Conformational Prerequisites for the in vitro Inhibition of Cholate Uptake in Hepatocytes by Cyclic Analogues of Antamanide and Somatostatin

Kessler, Horst; Klein, M.; Müller, Arndt; Wagner, Karl G.; Bats, Jan W.; Ziegler, K.; Frimmer, M.

doi:10.1002/anie.198609971

Cited by 65 publications

(31 citation statements)

References 9 publications

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“…Cyclolinopeptide 1 was shown to inhibit cholate uptake into hepatocytes, potentially protecting the liver against poisoning. 7,8 Cyclolinopeptide 1 was also demonstrated to suppress the calcium-dependent activation and proliferation of Tlymphocytes by cyclophilin-dependent calcineurin inactivation. 9,10 The immunosuppressive activity of cyclolinopeptide 1, described by others, may be partially or wholly explained by this observation.…”

Section: ■ Introductionmentioning

confidence: 99%

Identification and Quantification of Cyclolinopeptides in Five Flaxseed Cultivars

Gui¹,

Shim²,

Datla

et al. 2012

J. Agric. Food Chem.

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/npsi/ctrl?lang=en http://nparc.cisti-icist.nrc-cnrc.gc.ca/npsi/ctrl?lang=fr Access and use of this website and the material on it are subject to the Terms and Conditions set forth at http://nparc.cisti-icist.nrc-cnrc.gc.ca/npsi/jsp/nparc_cp.jsp?lang=en NRC Publications Archive Archives des publications du CNRCThis publication could be one of several versions: author's original, accepted manuscript or the publisher's version. / La version de cette publication peut être l'une des suivantes : la version prépublication de l'auteur, la version acceptée du manuscrit ou la version de l'éditeur. For the publisher's version, please access the DOI link below./ Pour consulter la version de l'éditeur, utilisez le lien DOI ci-dessous.http://dx.doi.org/10.1021/jf301847uJournal of Agricultural and Food Chemistry, 60, 35, pp. 8571-8579, 2012-08-16 Identification and quantification of Cyclolinopeptides in five flaxseed cultivars Gui, Bo; Shim, Youn Young; Datla, Raju S. S.; Covello, Patrick S.; Stone, Sandra L.; Reaney, Martin J. T. ABSTRACT: Cyclolinopeptides are a group of naturally occurring hydrophobic cyclic peptides found in flaxseed and flax oil that have immunosuppressive activity. This study describes the measurement of flaxseed cyclolinopeptide concentrations using an internal standard HPLC method. In addition, the concentration of cyclolinopeptides in the seed of Canadian flax cultivars grown at two locations over two years is reported. The data are consistent with the formation of flaxseed cyclolinopeptides from two ribosome-derived precursors. Each precursor protein includes the sequences corresponding to three cyclolinopeptides from which those cyclolinopeptides are presumably derived by precursor processing. The concentrations of cyclolinopeptides C and E, which are encoded by the same gene sequence, are highly correlated, and the concentrations of cyclolinopeptides D, F, and G, which are encoded by a second gene sequence, are also highly correlated. The strong correlation between the cyclolinopeptides arising from the same gene may prove to be important in understanding how peptide concentration is controlled. Additional research may lead to approaches to improve flax either as a platform for peptide production or as a source of oil with improved drying properties and flavor. Identification and Quantification of Cyclolinopeptides in

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Section: ■ Introductionmentioning

confidence: 99%

Identification and Quantification of Cyclolinopeptides in Five Flaxseed Cultivars

Gui¹,

Shim²,

Datla

et al. 2012

J. Agric. Food Chem.

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“…In in vitro studies, 1 inhibits activation and proliferation of T-lymphocyte cells [7], protects liver from specific poisonous agents [8], and suppresses immunity [7,9]. Additionally, CLs 2, 5, and 7 exhibit immunosuppressive activities [1,5].…”

Section: Introductionmentioning

confidence: 99%

Rapid reversed-phase liquid chromatography separation of cyclolinopeptides with monolithic and microparticulate columns

Olivia

Burnett

Okinyo-Owiti

et al. 2012

Journal of Chromatography B

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“…4) Reducing side effects. Long-term treatment with octreotide is associated with an increased incidence of gallstones which may be the result of an inhibition of gall bladder motility [47] or by the inhibition of the cholate uptake by somatostatin and its derivatives [48][49][50].…”

Section: The Need For Sst-selective Somatostatin Analogsmentioning

confidence: 99%

Improvement of drug-like properties of peptides: the somatostatin paradigm

Ovadia

Greenberg

Laufer

et al. 2010

Expert Opinion on Drug Discovery

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Conformational Prerequisites for the in vitro Inhibition of Cholate Uptake in Hepatocytes by Cyclic Analogues of Antamanide and Somatostatin

Cited by 65 publications

References 9 publications

Identification and Quantification of Cyclolinopeptides in Five Flaxseed Cultivars

Identification and Quantification of Cyclolinopeptides in Five Flaxseed Cultivars

Rapid reversed-phase liquid chromatography separation of cyclolinopeptides with monolithic and microparticulate columns

Improvement of drug-like properties of peptides: the somatostatin paradigm

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