Document Detail

Synthesis and application of a novel single-isomer mono-6-deoxy-6-((2S,3S)-(+)-2,3-O-isopropylidene-1,4-tetramethylenediamine)-β-cyclodextrin as chiral selector in capillary electrophoresis.
MedLine Citation:
PMID:  20872667     Owner:  NLM     Status:  MEDLINE    
A novel single isomer of positively charged β-cyclodextrin, mono-6-deoxy-6-((2S,3S)-(+)-2,3-O-isopropylidene-1,4-tetramethylenediamine)-β-CD (MIPTACD) was designed and synthesized in seven steps starting from commercially available (2R,3R)-tartaric acid. The chiral resolution abilities of the new cationic chiral selector were studied by capillary electrophoresis using 10 different dansyl (Dns)-amino acids and N-acetylphenylalanine (N-Ac-Phe) as model analytes. The effects of running buffer pH and chiral selector concentration on the separation selectivity, resolutions, and migration times of analytes were studied in detail. MIPTACD shows a very good chiral recognition ability even at very low concentrations at the investigated pH values, as shown by the very large values of selectivity and resolution towards amino acids enantiomers to be assessed.
Peng Liu; Wei He; Xiang-Yang Qin; Xiao-Li Sun; Hui Chen; Sheng-Yong Zhang
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Chirality     Volume:  22     ISSN:  1520-636X     ISO Abbreviation:  Chirality     Publication Date:  2010 Nov 
Date Detail:
Created Date:  2010-09-27     Completed Date:  2011-01-13     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8914261     Medline TA:  Chirality     Country:  United States    
Other Details:
Languages:  eng     Pagination:  914-21     Citation Subset:  IM    
Copyright Information:
© 2010 Wiley-Liss, Inc.
Department of Chemistry, School of Pharmacy, Fourth Military Medical University, Xi'an, Shaanxi, China.
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MeSH Terms
Amino Acids / chemistry,  isolation & purification
Dansyl Compounds / chemistry
Dioxoles / chemical synthesis*,  chemistry*
Electrophoresis, Capillary / methods*
Hydrogen-Ion Concentration
Indicators and Reagents
Molecular Conformation
beta-Cyclodextrins / chemical synthesis,  chemistry*
Reg. No./Substance:
0/Amino Acids; 0/Buffers; 0/Dansyl Compounds; 0/Dioxoles; 0/Indicators and Reagents; 0/Solutions; 0/beta-Cyclodextrins; 0/mono-6-deoxy-6-(2,3-O-isopropylidene-1,4-tetramethylenediamine)-beta-cyclodextrin

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