Mechanism for benzyl alcohol‐induced aggregation of recombinant human interleukin‐1 receptor antagonist in aqueous solution
Benzyl alcohol, an antimicrobial preservative, accelerates aggregation and precipitation of recombinant human interleukin‐1 receptor antagonist (rhIL‐1ra) in aqueous solution. The loss of native monomer during incubation at 37°C was determined by analysis of sample aliquots with size exclusion high...
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Published in | Journal of pharmaceutical sciences Vol. 93; no. 12; pp. 3076 - 3089 |
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Main Authors | , , , , , , , , |
Format | Journal Article |
Language | English |
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Hoboken
Elsevier Inc
01.12.2004
Wiley Subscription Services, Inc., A Wiley Company Wiley American Pharmaceutical Association |
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Abstract | Benzyl alcohol, an antimicrobial preservative, accelerates aggregation and precipitation of recombinant human interleukin‐1 receptor antagonist (rhIL‐1ra) in aqueous solution. The loss of native monomer during incubation at 37°C was determined by analysis of sample aliquots with size exclusion high performance liquid chromatography (SE‐HPLC). Benzyl alcohol caused minor perturbation of the tertiary structure of the protein without changing its secondary structure, documenting that the preservative caused a minor shift in the protein molecular population toward partially unfolded species. Consistent with this conclusion, in the presence of benzyl alcohol the rate of H‐D exchange was accelerated and the fluorescence of 1‐anilinonaphthalene‐8‐sulfonic acid in the presence of rhIL1ra was increased. Benzyl alcohol did not alter the free energy of unfolding based on unfolding experiments in urea or guanidine HCl. With differential scanning calorimetry it was determined that benzyl alcohol reduced the apparent Tm of rhIL‐1ra, but this effect occurred because the preservative lowered the temperature at which the protein aggregated during heating. Isothermal calorimetry documented that the interaction of benzyl alcohol with rhIL‐1ra is relatively weak and hydrophobically driven. Thus, benzyl alcohol accelerates protein aggregation by binding to the protein and favoring an increase in the level of partially unfolded, aggregation‐competent species. Sucrose partially inhibited benzyl alcohol‐induced aggregation and tertiary structural change. Sucrose is preferentially excluded from the surface of the protein, favoring most compact native state species over expanded aggregation‐prone forms. © 2004 Wiley‐Liss, Inc. and the American Pharmacists Association J Pharm Sci 93:3076–3089, 2004 |
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AbstractList | Benzyl alcohol, an antimicrobial preservative, accelerates aggregation and precipitation of recombinant human interleukin-1 receptor antagonist (rhIL-1ra) in aqueous solution. The loss of native monomer during incubation at 37 degrees C was determined by analysis of sample aliquots with size exclusion high performance liquid chromatography (SE-HPLC). Benzyl alcohol caused minor perturbation of the tertiary structure of the protein without changing its secondary structure, documenting that the preservative caused a minor shift in the protein molecular population toward partially unfolded species. Consistent with this conclusion, in the presence of benzyl alcohol the rate of H-D exchange was accelerated and the fluorescence of 1-anilinonaphthalene-8-sulfonic acid in the presence of rhIL1ra was increased. Benzyl alcohol did not alter the free energy of unfolding based on unfolding experiments in urea or guanidine HCl. With differential scanning calorimetry it was determined that benzyl alcohol reduced the apparent Tm of rhIL-1ra, but this effect occurred because the preservative lowered the temperature at which the protein aggregated during heating. Isothermal calorimetry documented that the interaction of benzyl alcohol with rhIL-1ra is relatively weak and hydrophobically driven. Thus, benzyl alcohol accelerates protein aggregation by binding to the protein and favoring an increase in the level of partially unfolded, aggregation-competent species. Sucrose partially inhibited benzyl alcohol-induced aggregation and tertiary structural change. Sucrose is preferentially excluded from the surface of the protein, favoring most compact native state species over expanded aggregation-prone forms. Benzyl alcohol, an antimicrobial preservative, accelerates aggregation and precipitation of recombinant human interleukin‐1 receptor antagonist (rhIL‐1ra) in aqueous solution. The loss of native monomer during incubation at 37°C was determined by analysis of sample aliquots with size exclusion high performance liquid chromatography (SE‐HPLC). Benzyl alcohol