Document Detail


Stability of water-soluble carbodiimides in aqueous solution.
MedLine Citation:
PMID:  2158246     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A dimethylbarbituric acid reagent has been used to follow the kinetics of loss of two water-soluble carbodiimides, 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) and the structurally related 1-ethyl-3-(4-azonia-4,4-dimethylpentyl) carbodiimide (EAC), in aqueous solution as a function of pH and added chemical reagents. In 50 mM 2-(N-morpholino)ethanesulfonic acid at 25 degrees C, EDC has t1/2 values of 37, 20, and 3.9 h at pH 7.0, 6.0, and 5.0, respectively, while the corresponding values for EAC are 12, 2.9, and 0.32 h. Iodide, bromide, or chloride, at 0.1 M, has very little or no effect on carbodiimide stability. However, 0.1 M glycine methyl ester or 0.1 M ethylenediamine causes a significant increase in the rate of loss of EAC and EDC, while the presence of 0.1 M phosphate, 0.1 M hydroxylamine, or 0.01 M ATP decreases the half-lives to less than or equal to 0.4 h at all pH values.
Authors:
M A Gilles; A Q Hudson; C L Borders
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Publication Detail:
Type:  Comparative Study; Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Analytical biochemistry     Volume:  184     ISSN:  0003-2697     ISO Abbreviation:  Anal. Biochem.     Publication Date:  1990 Feb 
Date Detail:
Created Date:  1990-05-16     Completed Date:  1990-05-16     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0370535     Medline TA:  Anal Biochem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  244-8     Citation Subset:  IM    
Affiliation:
Department of Chemistry, College of Wooster, Ohio 44691.
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MeSH Terms
Descriptor/Qualifier:
Alkanesulfonates
Alkanesulfonic Acids*
Carbodiimides*
Ethyldimethylaminopropyl Carbodiimide
Hydrogen-Ion Concentration
Hydrolysis
Morpholines
Solutions
Water
Chemical
Reg. No./Substance:
0/Alkanesulfonates; 0/Alkanesulfonic Acids; 0/Carbodiimides; 0/Morpholines; 0/Solutions; 1892-57-5/Ethyldimethylaminopropyl Carbodiimide; 4432-31-9/2-(N-morpholino)ethanesulfonic acid; 45024-77-9/1-ethyl-3-(4-azonia-4,4-dimethylpentyl)carbodiimide; 7732-18-5/Water

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


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