Penicillin-Enhanced Chemiluminescence of the Luminol-H202-Co2+ System

Chen, S.; Yan, Guo; Schwartz, Michael A.; Perrin, John H.; Schulman, Stephen G.

doi:10.1002/jps.2600801104

Cited by 21 publications

(6 citation statements)

References 4 publications

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“…When mixed with appropriate oxidizing agents, such as H 2 O 2 or O 2 , and catalysts like the iron ions in hemoglobin, luminol exhibits chemiluminescence, with a blue glow . Luminol CL is thus famous for the detection of trace amounts of blood at crime scenes and also has important applications in analytic, environmental, forensic, biomedical, and clinical sciences. ,− Since the 1960s, White et al have investigated the chemical and light emission step in CL of luminol and relative organic hydrazides. − The singlet excited-state (S 1 ) 3-aminophthalate dianion ( AP 2‑ * ) is usually considered as the light emitter. However, the mechanism of the luminol CL has not yet been fully understood, especially the key step directly leading to the effective S 1 chemiexcitation.…”

Section: Introductionmentioning

confidence: 99%

Two Conical Intersections Control Luminol Chemiluminescence

Yue

Liu

2019

J. Chem. Theory Comput.

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Luminol, the first discovered and man-made effective chemiluminescence (CL) system, is the best known and one of the most widely used CL materials. The chemiluminescent process of the luminol CL has not yet been fully elucidated, although the decomposition of 1,2-dioxane-3,6-dione dianion (CP 2–) is verified to be the key step to produce light emitter. However, the mechanisms of the CP 2– decomposition and the effective singlet chemiexcitation are totally unknown, which is the outstanding obstacle to comprehending luminol CL. In the present work, by means of the state-of-the-art multireference computation and the nonadiabatic molecular dynamics (NAMD) simulation, the decomposition mechanism of CP 2– is clearly revealed. A stepwise single electron transfer from the aminophthaloyl to the O–O bond initiates the decomposition of CP 2–, and the light emitter is produced via the two crossings of the potential energy surfaces of the ground state (S0) and the first singlet excited state (S1). The NAMD simulated quantum yield of the light emitter demonstrates that the located two conical intersections control an effective nonadiabatic pathway in luminol CL. The proposed mechanism of “two conical intersections” is suitable not only to luminol but also to other CL materials with cyclic peroxide as the chemical energy provider.

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Section: Introductionmentioning

confidence: 99%

Two Conical Intersections Control Luminol Chemiluminescence

Yue

Liu

2019

J. Chem. Theory Comput.

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“…Many compounds were observed to increase or decrease the luminol CL. Chen (2) found that penicillins enhanced the CL from l~r n i n o l -H~O~-C o~~.…”

Section: Introductionmentioning

confidence: 99%

Effect of pH on Inhibition and Enhancement of Luminol–H2O2–Co2+ Chemiluminescence by Phenolic Compounds and Amino Acids

Cui

Shi

Rong

et al. 2004

Photochem Photobiol

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The effect of pH on inhibition and enhancement of luminol-H2O2-Co2+ chemiluminescence (CL) by 18 phenolic compounds and 20 amino acids was studied. It was found that most of the tested compounds showed an inhibiting effect at lower pH and an enhancing effect at higher pH. At a midrange pH, for some phenolic compounds with two ortho-position -OH, both an inhibiting and an enhancing peak were simultaneously observed. UV-visible spectra of the tested phenolic compounds at different pH values were studied. The mechanism for CL inhibition and enhancement was proposed. It is likely that the competition of the -OH or the -NH2 group and other reducing groups in the molecules with luminol for O2*- led to the CL inhibition. A reaction of -COO(-) and quinone or ketone formed by phenolic compounds at higher pH via deprotonation with O2*- also resulted in the CL enhancement.

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“…The inhibition and enhancement of liquid phase chemiluminescence (CL) by organic compounds is of considerable interest in analytical chemistry because it can be used for the sensitive detection of numerous compounds (1)(2)(3)(4)(5)(6). However, the mechanism of inhibition and enhancement is not fully understood and the discovery of new enhancers and inhibitors is usually achieved in an empirical fashion, by trial and error.…”

Section: Introductionmentioning

confidence: 99%

Inhibition and enhancement by organic compounds of luminol–KIO₄–H₂O₂ chemiluminescence

et al. 2006

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The effects of 36 organic compounds on luminol-KIO(4)-H(2)O(2) chemiluminescence (CL) were studied. It was found that most of the tested compounds could inhibit or enhance the CL intensity. The activities of such inhibitors or enhancers were related to the pH of the CL system and the number and position of functional groups such as -OH and -NH(2) on aromatic rings. The mechanism of the CL inhibition and enhancement was considered. Based on the CL inhibition or enhancement, the possibility of analytical applications was explored. The results demonstrated that numerous compounds were detectable at the ng/mL level using the CL system.

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Penicillin-Enhanced Chemiluminescence of the Luminol-H202-Co2+ System

Cited by 21 publications

References 4 publications

Two Conical Intersections Control Luminol Chemiluminescence

Two Conical Intersections Control Luminol Chemiluminescence

Effect of pH on Inhibition and Enhancement of Luminol–H2O2–Co2+ Chemiluminescence by Phenolic Compounds and Amino Acids

Inhibition and enhancement by organic compounds of luminol–KIO₄–H₂O₂ chemiluminescence

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Penicillin-Enhanced Chemiluminescence of the Luminol-H202-Co2+ System

Cited by 21 publications

References 4 publications

Two Conical Intersections Control Luminol Chemiluminescence

Two Conical Intersections Control Luminol Chemiluminescence

Effect of pH on Inhibition and Enhancement of Luminol–H2O2–Co2+ Chemiluminescence by Phenolic Compounds and Amino Acids

Inhibition and enhancement by organic compounds of luminol–KIO4–H2O2 chemiluminescence

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Inhibition and enhancement by organic compounds of luminol–KIO₄–H₂O₂ chemiluminescence