caused minor perturbation of the tertiary structure of the protein without changing its secondary structure, documenting that the preservative caused a minor shift in the protein molecular population toward partially unfolded species. Consistent with this conclusion, in the presence of benzyl alcohol the rate of H‐D exchange was accelerated and the fluorescence of 1‐anilinonaphthalene‐8‐sulfonic acid in the presence of rhIL1ra was increased. Benzyl alcohol did not alter the free energy of unfolding based on unfolding experiments in urea or guanidine HCl. With differential scanning calorimetry it was determined that benzyl alcohol reduced the apparent Tm of rhIL‐1ra, but this effect occurred because the preservative lowered the temperature at which the protein aggregated during heating. Isothermal calorimetry documented that the interaction of benzyl alcohol with rhIL‐1ra is relatively weak and hydrophobically driven. Thus, benzyl alcohol accelerates protein aggregation by binding to the protein and favoring an increase in the level of partially unfolded, aggregation‐competent species. Sucrose partially inhibited benzyl alcohol‐induced aggregation and tertiary structural change. Sucrose is preferentially excluded from the surface of the protein, favoring most compact native state species over expanded aggregation‐prone forms. © 2004 Wiley‐Liss, Inc. and the American Pharmacists Association J Pharm Sci 93:3076–3089, 2004 |
Author | Jones, Latoya S. Chang, Byeong S. Zhang, Ye Krishnan, Sampathkumar Carpenter, John F. Kerwin, Bruce A. Randolph, Theodore W. Manning, Mark C. Roy, Shouvik |
Author_xml | – sequence: 1 givenname: Ye surname: Zhang fullname: Zhang, Ye organization: Department of Pharmaceutical Science, School of Pharmacy, University of Colorado Health Sciences Center, Denver, Colorado 80262 – sequence: 2 givenname: Shouvik surname: Roy fullname: Roy, Shouvik organization: Department of Pharmaceutical Science, School of Pharmacy, University of Colorado Health Sciences Center, Denver, Colorado 80262 – sequence: 3 givenname: Latoya S. surname: Jones fullname: Jones, Latoya S. organization: Department of Pharmaceutical Science, School of Pharmacy, University of Colorado Health Sciences Center, Denver, Colorado 80262 – sequence: 4 givenname: Sampathkumar surname: Krishnan fullname: Krishnan, Sampathkumar organization: Department of Pharmaceutical Science, School of Pharmacy, University of Colorado Health Sciences Center, Denver, Colorado 80262 – sequence: 5 givenname: Bruce A. surname: Kerwin fullname: Kerwin, Bruce A. organization: Amgen, Inc., Thousand Oaks, California 91320 – sequence: 6 givenname: Byeong S. surname: Chang fullname: Chang, Byeong S. organization: Amgen, Inc., Thousand Oaks, California 91320 – sequence: 7 givenname: Mark C. surname: Manning fullname: Manning, Mark C. organization: Department of Pharmaceutical Science, School of Pharmacy, University of Colorado Health Sciences Center, Denver, Colorado 80262 – sequence: 8 givenname: Theodore W. surname: Randolph fullname: Randolph, Theodore W. organization: Department of Chemical and Biological Engineering, University of Colorado, Boulder, Colorado 80309 – sequence: 9 givenname: John F. surname: Carpenter fullname: Carpenter, John F. email: john.carpenter@uchsc.edu organization: Department of Pharmaceutical Science, School of Pharmacy, University of Colorado Health Sciences Center, Denver, Colorado 80262 |
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Keywords | benzyl alcohol sucrose protein aggregation Aggregation Human Pharmaceutical technology Sucrose Interleukin 1 Benzyl alcohol Antagonist Aqueous solution Mechanism of action Protein Biological receptor |
Language | English |
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Snippet | Benzyl alcohol, an antimicrobial preservative, accelerates aggregation and precipitation of recombinant human interleukin‐1 receptor antagonist (rhIL‐1ra) in... Benzyl alcohol, an antimicrobial preservative, accelerates aggregation and precipitation of recombinant human interleukin-1 receptor antagonist (rhIL-1ra) in... |
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SubjectTerms | benzyl alcohol Benzyl Alcohol - pharmacology Biological and medical sciences General pharmacology Humans Interleukin 1 Receptor Antagonist Protein Medical sciences Pharmaceutical technology. Pharmaceutical industry Pharmacology. Drug treatments protein aggregation Receptors, Interleukin-1 - antagonists & inhibitors Receptors, Interleukin-1 - metabolism Recombinant Proteins - analysis Recombinant Proteins - metabolism Sialoglycoproteins - analysis Sialoglycoproteins - metabolism Solutions sucrose Water - metabolism |
Title | Mechanism for benzyl alcohol‐induced aggregation of recombinant human interleukin‐1 receptor antagonist in aqueous solution |
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