Palmitoyl Derivatives of Interferon α: Potential for Cutaneous Delivery

Földvári, Marianna; Attah-Poku, Samuel K.; Hu, Jiaping; Li, Qimin; Hughes, H. P. A.; Lorne, A.Babiuk; Krüger, Sandra

doi:10.1021/js980146k

Cited by 54 publications

(28 citation statements)

References 26 publications

(25 reference statements)

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“…CE was used for the study of palmitoyl derivatization of interferon-α 2b (p-IFN-α). (359) The derivative was prepared by covalent attachment of the fatty acid to lysine residues in the protein through a reaction with Nhydroxysuccinimide palmitate (NHSP) ester (Scheme 3). The first step involved the preparation of an intermediate NHSP, which in turn was reacted with IFN-α.…”

Section: Derivatization Of Protein Samplesmentioning

confidence: 99%

Chemical Reagents and Derivatization Procedures in Drug Analysis

Danielson

Gallagher

Bao

2008

Encyclopedia of Analytical Chemistry

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This article describes both pre‐ and postcolumn derivatization chemistry used in conjunction with either chromatography or capillary electrophoresis (CE) to facilitate the determination of drugs. Generally, only prederivatization is used in gas chromatography (GC), principally to enhance the volatility, temperature stability, and/or detectability. The GC section considers derivatization of drugs by reagent class: alkylation, acylation, and silylation. The GC sample‐handling section describes an approach that combines the extraction and derivatization steps together. Both pre‐ and postcolumn derivatization are common approaches for high‐performance liquid chromatography (HPLC) and many of these methods have been adapted for CE. Derivatization for HPLC is often directed toward aliphatic amines, carboxylic acids, or alcohols that are difficult to detect at low levels by absorbance, luminescence, or electrochemical means. In addition, small hydrophilic molecules upon prederivatization are often converted into larger more hydrophobic compounds, making reversed‐phase HPLC easier or even feasible. The HPLC section considers derivatization of drugs based on the following types: alkaloids, amines, antibiotics, barbiturates, carbonyl compounds and carboxylic acids, catecholamines, hydroxy compounds, steroids, and sulfur compounds. For the GC and HPLC sections, tables are included, giving the structures of the more important derivatizing agents, the analytes, and the corresponding reaction products. A brief rationale for derivatization chemistry with CE concludes this article. For CE, derivatization is often done to improve detectability as the path length for absorbance detection is very short and fluorescence can be effective using laser‐based systems.

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Section: Derivatization Of Protein Samplesmentioning

confidence: 99%

Chemical Reagents and Derivatization Procedures in Drug Analysis

Danielson

Gallagher

Bao

2008

Encyclopedia of Analytical Chemistry

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“…In this regard, chemical acylation using fatty acids (e.g., palmitic and myristic) to enhance drug's binding to serum albumin, yielding higher blood circulation time, has been documented. Fatty acylation has also been known to increase interferon-alpha delivery into human skin (Foldvari et al 1998(Foldvari et al , 1999.…”

Section: Case III Acylationmentioning

confidence: 99%

Electron Capture Dissociation Mass Spectrometry in Characterization of Peptides and Proteins

Bakhtiar

Guan

2006

Biotechnol Lett

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Electron capture dissociation (ECD) represents one of the most recent and significant advancements in tandem mass spectrometry (MS/MS) for the identification and characterization of polypeptides. In comparison with the conventional fragmentation techniques, such as collisionally activated dissociation (CAD), ECD provides more extensive sequence fragments, while allowing the labile modifications to remain intact during backbone fragmentation--an important attribute for characterizing post-translational modifications. Herein, we present a brief overview of the ECD technique as well as selected applications in characterization of peptides and proteins. Case studies including characterization and localization of amino acid glycosylation, methionine oxidation, acylation, and "top-down" protein mass spectrometry using ECD will be presented. A recent technique, coined as electron transfer dissociation (ETD), will be also discussed briefly.

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“…Various derivatives of peptides such as vasoactive intestinal peptide [159], palmitoyl derivative of IFN-alpha were evaluated. When palmitoyl derivative of IFN-alpha was administered to human breast skin absorption was increased by eightfold compared to the parent peptide, suggesting that this approach may be useful for topical delivery of macromolecules [160,161].…”

Section: Transdermal Route Of Administrationsmentioning

confidence: 99%

Novel Delivery Technologies for Protein and Peptide Therapeutics

Kumar¹,

Soppimath²,

Nachaegari³

2006

CPB

138

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The protein and peptide therapeutics have become an important class of drugs due to advancement in molecular biology and recombinant technology. There are more than 100 biopharmaceutical products approved and generating revenue of more than 56 billion US dollars. A safe, effective and patient friendly delivery of these agents is the key to commercial success. Currently, most of therapeutic proteins are administered by the parenteral route which has many drawbacks. Various delivery strategies and specialized companies have evolved over the past few years to improve delivery of proteins and peptides. Polymeric depot and PEGylation technologies have overcome some of the issues associated with parenteral delivery. A considerable research has been focused on non-invasive routes such as pulmonary, per oral and transdermal for delivery of proteins and peptides, in order to increase patient compliance yet their delivery via non-invasive routes remains challenge due to their poor absorption and enzymatic instability. Pulmonary route has shown some success evidenced by recent FDA approval of inhalable insulin. Development of an oral dosage form for protein therapeutics is still the most desirable one but with greater challenge. This review presents the issues of delivery of proteins and peptides, current and potential formulation technologies to improve delivery and current market trends.

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Palmitoyl Derivatives of Interferon α: Potential for Cutaneous Delivery

Cited by 54 publications

References 26 publications

Chemical Reagents and Derivatization Procedures in Drug Analysis

Chemical Reagents and Derivatization Procedures in Drug Analysis

Electron Capture Dissociation Mass Spectrometry in Characterization of Peptides and Proteins

Novel Delivery Technologies for Protein and Peptide Therapeutics

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