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Stereoselective renal secretion of carbenicillin in rabbits: Role of the organic anion transporter at the renal brush border membrane
Author(s) -
Itoh Tomoo,
Nakaura Hiromi,
Koyano ShinIchi,
Tsuda Yasuyuki,
Yamada Hideo
Publication year - 1998
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1998)10:4<349::aid-chir10>3.0.co;2-#
Subject(s) - chemistry , epimer , stereoselectivity , vesicle , brush border , epithelial polarity , in vivo , transporter , stereochemistry , membrane transport , secretion , membrane , biochemistry , gene , biology , microbiology and biotechnology , catalysis
Stereoselectivity in the renal secretion of carbenicillin (CBPC) was studied in rabbits. Significant renal secretion of CBPC was observed in vivo, with the secretion of the S‐epimer being greater than that of the R‐epimer. Stereoselective transport of CBPC was further studied in vitro using basolateral and brush border membrane vesicles prepared from rabbit kidneys. The transport of CBPC by the organic anion transporter into the basolateral membrane vesicles (BLMV) was not stereoselective. In contrast, a distinct stereoselectivity was observed in the transport of CBPC by the organic anion transporter into the brush border membrane vesicles (BBMV), with the transport of the S‐epimer being more favorable. Significant epimer‐epimer interactions were also observed in the transport into BBMV. The stereoselectivity of the transport of CBPC was calculated from the kinetic parameters with consideration of epimer‐epimer interactions and was similar to that observed in vivo. It was concluded that the observed stereoselectivity in the renal secretion of CBPC in vivo reflected that of transport via the organic anion transporter located at the brush border membrane. Chirality 10:349–357, 1998. © 1998 Wiley‐Liss, Inc.