of Magnesium in the Chlorophylls and Bacteriochlorophyll Kim, W. S. Zeitschrift für Naturforschung B, Vol. 22, Issue 10 https://doi.org/10.1515/znb-1967-1014	journal	October 1967
The Unexpected Reduction of the Vinyl Group of Chlorophyll b by Sodium Borohydride in Methanolic Extracts of Maize Leaves and Its Inhibition by 8-Hydroxyquinoline Porra, R. J.; Schäfer, W.; Cmiel, E. Zeitschrift für Naturforschung C, Vol. 48, Issue 9-10 https://doi.org/10.1515/znc-1993-9-1011	journal	October 1993
Lessons from Chlorophylls: Modifications of Porphyrinoids Towards Optimized Solar Energy Conversion Karcz, Dariusz; Boroń, Bożena; Matwijczuk, Arkadiusz Molecules, Vol. 19, Issue 10 https://doi.org/10.3390/molecules191015938	journal	October 2014
Photodynamic activity of pyropheophorbide methyl ester and pyropheophorbide a in dimethylformamide solution Al-Omari, S.; Ali, A. General Physiology and Biophysics, Vol. 28, Issue 1 https://doi.org/10.4149/gpb_2009_01_70	journal	January 2009
Synthesis of Novel C12-Nonmethylated Chlorophyll Derivatives from Methyl Pyropheophorbide-a by Allomerization and Functionalization Wang, Jin-Jun; Wang, Peng; Li, Jia-Zhu Bulletin of the Korean Chemical Society, Vol. 32, Issue 9 https://doi.org/10.5012/bkcs.2011.32.9.3473	journal	September 2011

Similar Records

Database of Absorption and Fluorescence Spectra of >300 Common Compounds for use in Photochem CAD

Journal Article · Mon Feb 12 19:00:00 EST 2018 · Photochemistry and Photobiology · OSTI ID:1425229

Fundamental Studies of the Vibrational, Electronic, and Photophysical Properties of Tetrapyrrolic Architectures

Technical Report · Sun Nov 24 23:00:00 EST 2024 · OSTI ID:2478584

Beyond green with synthetic chlorophylls – Connecting structural features with spectral properties

Journal Article · Thu Mar 24 20:00:00 EDT 2022 · Journal of Photochemistry and Photobiology C: Photochemistry Reviews · OSTI ID:1977387

Absorption and Fluorescence Spectral Database of Chlorophylls and Analogues

Citation Formats

References (122)

Similar Records

Related Subjects