Enantiomer separation of N-t-BOC and N-CBZ α-amino acids and their esters on polysaccharide derived chiral stationary phases
- Authors
- Kim, Byoung-Hyoun; Lee, Sang Uck; Moon, Dong Cheul
- Issue Date
- May-2013
- Publisher
- Marcel Dekker Inc.
- Keywords
- -Amino Acid; chiral recognition; enantioseparation; HPLC; polysaccharide derived chiral stationary phase
- Citation
- Journal of Liquid Chromatography and Related Technologies, v.36, no.14, pp 1899 - 1914
- Pages
- 16
- Indexed
- SCI
SCIE
SCOPUS
- Journal Title
- Journal of Liquid Chromatography and Related Technologies
- Volume
- 36
- Number
- 14
- Start Page
- 1899
- End Page
- 1914
- URI
- https://scholarworks.bwise.kr/erica/handle/2021.sw.erica/28026
- DOI
- 10.1080/10826076.2012.704611
- ISSN
- 1082-6076
1520-572X
- Abstract
- Liquid chromatographic enantiomer separation of N-t-BOC and N-CBZ -amino acid, methyl ester, and ethyl ester derivatives was performed on chiral stationary phases (CSPs) based on polysaccharide derivatives. Good resolution of N-t-BOC and N-CBZ -amino acid derivatives was achieved on Chiralcel OD, Chiralcel OF, and Chiralpak AD, respectively. Enantioselectivites of N-CBZ protected derivatives were found better than those of N-t-BOC protected derivatives. Moreover, the results of liquid chromatography and computational chemistry suggest that L-form is more retained in the case of carboxylic group of enantiomer locating toward to the inside of grooves, on the other hand, D-form is more retained in the case of alkyl group of -position of N-protected -amino acid derivatives locating toward to the inside of grooves.
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Collections - COLLEGE OF SCIENCE AND CONVERGENCE TECHNOLOGY > DEPARTMENT OF CHEMICAL AND MOLECULAR ENGINEERING > 1. Journal Articles
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