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pubmed-article:8200921pubmed:abstractTextMultiple peak formation and interconversion in the liquid chromatographic (LC) analysis of triostin A and its under-N-methylated synthetic analogue, [N-MeCys3,N-MeCys7]-TANDEM (MCTANDEM), are investigated as a function of column temperature. Slow interconversion between chromatographic peaks, ascribed to the presence of the n- and p-solution conformers of the peptides, is exhibited in the normal-phase elution profiles of triostin A and in the reversed-phase elution profiles of MCTANDEM. A chromatographic model is developed to estimate the kinetics of conformer interconversion. Reversed-phase LC analysis of the n- and p-conformers of MCTANDEM yields a value of 0.01/s for the apparent interconversion rate constant (kn-p) at 25 degrees C, with a corresponding activation energy of 16 kcal/mol. Normal-phase LC analysis of the n- and p-conformer interconversion of triostin A dissolved in chloroform results in a value of 0.04/s for kn-p at 25 degrees C, with a corresponding activation energy of 18 kcal/mol. For triostin A, normal-phase LC findings as a function of column temperature are compared with 1H nuclear magnetic resonance (NMR) line-width measurements between 80 degrees C and 140 degrees C for the n- and p-conformers, which yield an activation energy of 19 kcal/mol and an extrapolated value of 0.02/s at 25 degrees C for kn-p in deuteriochloroform.lld:pubmed
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pubmed-article:8200921pubmed:authorpubmed-author:MakiA HAHlld:pubmed
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pubmed-article:8200921pubmed:pagination132-8lld:pubmed
pubmed-article:8200921pubmed:dateRevised2007-11-14lld:pubmed
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pubmed-article:8200921pubmed:articleTitleConformer interconversion in the LC analysis of triostin A and its under-N-methylated synthetic analogue.lld:pubmed
pubmed-article:8200921pubmed:affiliationInstitute of Analytical Research, Syntex Discovery Research, Palo Alto, California 94304.lld:pubmed
pubmed-article:8200921pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:8200921pubmed:publicationTypeResearch Support, U.S. Gov't, P.H.S.lld:pubmed
pubmed-article:8200921pubmed:publicationTypeResearch Support, Non-U.S. Gov'tlld:pubmed