Understanding of the Mode of Action of Fe<sup>III</sup>–EDDHA as Iron Chlorosis Corrector Based on Its Photochemical and Redox Behavior

Gallego, Manuel Requena; Pellico, Daniel; Ramírez‐López, Pedro; Mancheño, María J.; Romano, Santiago; Torre, Marı́a C. de la; Sierra, Miguel Á.

doi:10.1002/chem.200500286

Cited by 32 publications

(31 citation statements)

References 49 publications

(72 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Such mixtures can be divided into 4 groups of FeEDDHA components: 1) racemic o,oFeEDDHA, 2) meso o,o-FeEDDHA, 3) o,p-FeED-DHA, and 4) rest-FeEDDHA (largely consisting of polycondensates). The physical and chemical properties of these FeEDDHA components differ strongly (Ahrland et al 1990; Bannochie and Martell 1989;Frost et al 1958;Gomez-Gallego et al 2005Yunta et al 2003a, b), and as a consequence, so does their ability to preserve Fe in solution and deliver it to the plant.…”

Section: Introductionmentioning

confidence: 96%

FeEDDHA-facilitated Fe uptake in relation to the behaviour of FeEDDHA components in the soil-plant system as a function of time and dosage

et al. 2010

View full text Add to dashboard Cite

FeEDDHA products are widely used to prevent and remedy Fe chlorosis in crops grown on calcareous soils. These products consist of a mixture of FeEDDHA components: racemic o,o-FeEDDHA, meso o,o-FeEDDHA, o,p-FeEDDHA and rest-FeEDDHA. The FeEDDHA components differ in physical and chemical properties, and as a consequence also in effectiveness as Fe fertilizer. In order to efficiently match dose, frequency and moment of FeEDDHA application with the Fe requirements of plants, it is important to understand the behaviour of the FeEDDHA components in the soil-plant system as a function of time and dosage, and to relate this behaviour to Fe uptake by plants. These issues have been examined in a pot trial study with soybean plants (Glycine max (L.) Merr. cv Mycogen 5072) grown on calcareous soil from Santomera, Spain. Four FeEDDHA treatments (two compositions, two dosages) were applied prior to the set in of chlorosis.Leaching of FeEDDHA components was prevented. Plant and soil were sampled every week, for six weeks. From one week onward the Fe concentration in the pore water was largely gouverned by racemic and meso o,o-FeEDDHA. The concentration behaviour of the o,o-FeEDDHA isomers underwent two stages: a strong decline within the first week resulting from linear adsorption, and a gradual decline from one week onward. For meso o,o-FeEDDHA, unlike racemic o,o-FeDDHA, the gradual decline could be mathematically well described with an exponential decay function. Soybean plants mainly took up Fe in the progressed vegetative stage (3rd and 4th week) and in the reproductive stage, when the pods were being filled with seeds (6th week). Fe uptake and removal of racemic o,o-FeEDDHA from the soil system display a similar time-trend, whereas the removal of meso o,o-FeEDDHA had a plant-independent character. This indicates the removal of racemic o,o-FeEDDHA is to a larger extent plant-related.

show abstract

Section: Introductionmentioning

confidence: 96%

FeEDDHA-facilitated Fe uptake in relation to the behaviour of FeEDDHA components in the soil-plant system as a function of time and dosage

et al. 2010

View full text Add to dashboard Cite

show abstract

“…Light exposure was avoided during the preparation and storage of the chelate solutions because of the potential photodecomposition of chelates (HillCottingham 1955, Gómez-Gallego et al 2005.…”

Section: Methodsmentioning

confidence: 99%

“…Treatments were applied 7 days after transplanting when the plants showed slight chlorosis symptoms. A dark plastic film covered the soils to avoid photodegradation of the iron chelates (HillCottingham 1955;Gómez-Gallego et al 2005) and to avoid algae development.…”

Section: Biological Experimentsmentioning

confidence: 99%

Effectiveness of N,N′-Bis(2-hydroxy-5-methylbenzyl) ethylenediamine-N,N′-diacetic acid (HJB) to supply iron to dicot plants

2009

View full text Add to dashboard Cite

Iron chlorosis is commonly corrected by the application of EDDHA chelates, whose industrial synthesis produces o,oEDDHA together with a mixture of regioisomers and other unknown byproducts. HJB, an o,oEDDHA analogous, is a new chelating agent with a purer synthesis pathway than EDDHA. The HJB/Fe 3+ stability constant is intermediate between the racemic and meso o,oEDDHA/Fe 3+ stereoisomers. This work studied the efficacy of HJB as a Fe source in plant nutrition. No significant differences between o,oEDDHA/Fe 3+ , HJB/Fe 3+ and HBED/Fe 3+ were observed when they are used as substrates of the iron-chelate reductase of mild chlorotic cucumber plants. Chelates prepared with the stable isotope 57 Fe were used in both soil and hydroponic experiments. In the hydroponic experiment, nutrient solutions with low doses of chelates were renewed weekly. Soybean plants treated with o, oEDDHA/ 57 Fe 3+ recorded the highest results in biomass, SPAD index and Fe nutrition. In the soil experiment, chelates were added once at a rate of 2.5 mg Fe per kg of a calcareous soil. Soybean plants treated with HJB/ 57 Fe 3+ recorded a higher biomass and SPAD index in young leaves than the plants treated with o,oEDDHA/ 57 Fe 3+ ; however, 57 Fe and total Fe concentrations in leaves were lower. The results of both pot experiments are associated with a faster ability by o,oEDDHA to provide Fe to the plants and with a more continuous supply of Fe from HJB/Fe 3+ . HJB/ 57 Fe 3+ effectively alleviated the Fedeficiency chlorosis of soybean with a longer lasting effect than o,oEDDHA/ 57 Fe 3+ .

