Synthesis of ¹⁸O-labeled photosynthetically active chlorophylls at the 3- or 7-carbonyl group with high regioselectivity.

Abstract:

:The 3- and 7-formyl groups of chlorophyll-d (Chl-d) and bacteriochlorophyll-e (BChl-e), respectively, were regioselectively labeled with an isotopically stable oxygen-18 (¹⁸O) atom to give 3¹-¹⁸O-labeled Chl-d and 7¹-¹⁸O-labeled BChl-e (ca. 90% ¹⁸O) by exchanging the carbonyl oxygen atoms in the presence of acidic H₂ ¹⁸O (ca. 95% ¹⁸O). Another photosynthetically active chlorophyll, BChl-a possessing the 3-acetyl group was treated under similar acidic conditions to afford a trace amount of 3¹-¹⁸O-labeled BChl-a and further demetallated compound, the corresponding 3¹-¹⁸O-labeled bacteriopheophytin-a as the major product with 55% ¹⁸O-degree. The FT-IR spectra of ¹⁸O-(un)labeled chlorophylls in the solution and the solid states showed that the 3- and 7-carbonyl stretching vibration modes moved to about a 30-cm⁻¹ lower wavenumber by ¹⁸O-labeling at the 3¹- and 7¹-oxo moieties. In artificial chlorosome-like self-aggregates of BChl-e, the ¹⁸O-labeled 7-carbonyl stretching mode was completely resolved from the specially hydrogen-bonded 13-C=O stretching mode, evidently indicating no interaction of the 7-CHO with other functional groups in the supramolecules.

journal_name

Photosynth Res

journal_title

Photosynthesis research

authors

Morishita H,Mizoguchi T,Tamiaki H

doi

10.1007/s11120-010-9590-4

subject

Has Abstract

pub_date

2010-09-01 00:00:00

pages

257-63

issue

3

eissn

0166-8595

issn

1573-5079

journal_volume

105

pub_type

杂志文章
  • Temperature shift effect on the Chlorobaculum tepidum chlorosomes.

    abstract::Chlorobaculum [Cba.] tepidum is known to grow optimally at 48-52 °C and can also be cultured at ambient temperatures. In this paper, we prepared constant temperature, temperature shift, and temperature shift followed by backshift cultures and investigated the intrinsic properties and spectral features of chlorosomes f...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/s11120-013-9800-y

    authors: Tang JK,Xu Y,Muhlmann GM,Zare F,Khin Y,Tam SW

    更新日期:2013-05-01 00:00:00

  • Time line of discoveries: anoxygenic bacterial photosynthesis.

    abstract::A time line of important research relating to anoxygenic photosynthetic organisms is presented. The time line includes discoveries of organisms, metabolic capabilities, molecular complexes and genetic systems. It also pinpoints important milestones in our understanding of the structure, function, organization, assembl...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1023/B:PRES.0000030448.24695.ec

    authors: Gest H,Blankenship RE

    更新日期:2004-01-01 00:00:00

  • Two conserved tryptophan residues are responsible for intrinsic fluorescence enhancement in Rubisco activase upon ATP binding.

    abstract::Two species-invariant tryptophan residues at positions 109 and 250 of tobacco Rubisco activase were identified by site-directed mutagenesis as being responsible for the increase in intrinsic fluorescence upon addition of ATP, which has been previously attributed to increased self-association. Substitution of W109, whi...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/s11120-006-9051-2

    authors: Wang D,Portis AR Jr

    更新日期:2006-05-01 00:00:00

  • Tissue specific protochlorophyll(ide) forms in dark-forced shoots of grapevine (Vitis viniferaL.).

    abstract::Cuttings of grapevine (Vitis vinifera L. cv. Chardonnay) were dark-forced at least three weeks. Pigment contents, 77 K fluorescence emission, excitation spectra of the leaves, petioles, stems, transmission electron micrographs of the etioplasts from leaves, the chlorenchyma tissues of the stems were analysed. The dark...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/s11120-004-1061-3

    authors: Böddi B,Bòka K,Sundqvist C

    更新日期:2004-01-01 00:00:00

  • The home stretch, a first analysis of the nearly completed genome of Rhodobacter sphaeroides 2.4.1.

    abstract::Rhodobacter sphaeroides 2.4.1 is an alpha-3 purple nonsulfur eubacterium with an extensive metabolic repertoire. Under anaerobic conditions, it is able to grow by photosynthesis, respiration and fermentation. Photosynthesis may be photoheterotrophic using organic compounds as both a carbon and a reducing source, or ph...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1023/A:1013831823701

    authors: Mackenzie C,Choudhary M,Larimer FW,Predki PF,Stilwagen S,Armitage JP,Barber RD,Donohue TJ,Hosler JP,Newman JE,Shapleigh JP,Sockett RE,Zeilstra-Ryalls J,Kaplan S

