Hydrazide as a ligand moiety in immobilized metal ion affinity chromatography

Shen, Xiaohang; Giese, Roger W.

doi:10.1016/s0021-9673(97)00370-1

Cited by 10 publications

(6 citation statements)

References 21 publications

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“…These interferences have three origins: residual fluorophore, contaminants in the fluorophore including fluorophore decomposition products, and fluorescent side products formed in the reaction. With IMI dyes, the first type of interference can be minimized by using immobilized metal affinity chromatography (IMAC) at the end of the labeling reaction to remove residual dye, and the last is reduced by the inherent specificity of the labeling reaction for phosphomonoesters . Thus, we directed our attention, as described here, to the second problem: purifying an IMI dye to a high degree.…”

Section: Resultsmentioning

confidence: 99%

Submarine Gel Electrophoresis Purification of a Small Molecule: 99.9998 Fluorescently Pure IMI2

1998

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HPLC and related techniques failed to raise the fluorescence purity of a BODIPY-imidazole dye (IMI2) above 99.5%, based on assessment of dye purity by capillary electrophoresis with laser-induced fluorescence detection (CE-LIF). This difficulty was overcome by employing submarine gel electrophoresis, which raised the fluorescence purity level to about 99.9998%. This estimate of final dye purity was made by using immobilized metal affinity chromatography to selectively remove the dye from a sample that was then analyzed by CE-LIF as a 5000× more concentrated sample than the original. The amount of dye purified on a 87-× 67-× 10-mm (l × w × h) gel in a 40-min run was at the 0.5-mg level. The dye was recovered by soaking the sliced-out electrophoretic band in methanol. We are now in a position to employ this dye for labeling of trace phosphomonoester analytes without being hampered by dye impurities, by further developing methodology that we reported previously (Wang, P.; Giese, R. W. Anal. Chem. 1993, 65, 3518-3520). More generally, we conclude that submarine gel electrophoresis can be a convenient and useful separation technique for purifying small molecules.

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Section: Resultsmentioning

confidence: 99%

Submarine Gel Electrophoresis Purification of a Small Molecule: 99.9998 Fluorescently Pure IMI2

1998

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“…These interferences have three origins: residual fluorophore, contaminants in the fluorophore including fluorophore decomposition products, and fluorescent side products formed in the reaction. With IMI dyes, the first type of interference can be minimized by using immobilized metal affinity chromatography (IMAC) at the end of the labeling reaction to remove residual dye (13), and the last is reduced by the inherent specificity of the labeling reaction for phosphomonoesters (12). Thus we directed our attention, as described here, to the second problem: purifying an IMI dye to a high degree.…”

Section: A Purification Of Labeling Dyementioning

confidence: 99%

Detection of DNA Adducts in Human Breast Tissue.

Giese¹

1999

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“…2 They also form coordination complexes with many transition metal ions which make them good reagents for metal extraction, polymer stabilization and ion exchange problems. [3][4][5][6][7] These hydrazides act as bidentate ligands involving carbonyl oxygen and the nitrogen 2 of the amino group of the hydrazine moiety with the metal ions. These hydrazides also exhibit carcinostatic, antibacterial and antifungal properties 2 and complexation with metal ions is reported to enhance 8 their biological activity.…”

Section: Introductionmentioning

confidence: 99%

Selenium dioxide catalysed oxidation of acetic acid hydrazide by bromate in aqueous hydrochloric acid medium

Yalgudre

Gokavi

2012

J Chem Sci

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Selenium dioxide catalysed acetic acid hydrazide oxidation by bromate was studied in hydrochloric acid medium. The order in oxidant concentration, substrate and catalyst were found to be unity. Increasing hydrogen ion concentration increases the rate of the reaction due to protonation equilibria of the oxidant. The mechanism of the reaction involves prior complex formation between the catalyst and substrate, hydrazide, followed by its oxidation by diprotonated bromate in a slow step. Acetic acid was found to be the oxidation product. Other kinetic data like effect of solvent polarity and ionic strength on the reaction support the proposed mechanism.

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Hydrazide as a ligand moiety in immobilized metal ion affinity chromatography

Cited by 10 publications

References 21 publications

Submarine Gel Electrophoresis Purification of a Small Molecule: 99.9998 Fluorescently Pure IMI2

Submarine Gel Electrophoresis Purification of a Small Molecule: 99.9998 Fluorescently Pure IMI2

Detection of DNA Adducts in Human Breast Tissue.

Selenium dioxide catalysed oxidation of acetic acid hydrazide by bromate in aqueous hydrochloric acid medium

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