Document Detail

Amino acid analysis of peptide loading ratios in conjugate vaccines: a comparison of direct electrochemical detection and 6-aminoquinolyl-N-hydroxysuccinimidyl carbamate pre-column derivatization methods.
MedLine Citation:
PMID:  18072716     Owner:  NLM     Status:  MEDLINE    
Amino acid analysis using direct electrochemical detection was compared with precolumn fluorescent derivatization using 6-aminoquinolyl- N-hydroxysuccinimidyl carbamate (AQC) for evaluation of the degree of covalent coupling of peptides to a carrier-protein complex derived from the bacteria Neisseria meningitidis. AQC derivatization was found to give superior sensitivity compared to electrochemical detection, with less interference from sample components such as carbohydrates or buffer salts. Hydrolysis time and temperature were optimized for maximal recoveries of the marker amino acid 6-aminohexanoic acid (epsilon-Ahx) and the unique amino acids S-dicarboxyethyl cysteine (SDCEC) and S-carboxymethyl homocysteine (SCHMC), which are generated upon the hydrolysis of the covalent linkage between the peptide and the carrier protein. Quantitation of these amino acids enabled the determination of the ratio of peptide to protein in the conjugate samples.
Deborah D Nahas; Jennifer S Palladino; Joseph G Joyce; Robert W Hepler
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Publication Detail:
Type:  Comparative Study; Journal Article     Date:  2007-12-12
Journal Detail:
Title:  Bioconjugate chemistry     Volume:  19     ISSN:  1043-1802     ISO Abbreviation:  Bioconjug. Chem.     Publication Date:  2008 Jan 
Date Detail:
Created Date:  2008-01-16     Completed Date:  2008-04-03     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9010319     Medline TA:  Bioconjug Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  322-6     Citation Subset:  IM    
Merck Research Laboratories, 770 Sumneytown Pike, PO Box 4, WP16-107, West Point, Pennsylvania 19486, USA.
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MeSH Terms
6-Aminocaproic Acid
Amino Acids / analysis*
Aminoquinolines / chemistry*
Bacterial Proteins / chemistry
Carbamates / chemistry*
Chromatography, High Pressure Liquid
Chromatography, Ion Exchange / methods*
Cysteine / analogs & derivatives,  analysis
Electrochemistry / methods*
Homocysteine / analogs & derivatives,  analysis
Neisseria meningitidis / chemistry
Peptides / analysis*,  chemistry*
Sensitivity and Specificity
Time Factors
Vaccines, Conjugate / chemistry*
Reg. No./Substance:
0/6-aminoquinolyl-N-hydroxysuccinimidyl carbamate; 0/Amino Acids; 0/Aminoquinolines; 0/Bacterial Proteins; 0/Carbamates; 0/Peptides; 0/Vaccines, Conjugate; 454-28-4/Homocysteine; 52-90-4/Cysteine; 60-32-2/6-Aminocaproic Acid

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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