Immunochemical Studies on the Antigenic Bindings of Benzylpenicillin and Five Synthetic Penicillins with Proteins

Horiuchi, Yoshihiko; Shibata, K

doi:10.1159/000229676

Cited by 18 publications

(4 citation statements)

References 8 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This is because initial studies [9][10][11] suggested that it was the major reaction product and in treated patients penicillin antibody responses seemed to be directed against this determinant. Other studies dispute this [2,34] and suggest that other so ealled 'minor' determinants may be more important, but penicilloyl is the most well known. The allergenicity of penicillins is not in doubt with anaphylactic cases being described very soon after treatment became available [35].…”

Section: Monoboctqms Carbapenemsmentioning

confidence: 99%

New aspects of allergic reactions to betalactams: crossreactions and unique specificities

Blanca

Vega

Garcı́a

et al. 1994

Clin Experimental Allergy

115

View full text Add to dashboard Cite

Section: Monoboctqms Carbapenemsmentioning

confidence: 99%

New aspects of allergic reactions to betalactams: crossreactions and unique specificities

Blanca

Vega

Garcı́a

et al. 1994

Clin Experimental Allergy

115

View full text Add to dashboard Cite

“…Penicillins have been shown capable of reacting irreversibly with various proteins such as serum proteins (Batchelor et al 1965;Horiuchi & Shibata 1965;Schneider & de Weck 1966;Bundgaard 1977) and proteins of various cell membranes (de Weck 1964;Josephson & Kaplan 1967;Naor et al 1971;Avtalion & Milgrom 1976) in neutral and alkaline aqueous media, but an understanding of which proteins or other macro-molecules react with penicillin in vivo is still lacking as is the mechanism of reaction. Serum albumin may possibly be the carrier or one of the carriers to which penicilloyl groups * Correspondence.…”

mentioning

confidence: 99%

Reaction of ampicillin with serum albumin to produce penicilloyl-protein conjugates and a piperazinedione

Bundgaard

Hansen

1982

Journal of Pharmacy and Pharmacology

View full text Add to dashboard Cite

Formation of penicilloyl-protein conjugates in the body by reaction of penicillins with nucleophilic groups of proteins is considered to be involved in penicillin allergy. In this study the kinetics and mechanism of reaction of ampicillin with human and bovine serum albumin in aqueous solution at 37 degrees C and pH 6.6-10.4 have been investigated and compared with the reaction of benzylpenicillin previously reported. In addition to forming penicilloyl-protein conjugates, ampicillin was found to react with the proteins to yield a free piperazine-2,5-dione derivative. This product is suggested to arise from intramolecular aminolysis of an N-(penicilloyl)imidazole intermediate at pH 6-8 and of a penicilloyl ester intermediate at higher pH values. The piperazinedione formation was found to compete effectively with formation of penicilloyl-protein conjugates at physiological pH and, along with studies of ampicillin with protein model compounds, the reaction allowed suggestions to be made abut the penicillin-reacting sites in the proteins.

show abstract

“…Penicillin was chosen as a drug model for the proof-of-concept demonstration due to its relevance to the treatment of bacterial infections 38 and the study of drug-binding mechanisms. 39 Droplet barcodes of bivariates combining both magnetic voltage signals and fluorescence signals can be easily generated in full-range combinations. The introduction of magnetic nanoparticles into the family of droplet barcodes adds an additional dimensionality to conventional optical barcodes which increases the encoding capacity by more than 1 order of magnitude, that is, more than 10 magnetic barcodes can be additionally provided for each optical barcode.…”

Section: Introductionmentioning

confidence: 99%

Magnetofluidic platform for multidimensional magnetic and optical barcoding of droplets

et al. 2015

View full text Add to dashboard Cite

We present a concept of multidimensional magnetic and optical barcoding of droplets based on a magnetofluidic platform. The platform comprises multiple functional areas, such as an encoding area, an encoded droplet pool and a magnetic decoding area with integrated giant magnetoresistive (GMR) sensors. To prove this concept, penicillin functionalized with fluorescent dyes is coencapsulated with magnetic nanoparticles into droplets. While fluorescent dyes are used as conventional optical barcodes which are decoded with an optical decoding setup, an additional dimensionality of barcodes is created by using magnetic nanoparticles as magnetic barcodes for individual droplets and integrated micro-patterned GMR sensors as the corresponding magnetic decoding devices. The strategy of incorporating a magnetic encoding scheme provides a dynamic range of ~40 dB in addition to that of the optical method. When combined with magnetic barcodes, the encoding capacity can be increased by more than 1 order of magnitude compared with using only optical barcodes, that is, the magnetic platform provides more than 10 unique magnetic codes in addition to each optical barcode. Besides being a unique magnetic functional element for droplet microfluidics, the platform is capable of on-demand facile magnetic encoding and real-time decoding of droplets which paves the way for the development of novel non-optical encoding schemes for highly multiplexed droplet-based biological assays.

show abstract

Immunochemical Studies on the Antigenic Bindings of Benzylpenicillin and Five Synthetic Penicillins with Proteins

Cited by 18 publications

References 8 publications

New aspects of allergic reactions to betalactams: crossreactions and unique specificities

New aspects of allergic reactions to betalactams: crossreactions and unique specificities

Reaction of ampicillin with serum albumin to produce penicilloyl-protein conjugates and a piperazinedione

Magnetofluidic platform for multidimensional magnetic and optical barcoding of droplets

Contact Info

Product

Resources

About