    更新日期:2001-01-01 00:00:00

  • PSI photoinhibition is more related to electron transfer from PSII to PSI rather than PSI redox state in Psychotria rubra.

    abstract::Although it has been believed that wild-type plants are capable of protecting photosystem I (PSI) under high light, our previous study indicates that PSI is sensitive to high light in the shade-established tree species Psychotria rubra. However, the underlying physiological mechanisms are unclear. In this study, we ex...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/s11120-016-0275-5

    authors: Huang W,Yang YJ,Zhang JL,Hu H,Zhang SB

    更新日期:2016-07-01 00:00:00

  • Peroxisomal hydroxypyruvate reductase is not essential for photorespiration in Arabidopsis but its absence causes an increase in the stoichiometry of photorespiratory CO2 release.

    abstract::Recycling of carbon by the photorespiratory pathway involves enzymatic steps in the chloroplast, mitochondria, and peroxisomes. Most of these reactions are essential for plants growing under ambient CO(2) concentrations. However, some disruptions of photorespiratory metabolism cause subtle phenotypes in plants grown i...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/s11120-011-9651-3

    authors: Cousins AB,Walker BJ,Pracharoenwattana I,Smith SM,Badger MR

    更新日期:2011-09-01 00:00:00

  • Competition between electron acceptors in photosynthesis: Regulation of the malate valve during CO2 fixation and nitrite reduction.

    abstract::For maximal rates of CO2 assimilation in isolated intact spinach chloroplasts the generation of the adequate NADPH/ATP ratio is achieved either by cyclic electron flow around photosystem I or by linear electron transport to oxaloacetate, nitrite or oxygen (Mehler-reaction). The interrelationships between these poising...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/BF00019060

    authors: Backhausen JE,Kitzmann C,Scheibe R

    更新日期:1994-10-01 00:00:00

  • Multiple sites of retardation of electron transfer in Photosystem II after hydrolysis of phosphatidylglycerol.

    abstract::Phosphatidylglycerol (PG), containing the unique fatty acid Delta3, trans-16:1-hexadecenoic acid, is a minor but ubiquitous lipid component of thylakoid membranes of chloroplasts and cyanobacteria. We investigated its role in electron transfers and structural organization of Photosystem II (PSII) by treating Arabidops...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/s11120-006-9126-0

    authors: Kim EH,Razeghifard R,Anderson JM,Chow WS

    更新日期:2007-07-01 00:00:00

  • Mimicking the electron donor side of Photosystem II in artificial photosynthesis.

    abstract::This review focuses on our recent efforts in synthetic ruthenium-tyrosine-manganese chemistry mimicking the donor side reactions of Photosystem II. Tyrosine and tryptophan residues were linked to ruthenium photosensitizers, which resulted in model complexes for proton-coupled electron transfer from amino acids. A new ...

    journal_title:Photosynthesis research

    pub_type: 杂志文章,评审

    doi:10.1007/s11120-005-9005-0

    authors: Lomoth R,Magnuson A,Sjödin M,Huang P,Styring S,Hammarström L

    更新日期:2006-01-01 00:00:00

  • Effects of temperature and photosynthetic inhibitors on light activation of C4-phosphoenolpyruvate carboxylase.

    abstract::Phosphoenolpyruvate carboxylase from leaves of the C4 plant Setaria verticillata (L.) Beauv. is activated by light; day levels of activity are reached after 30 minutes of illumination. Photoactivation is prevented by inhibitors of photosynthetic electron flow or of photophosphorylation and by D,L-glyceraldehyde, which...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/BF00028842

    authors: Samaras Y,Manetas Y,Gavalas NA

    更新日期:1988-06-01 00:00:00

  • Contributions of henrik lundegårdh.

    abstract::Henrik Lundegårdh made major contributions in the field of ecology and plant physiology from 1912 to 1969. His early work at Hallands Väderö in the Kattegat pioneered quantitative approaches to plant ecology and laid the understanding of carbon dioxide exchange in natural communities which is still useful today in glo...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1023/A:1024980325118

    authors: Larkum AW

    更新日期:2003-01-01 00:00:00

  • Flash-induced proton transfer in photosynthetic bacteria.

    abstract::A proton electrochemical potential across the membranes of photosynthetic purple bacteria is established by a light-driven proton pump mechanism: the absorbed light in the reaction center initiates electron transfer which is coupled to the vectorial displacement of protons from the cytoplasm to the periplasm. The stoi...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/BF02185435

    authors: Maróti P

    更新日期:1993-07-01 00:00:00

  • Isolation and characterization of mutants defective in the localization of LCIB, an essential factor for the carbon-concentrating mechanism in Chlamydomonas reinhardtii.

