JMSSJ On-line

JMSSJ On-line, Vol. 52 (2004) No. 3, pp. 154-157

Chiral Recognition of Carboxylic Acids by ESI Mass Spectrometry		>> Full Text PDF >> References
*Masami SAWADA, ^a) Sachiyo NOMURA, ^a) Yoshitaka MIYAMOTO, ^b) Natsu EGAWA, ^c) Motohiro SHIZUMA, ^d) Hitoshi YAMADA, ^a) Yoshio TAKAI, ^a) Juichi TANAKA, ^b) and Hiroshi YAMAOKA ^c)** ^*a) Materials Analysis Center, The Institute of Scientific and Industrial Research, Osaka University (8-1 Mihogaoka, Ibaraki, Osaka 567-0047, Japan)^b) Faculty of Engineering, Osaka Institute of Technology (16-1 Omiya 5-chome, Asahiku, Osaka 535-0002, Japan)^c) Department of Environmental Sciences, Faculty of Science, Osaka Women's University (2-1 Daisen-cho, Sakai, Osaka 590-0035, Japan)^d) Technochemistry Department, Osaka Municipal Technical Research Institute (1-6-50 Morinomiya, Joto-ku, Osaka 536-8553, Japan)

Chiral recognition of carboxylic acids has been achieved using a "host-metal-guest complexation system" by the ESIMS/EL-guest method. The system consists of a nitrogen-containing acyclic host, La(NO₃)₃, and carboxylic acids. Chiral recognition in the system is evaluated by the IRIS value, which is defined by the relative peak intensities of the corresponding host-metal-guest complex ions: IRIS= I [(H-La⁺³-G_R^-1(G_ref^-1))+1]/ I [(H-La⁺³-G_S-dn^-1(G_ref^-1))⁺¹] The IRIS values vary from 0.62 to 1.61 and a quantitative cross chiral relationship satisfactorily holds.

Key words: Chiral recognition, ESIMS, Chiral carboxylic acid, Metal ion, Deuterium labeling