The Relative Strengths of Some Hydrocarbon Derivatives of Boric Acid

Yabroff, David L.; Branch, Gerald E. K.; Bettman, Bernard

doi:10.1021/ja01324a009

Cited by 58 publications

(22 citation statements)

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“…Therefore, the percentage of 4-iodophenol in its ionized form is 19.4% at pH 8.6. The pKa values of 6biphenylboronic acid (in 50% EtOH) and 4-bromophenylboronic acid (in 52% EtOH) are 10.80 and 9.14, respectively (16,17). According to these pKa values, the approximate percentage of the compounds in their ionized forms at pH 8.6 is about 0.63% for 4-biphenylboronic acid and 22.4% for 4-bromophenylboronic acid.…”

Section: Discussionmentioning

confidence: 99%

Rate constants for reactions of horseradish peroxidase compounds I and II with 4-substituted arylboronic acids

Sun¹,

Ji²,

Kricka³

et al. 1994

Can. J. Chem.

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The rate constants for the reactions of horseradish peroxidase compound I (kl) and compound I1 (k2) with three 4-substituted arylboronic acids, which enhance chemiluminescence in the horseradish peroxidase catalyzed oxidation of luminol by hydrogen peroxide, were determined at pH 8.6, total ionic strength 0.1 1 M, using stopped-flow kinetic measurements. For comparison, the rate constants of the reactions of 4-iodophenol with compounds I and I1 were also determined under the same experimental conditions. The three arylboronic acid derivatives and their rate constants are: 4-biphenylboronic acid, kl = (1.acid, which shows comparable luminescent enhancement to 4-iodophenol, has the highest reactivity in the reduction of both compounds I and I1 among the three arylboronic acid derivatives tested.

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Section: Discussionmentioning

confidence: 99%

Rate constants for reactions of horseradish peroxidase compounds I and II with 4-substituted arylboronic acids

Sun¹,

Ji²,

Kricka³

et al. 1994

Can. J. Chem.

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“…In order for diol-containing compounds to interact with PBA it is necessary that the boron be in a negatively-charged, tetrahedral form (Yurkevitch et al, 1975). Since the pK, of the immobilized PBA is 9.2 (Maestas et al, 1980), or 8.86 in free solution (Yabroff et al, 1934), buffer experiments were restricted to the pH range 7.8-9.6. At higher pH values, haemoglobin binding and stability were reduced, whereas at low pH values, non-specific binding increased and results were too sensitive to small changes in pH to give a useful clinical assay.…”

Section: Discussionmentioning

confidence: 99%

Separation of glycosylated haemoglobins using immobilized phenylboronic acid. Effect of ligand concentration, column operating conditions, and comparison with ion-exchange and isoelectric-focusing

Middle¹,

Bannister²,

Bellingham³

et al. 1983

Biochemical Journal

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Haemoglobins from diabetic and non-diabetic individuals have been separated by affinity chromatography using immobilized phenylboronate, which interacts specifically with diol-containing compounds such as glycosylated haemoglobin. The effects of ligand concentration, flow rate, column geometry, preincubation of sample, buffer composition and temperature have been investigated. Significant correlation was found between results from affinity-chromatography and ion-exchange and isoelectric-focusing methods. Isoelectric-focusing of the haemoglobin fractions obtained from affinity chromatography indicate that, in addition to haemoglobin A1c, some haemoglobin A is also bound to immobilized phenylboronic acid. Assays of haemolysates obtained from red blood cells incubated in glucose solutions suggest that unstable pre-(haemoglobin A1c) does not interfere. The assay is not affected by the presence of haemoglobin F.

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“…All amidine derivatives, L-arginine and sodium benzoate, used here, were commercial products of the highest available purity./3-Phenylethylboronic acid was prepared as in [9,10]. The pH of all inhibitor solutions was adjusted to 7.4 with HC1 or NaOH prior to the assay.…”

Section: Introduction 2 Materials and Methodsmentioning

confidence: 99%

Inhibition of the puromycin reaction with benzamidine and related compounds

Bhuta

Zemlicka

1982

FEBS Letters

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The Relative Strengths of Some Hydrocarbon Derivatives of Boric Acid

Abstract: Yol. 56were designed, however, for a different purpose, and are not as well adapted for extrapolation, 0.0 0.2 reaction V02+ + 2H+ + e = VO + + + H20 has been determined as 0.9996 volt. Berkeley, Calif.

Cited by 58 publications

References 0 publications

Rate constants for reactions of horseradish peroxidase compounds I and II with 4-substituted arylboronic acids

Rate constants for reactions of horseradish peroxidase compounds I and II with 4-substituted arylboronic acids

Separation of glycosylated haemoglobins using immobilized phenylboronic acid. Effect of ligand concentration, column operating conditions, and comparison with ion-exchange and isoelectric-focusing

Inhibition of the puromycin reaction with benzamidine and related compounds

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