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The inclusion of the enantiomers of N-trifluoroacetyl-4-fluorophenylalanine and N-trifluoroacetylphenylalanine by cyclomaltohexaose: A 2H- and 19F-N.M.R. study

✍ Scribed by Nicholas J. Smith; Thomas M. Spotswood; Stephen F. Lincoln

Publisher: Elsevier Science
Year: 1989
Tongue: English
Weight: 488 KB
Volume: 192
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(89)85160-2

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✦ Synopsis

lgF-N.m.r. studies show that N-trifluoroacetyl-D-and -r_-4-fluorophenylalanine and iV-trifluoroacetyl-D-and -L-phenylalanine form 1: 1 inclusion complexes with cyclomaltohexaose (a-cyclodextrin) characterised by stability constants of 11.44 k1.13, 11.40 k1.09, 6.15 kO.59, and 6.37 kO.81 M-I, respectively, in aqueous 0.1~ NaCl at pH 6.5 and 25". Under similar conditions, the correlation time of N-trifluoroacetyl-[*H,Iphenylalanine changed from 65 k4 ps in the free state to 320 +4O ps in the complex, consistent with there being little freedom of movement of the guest in the inclusion complex.

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