Development of fluorescence between o-phthaldialdehyde and thiols

Kamminga, A.

doi:10.1016/0003-2697(70)90067-9

Cited by 29 publications

(9 citation statements)

References 11 publications

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“…O-Phthaldialdehyde (OPT) is a commonly used reagent for quantifying GSH. OPT reacts with other thiols present in cells, but this reaction has been suggested to be of minor significance given the high abundance of GSH compared to other cellular thiols (Jocelyn and Kamminga 1970).…”

Section: Gsh Assaymentioning

confidence: 99%

The effect of dichloroacetate on health- and lifespan in C. elegans

Schaffer

Gruber

et al. 2010

Biogerontology

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Aging is associated with increased vulnerability to chronic, degenerative diseases and death. Strategies for promoting healthspan without necessarily affecting lifespan or aging rate have gained much interest. The mitochondrial free radical theory of aging suggests that mitochondria and, in particular, age-dependent mitochondrial decline play a central role in aging, making compounds that affect mitochondrial function a possible strategy for the modulation of healthspan and possibly the aging rate. Here we tested such a "metabolic tuning" approach in nematodes using the mitochondrial modulator dichloroacetate (DCA). We explored DCA as a proof-of-principle compound to alter mitochondrial parameters in wild-type animals and tested whether this approach is suitable for reducing reactive oxygen species (ROS) production and for improving organismal health- and lifespan. In parallel, we addressed the potential problem of operator bias by running both unblinded and blinded lifespan studies. We found that DCA treatment (1) increased ATP levels without elevating oxidative protein damage and (2) reduced ROS production in adult C. elegans. DCA treatment also significantly prolonged nematode health- and lifespan, but did not strongly impact mortality doubling time. Operator blinding resulted in considerably smaller lifespan-extending effects of DCA. Our data illustrate the promise of a "metabolic tuning" intervention strategy, emphasize the importance of mitochondria in nematode aging and highlight operator bias as a potential confounder in lifespan studies.

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Section: Gsh Assaymentioning

confidence: 99%

The effect of dichloroacetate on health- and lifespan in C. elegans

Schaffer

Gruber

et al. 2010

Biogerontology

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“…At pH 8.3 in a TRIS buffer at 25 °C under nitrogen, some thiols, such as ethanethiol, 2-mercaptoethanol, and glutathione, produce strong fluorescence on reaction with OPA . Fluorescence of reaction products with 3-mercaptopropionate and homocysteine is weaker, but that of products with cysteine, cysteamine, 1,2-dimercaptoethane, 2,3-dimercaptopropanol, 2-mercaptopropionate, and 2-mercaptocetate was just negligible . The reaction of OPA with cysteine was too slow at 25 °C, but when the reaction mixture was kept at 50 °C for 3 h, a stable product was formed yielding fluorescence at 424 nm when excited at 364 nm…”

Section: 8 Reactions With Thiols and Other Sulfur Compoundsmentioning

confidence: 99%

Reactions of Orthophthalaldehyde with Nucleophiles

Zuman

2004

Chem. Rev.

124

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Contents 1. Introduction 3217 2. Addition of a Single Nucleophile to OPA 3218 2.1. Addition of Water and Hydroxide Ions 3218 2.2. Addition of Alcohols 3219 2.3. Addition of Ammonia and Primary Amines 3219 2.4. Reactions with Hydrazine 3219 2.5. Reactions with Amino Acids 3220 2.6. Reactions with Amides, Urea, and Thiourea 3221 2.7. Reactions with Carbanions 3221 2.8. Reactions with Thiols and Other Sulfur Compounds3222 3. Reactions in the Presence of Two Nucleophiles 3223 3.1. Reagents 3224 3.1.1. Role of the Carbonyl Compound 3224 3.1.2. Stability of the Mixed Reagent 3224 3.1.3. Structure of the Thiol 3224 3.1.4. Structures of Amino Acids and Amines 3225 3.2. Sequence of Addition 3225 3.3. Reaction Medium 3225 3.4. Kinetics of the Formation of the Primary Product 3227 3.5. Consecutive Reactions of the Isoindole DerivativesStability of the Product of the Analytical Reaction 3228 3.6. Proposed Reaction Schemes 3232 3.6.1. Scheme Proposed by Simmons and Johnson 3232 3.6.2. Scheme Proposed by Wong, Sternson, and Schowen 3232 3.6.3. Scheme Proposed by Sternson, Stobaugh, and Repta 3233 3.6.4. Scheme Proposed by Gladilovich, Kartsova, and Zakharova 3233 3.6.5. Scheme of the Degradation of the Derivative of 2-Mercaptoethanol 3233 3.6.6.Scheme for Autoxidation of the Isoindole 3234 3.6.7. Conclusions Regarding Reaction Scheme 3234 3.7. Techniques Used 3234 3.8. Other Uses of the Reagent Formed in Reaction of OPA with Thiols 3235 3.9. Reagents Prepared by Reaction of Orthophthalaldehyde with Nucleophiles Other than Thiols 3235 3.10. Some Biochemical Applications 3236 4. Conclusions 3237 5. Acknowledgment 3237 6. References 3237

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“…Fluorescence was measured with an excitation wavelength of 350 nm and an emission wavelength of 420 nm. The calibration curve was linear from 0.05 to 50 nmol to GSH/ml (Jocelyn and Kamminga, 1970;Cohen and Lyle, 1986). The data shown are the average of 5 determinations.…”

Section: Suljhydryl Measurementsmentioning

confidence: 99%

Characteristics of five human tumor cell lines and sublines resistant to cis‐diamminedichloroplatinum(II)

Teicher

Holden

Herman

et al. 1991

Intl Journal of Cancer

125

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In order to study the mechanisms responsible for resistance to CDDP, 5 human tumor cell lines were made resistant to CDDP by repeated in vitro exposures. After cloning it was found that the cell lines developed were between 3.3-fold and 17-fold more resistant to CDDP than the parental cell lines at the IC90. These lines were also resistant to carboplatin and tetraplatin; however, resistance to tetraplatin was lower than to the other platinum complexes. Sensitivity was also assessed to Adria, MTX, 5-FU, chlorambucil, 4-HC, 4-HIF, BCNU, Thiotepa, HN2, Mito C and L-PAM, and no consistent cross-resistance was observed. As compared with the parental lines, non-protein sulfhydryl content was elevated in 3 resistant lines, and protein sulfhydryl was elevated in all 5 lines, as was glutathione-S-transferase activity. Measurements of platinum in whole cells and nuclei after exposure of the cultures to 25 microM CDDP for either 1 or 6 hr showed that nuclear levels reflected those in whole cells and that, per mg protein, platinum levels were lower in resistant cells at both time points. Formation of DNA cross-links, determined by alkaline elution, was lower in resistant cell lines than in parental cell lines, but did not correlate with the absolute cell kill observed. These results indicate that cellular resistance to CDDP often involves decreases in drug accumulation and increases in protein sulfhydryl content. Possible strategies for overcoming these mechanisms are discussed.

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Development of fluorescence between o-phthaldialdehyde and thiols

Cited by 29 publications

References 11 publications

The effect of dichloroacetate on health- and lifespan in C. elegans

The effect of dichloroacetate on health- and lifespan in C. elegans

Reactions of Orthophthalaldehyde with Nucleophiles

Characteristics of five human tumor cell lines and sublines resistant to cis‐diamminedichloroplatinum(II)

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