    abstract::The unicellular green alga Chlamydomonas reinhardtii acclimates to low-CO2 (LC) conditions by actively transporting inorganic carbon (Ci) into the cell, resulting in an increase in photosynthetic efficiency. This mechanism is called the carbon-concentrating mechanism (CCM), and soluble protein LCIB is essential for th...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/s11120-013-9963-6

    authors: Yamano T,Asada A,Sato E,Fukuzawa H

    更新日期:2014-09-01 00:00:00

  • Photo-CIDNP solid-state NMR on photosystems I and II:what makes P680 special?

    abstract::The origin of the extraordinary high redox potential of P680, the primary electron donor of Photosystem II, is still unknown. Photochemically induced dynamic nuclear polarisation (photo-CIDNP) 13C magic-angle spinning (MAS) NMR is a powerful method to study primary electron donors. In order to reveal the electronic st...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/s11120-005-0411-0

    authors: Diller A,Alia,Roy E,Gast P,van Gorkom HJ,Zaanen J,de Groot HJ,Glaubitz C,Matysik J

    更新日期:2005-06-01 00:00:00

  • Physiological effects of sublethal atrazine on barley chloroplast thylakoid membranes.

    abstract::This study was conducted to more clearly define the physiological effects of PS II herbicides on chloroplast thylakoid membrane activity and composition. Barley (Hordeum vulgare L. cv Boone) was grown in hydroponic culture at 20°C in a growth chamber with a light intensity of 500 μmole photons m(-2) s(-1). Atrazine (2...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/BF00028793

    authors: De la Torre WR,Burkey KO

    更新日期:1992-04-01 00:00:00

  • Light- and CO2-saturated photosynthesis: enhancement by oxygen.

    abstract::Oxygen may enhance CO2-saturated photosynthesis in intact leaves, which display the Warburg effect when illuminated at the current atmospheric level of CO2 and O2, of about 350 microl l(-1) and 21%, respectively. The magnitude of the stimulation depends on irradiance. The K(M)(O2) of the stimulation is 128 microM (10....

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/s11120-006-9050-3

    authors: Viil J,Ivanova H,Pärnik T

    更新日期:2006-06-01 00:00:00

  • The MoD-QM/MM methodology for structural refinement of photosystem II and other biological macromolecules.

    abstract::Quantum mechanics/molecular mechanics (QM/MM) hybrid methods are currently the most powerful computational tools for studies of structure/function relations and structural refinement of macrobiomolecules (e.g., proteins and nucleic acids). These methods are highly efficient, since they implement quantum chemistry tech...

    journal_title:Photosynthesis research

    pub_type: 杂志文章,评审

    doi:10.1007/s11120-009-9467-6

    authors: Sproviero EM,Newcomer MB,Gascón JA,Batista ER,Brudvig GW,Batista VS

    更新日期:2009-11-01 00:00:00

  • The Ile(L229) → Met mutation impairs the quinone binding to the QB-pocket in reaction centers of Rhodobacter sphaeroides.

    abstract::A spontaneous mutant (R/89) of photosynthetic purple bacterium Rhodobacter sphaeroides R-26 was selected for resistance to 200 μM atrazin. It showed increased resistance to interquinone electron transfer inhibitors of o-phenanthroline (resistance factor, RF=20) in UQo reconstituted isolated reaction centers and terbut...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/BF00032585

    authors: Tandori J,Nagy L,Puskás A,Droppa M,Horváth G,Maróti P

    更新日期:1995-08-01 00:00:00

  • Carotenoids and bacterial photosynthesis: The story so far...

    abstract::This concise review describes the current status of research into how carotenoids function in bacterial photosynthesis. This is illustrated by reference to very recent studies on both the photoprotective and antenna functions of carotenoids. The major remaining open questions on the detailed molecular mechanisms invol...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1023/A:1014715114520

    authors: Fraser NJ,Hashimoto H,Cogdell RJ

    更新日期:2001-01-01 00:00:00

  • On the natural selection and evolution of the aerobic phototrophic bacteria.

    abstract::This contribution gives a brief survey of the short history since the discovery of the aerobic phototrophic bacteria to focus on a general evolutionary scenario. Most of the citations are of reviews that have covered the earlier literature and to which the reader is directed at appropriate places in the following text...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1023/A:1020493518379

    authors: Beatty JT

    更新日期:2002-01-01 00:00:00

  • Photosynthetic properties of leaves of a yellow green mutant of wheat compared to its wild type.

    abstract::We investigated several photosynthetic parameters of a virescent mutant of durum wheat and of its wild-type. Electron transport rate to ferricyanide was the same in the two genotypes when expressed on leaf area basis while O2 evolution of the leaf tissue in saturating light and CO2 was slightly higher in the yellow ge...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/BF00033365

    authors: Marco GD,D'Ambrosio N,Giardi MT,Massacci A,Tricoli D

    更新日期:1989-08-01 00:00:00

  • Constructed deletions in lumen-exposed regions of the D1 protein in the cyanobacterium Synechocystis 6803: Effects on D1 insertion and accumulation in the thylakoid membrane, and on Photosystem II assembly.