show abstract

“…Due to its stereochemical structure, two diastereomeric forms of the Fe‐o,o‐EDDHA complex exist, the racemic and the meso forms (Figure ).The electrochemical behaviour of Fe II/III ‐o,o‐EDDHA as a mixture of its two diastereomers has been studied by voltammetry and cyclic voltammetry (CV) . These results indicated that Fe‐o,o‐EDDHA complexes exhibit a negative redox potential of −560 mV vs (Ag/AgCl, 3 M KCl) at pH 7.4 in a phosphate buffer, however the presence of the two diastereomers of o,o‐EDDHA hindered a detailed analysis.…”

Section: Introductionmentioning

confidence: 99%

Electrochemistry of Iron(II/III)‐N,N'‐ethylene‐bis‐(o‐hydroxyphenylglycine) Complexes in Aqueous Solution Indicates Potential for Use in Redox Flow Batteries

Schröder

Obendorf

Bechtold³

2019

ChemElectroChem

View full text Add to dashboard Cite

The iron complexes of the two diastereomers of N,N′‐ethylene‐bis‐(o‐hydroxyphenylglycine) (EDDHA), racemic (R,R−S,S) and meso (R,S−S,R) were isolated from commercial Fe‐EDDHA fertilizer. Cyclic voltammetry in aqueous solution in the pH range between 4.0 and 11.5 indicated reversible behaviour at both mercury and glassy carbon electrodes and quasi reversible characteristics at a copper electrode. An E1/2 value of −642 mV (racemic diastereomer) and −615 mV (meso form) vs. Ag/AgCl 1 M NaCl reference electrode was observed at pH 9. In unbuffered solutions the complex of the racemic diastereomer shows almost pH independent redox behaviour over the whole pH range studied. The iron complex of the meso isomer hydrolyses at pH values above 9. Diffusion coefficients of the complex species were determined from the voltammograms for the meso isomer and the racemic form with 5.4 10−6 cm2 s−1 and 5.8 10−6 cm2 s−1 respectively. Bulk electrolysis experiments at pH 9 demonstrated the chemical stability of both the FeII‐ and the FeIII‐form of the complex with racemic EDDHA. Good cycling stability and current efficiency were obtained in subsequent charge/discharge experiments using a carbon felt electrode. The redox properties and the stability of FeII/III‐EDDHA complexes make them interesting candidates for future use as negative redox electrolytes in redox flow batteries (RFB).

show abstract

Understanding of the Mode of Action of Fe^III–EDDHA as Iron Chlorosis Corrector Based on Its Photochemical and Redox Behavior

Cited by 32 publications

References 49 publications

FeEDDHA-facilitated Fe uptake in relation to the behaviour of FeEDDHA components in the soil-plant system as a function of time and dosage

FeEDDHA-facilitated Fe uptake in relation to the behaviour of FeEDDHA components in the soil-plant system as a function of time and dosage

Effectiveness of N,N′-Bis(2-hydroxy-5-methylbenzyl) ethylenediamine-N,N′-diacetic acid (HJB) to supply iron to dicot plants

Electrochemistry of Iron(II/III)‐N,N'‐ethylene‐bis‐(o‐hydroxyphenylglycine) Complexes in Aqueous Solution Indicates Potential for Use in Redox Flow Batteries

Contact Info

Product

Resources

About

Understanding of the Mode of Action of FeIII–EDDHA as Iron Chlorosis Corrector Based on Its Photochemical and Redox Behavior

Cited by 32 publications

References 49 publications

FeEDDHA-facilitated Fe uptake in relation to the behaviour of FeEDDHA components in the soil-plant system as a function of time and dosage

FeEDDHA-facilitated Fe uptake in relation to the behaviour of FeEDDHA components in the soil-plant system as a function of time and dosage

Effectiveness of N,N′-Bis(2-hydroxy-5-methylbenzyl) ethylenediamine-N,N′-diacetic acid (HJB) to supply iron to dicot plants

Electrochemistry of Iron(II/III)‐N,N'‐ethylene‐bis‐(o‐hydroxyphenylglycine) Complexes in Aqueous Solution Indicates Potential for Use in Redox Flow Batteries

Contact Info

Product

Resources

About

Understanding of the Mode of Action of Fe^III–EDDHA as Iron Chlorosis Corrector Based on Its Photochemical and Redox Behavior