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mine, were most sensitively detected, but monophenols and sugars could also be determined.
Even metal ions have been determined by the POCL reaction. Steijger et al. [114] observed in batch experiments an enhancement of the total light emitted whenever metal ions were present. Copper gave the highest increase, approximately an order of magnitude, but other metal ions such as Cr3 , Pb2 , Fe3 , Mn2 , Zn2 , and Al3 also showed increases in signal intensity. The mechanism for this enhancement is not completely understood; the authors suggested that it was due to stabilization of the oxalate ester-imidazole complex by the metal ion. In a later study, the influence of Cu2 was further investigated [115]. Quass and Klockow [116] developed a method for the determination of hydrogen peroxide and Fe2 in atmospheric water. To increase the selectivity, catalase was added to the reaction mixture when Fe2 was determined, and 1,10-phenanthroline, which forms a complex with Fe2 , was added when hydrogen peroxide was determined. In a FIA system, detection limits were 40 nM for hydrogen peroxide and 28 nM for Fe2 . Sato and Tanaka [117] used a different approach to determine metal ions. The CL emission due to the formation of a fluorescent complex between metal ions and 8-hydroxyquinoline was measured. A separation of Zn2 , Al3 , and In3 , all as 8-hydroxyquinoline complexes, was successfully detected by means of the POCL reaction.
A mixture consisting of oxalic acid, carbodiimide, fluorescer, and hydrogen peroxide is known to produce strong visible light [185]. Albrecht et al. used this reaction to determine oxalate in urine [118] and serum [119].
Capomacchia et al. [120] utilized the background emission present when DNPO and hydrogen peroxide are mixed to detect ouabain and urea. In the presence of these analytes, an intensity enhancement was observed and detection limits were in the picomole range.
4. CONCLUSIONS AND FUTURE TRENDS
In analytical chemistry there is an ever-increasing demand for rapid, sensitive, low-cost, and selective detection methods. When POCL has been employed as a detection method in combination with separation techniques, it has been shown to meet many of these requirements. Since 1977, when the first application dealing with detection of fluorophores was published [60], numerous articles have appeared in the literature [6–8]. However, significant problems are still encountered with derivatization reactions, as outlined earlier. Consequently, improvements in the efficiency of labeling reactions will ultimately lead to significant improvements in the detection of these analytes by the POCL reaction. A promising trend is to apply this sensitive chemistry in other techniques, e.g., in supercritical fluid chromatography [186] and capillary electrophoresis [56–59]. An alter-
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native approach to derivatization reactions involves the enzymatic conversion of substrates to hydrogen peroxide. The number of applications appearing in the literature now appears to be limited by the number and purity of commercially available enzymes; this field is expected to continue to be an area of significant growth.
Although POCL is regarded as a highly sensitive technique, a considerable fraction of the energy may be lost in dark-side reactions in aqueous solutions. A better understanding of the mechanism and clarification of the identity of reactive intermediates are important to minimize side reactions and to exploit the full potential of the POCL reaction. The discovery of ODI as an intermediate in imid- azole-mediated POCL has led to a better understanding of the initial reaction steps. Many of the mechanistic studies undertaken earlier have been hampered by the complex role of this catalyst. Now the light-generating reactions occurring at a later stage in the reaction chain can be studied without being masked by the ODI-forming steps. A better understanding of the POCL reaction is therefore to be expected in the future.
The screening of new catalysts is important to guide the synthesis of new amide-based oxalic acid derivatives. Most reagents presently employed in this chemistry are based on different substituted phenyl esters, which indeed provide good quantum yields. However, their limited solubility in aqueous solutions and their inherent background emission are serious drawbacks when used in analytical applications. ODI is by no means the optimal reagent, but it offers certain advantages compared to the commonly used oxalate esters. First, ODI provides quantum yields comparable to the combination of TCPO and imidazole, but with faster kinetics. Second, ODI has a high solubility in acetonitrile and it does not precipitate in water, which simplifies the coupling of completely aqueous separations or FIA sample streams with POCL detection. Finally, if combined with immobilized fluorophores, a single-line flow system is sufficient for sensitive determinations of hydrogen peroxide, since no additional catalyst is required. The expansion of POCL chemistry into purely aqueous chemical environments, such as those required in immunoassay and in situ bioassays, may ultimately be possible with further refinements to low-background-emission, water-soluble oxamide POCL reagents.
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8
Kinetics in Chemiluminescence Analysis
Dolores Pe´rez-Bendito and Manuel Silva
University of Co´rdoba, Co´rdoba, Spain
1. |
INTRODUCTION |
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2. |
KINETIC ASPECTS OF CHEMILUMINESCENCE |
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3. |
ANALYTICAL METHODOLOGIES |
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3.1 |
Conventional Mixing |
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3.2 |
Stopped-Flow Technique |
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3.3 |
Continuous-Addition-of-Reagent Technique |
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3.4 |
Analyte Pulse Perturbation (with oscillating reactions) |
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4. |
RECENT APPROACHES TO MULTICOMPONENT |
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CHEMILUMINESCENCE-BASED DETERMINATIONS |
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4.1 |
Instrumental Discrimination |
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4.2 |
Time-Resolved Chemiluminescence |
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4.3 |
Kinetometric Approaches |
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1. INTRODUCTION
Chemiluminescence (CL) is the emission of the electromagnetic (ultraviolet, visible, or near infrared) radiation by molecules or atoms resulting from a transition from an electronically excited state to a lower state (usually the ground state) in which the excited state is produced in a chemical reaction. The CL phenomenon is relatively uncommon because, in most chemical reactions, excited molecules
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