    abstract::Modified forms of the D1 protein with deletions in lumen-exposed regions, were constructed in the cyanobacterium Synechocystis 6803 using site-directed mutagenesis. Integration and stability of the mutated D1 proteins in the thylakoid membrane were studied by immunoblot and pulse-chase analyses. It was found that in Δ...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/BF00117663

    authors: Salih G,Wiklund R,Tyystjärvi T,Mäenpää P,Gerez C,Jansson C

    更新日期:1996-08-01 00:00:00

  • Optical effects of sodium dodecyl sulfate treatment of the isolated light harvesting complex of higher plants.

    abstract::The light-harvesting complex (LHC) of higher plants isolated using Triton X-100 has been studied during its transformation into a monomeric form known as CPII. The change was accomplished by gradually increasing the concentration of the detergent, sodium dodecyl sulfate (SDS). Changes in the red spectral region of the...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/BF00029727

    authors: Gülen D,Knox R,Breton J

    更新日期:1986-01-01 00:00:00

  • Origin and early evolution of photosynthesis.

    abstract::Photosynthesis was well-established on the earth at least 3.5 thousand million years ago, and it is widely believed that these ancient organisms had similar metabolic capabilities to modern cyanobacteria. This requires that development of two photosystems and the oxygen evolution capability occurred very early in the...

    journal_title:Photosynthesis research

    pub_type: 杂志文章,评审

    doi:

    authors: Blankenship RE

    更新日期:1992-01-01 00:00:00

  • Photosynthetic glow peaks and their relationship with the free energy changes.

    abstract::This paper is concerned with relating thermoluminescence to the total free-energy change, ΣG, involved in detrapping a particular electron-hole pair as a photosynthetic sample is warmed from an initial low temperature. It extends a mathematical discussion of four possible mechanisms introduced in an earlier paper [DeV...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/BF00032597

    authors: Devault D,Govindjee

    更新日期:1990-05-01 00:00:00

  • Taxonomy, phylogeny, and ecology of the heliobacteria.

    abstract::Heliobacteria are a recently discovered group of anoxygenic phototrophic bacteria, first described in 1983. Heliobacteria contain bacteriochlorophyll g, a pigment unique to species of this group, and synthesize the simplest photosynthetic complexes of all known phototrophs. Also, unlike all other phototrophs, heliobac...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/s11120-009-9516-1

    authors: Asao M,Madigan MT

    更新日期:2010-06-01 00:00:00

  • Recent overview of the Mg branch of the tetrapyrrole biosynthesis leading to chlorophylls.

    abstract::In plants, chlorophylls (chlorophyll a and chlorophyll b) are the most abundant tetrapyrrole molecules and are essential for photosynthesis. The first committed step of chlorophyll biosynthesis is the insertion of Mg(2+) into protoporphyrin IX, and thus subsequent steps of the biosynthesis are called the Mg branch. As...

    journal_title:Photosynthesis research

    pub_type: 杂志文章,评审

    doi:10.1007/s11120-008-9291-4

    authors: Masuda T

    更新日期:2008-05-01 00:00:00

  • C3-C 4 intermediate photosynthetic characteristics of cassava (Manihot esculenta Crantz) : II. Initial products of(14)CO 2 fixation.

    abstract::Cassava, bean and maize leaves were fed with(14)CO2 in light and the primary products of photosynthesis identified 5 and 10 seconds after assimilation. In maize, approximately three quarters of the labelled carbon was incorporated in C4 acids, in beans about two thirds in PGA, and in cassava approximately 40-60% in C4...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1007/BF00055123

    authors: Cock JH,Riaño NM,El-Sharkawy MA,Yamel LF,Bastidas G

    更新日期:1987-01-01 00:00:00

  • Fe Resupply to Fe-deficient Sugar Beet Plants Leads to Rapid Changes in the Violaxanthin Cycle and other Photosynthetic Characteristics without Significant de novo Chlorophyll Synthesis.

    abstract::The effects of Fe resupply to Fe-deficient plants have been investigated in hydroponically-grown sugar beet. In the short-term (24 h) after Fe resupply, major changes were observed, although de novo chlorophyll (Chl) synthesis had not begun yet. Approximately 50% of the zeaxanthin was converted into violaxanthin, wher...

    journal_title:Photosynthesis research

    pub_type: 杂志文章

    doi:10.1023/B:PRES.0000011919.35309.5e

    authors: Larbi A,Abadía A,Morales F,Abadía J

    更新日期:2004-01-01 00:00:00