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pubmed-article:9801815pubmed:issue9lld:pubmed
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pubmed-article:9801815pubmed:abstractTextCovalent crosslinks can control local peptide conformation. In tripeptide sequences of the general formula Cys-Xxx-Cys, cysteine disulfides have been previously shown to enforce a C7 equatorial gamma-turn conformation (also referred to as an inverse gamma-turn). Much less is known about the effects of dityrosine and ditryptophan crosslinks on local peptide structure. In a series of tripeptides, ditryptophan crosslinks were formed using the two-step process of acid-promoted Mannich dimerization followed by oxidative aromatization. In these peptides, with the general formula Trp-Xxx-Trp (Xxx not equal to Gly), ditryptophan crosslinks were found to stabilize a C7 equatorial gamma-turn conformation in DMSO-d6. Rigorous support for a C7 equatorial conformation in the crosslinked sequence Trp-Pro-Trp came from a variety of 1H NMR experiments and molecular modelling. Interproton distances were derived from NOE buildups that were determined through a series of double pulsed field gradient spin echo (DPFGSE) experiments. In addition, the small temperature dependence of the i+2 NH chemical shifts (delta delta/delta T < 2 ppm/degree C) provided further support for the intramolecular hydrogen bond which defines a gamma-turn.lld:pubmed
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pubmed-article:9801815pubmed:authorpubmed-author:LamY KYKlld:pubmed
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pubmed-article:9801815pubmed:authorpubmed-author:ShakaA JAJlld:pubmed
pubmed-article:9801815pubmed:authorpubmed-author:Van...lld:pubmed
pubmed-article:9801815pubmed:authorpubmed-author:StachelS JSJlld:pubmed
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pubmed-article:9801815pubmed:volume6lld:pubmed
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pubmed-article:9801815pubmed:pagination1439-46lld:pubmed
pubmed-article:9801815pubmed:dateRevised2011-1-24lld:pubmed
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pubmed-article:9801815pubmed:year1998lld:pubmed
pubmed-article:9801815pubmed:articleTitleStabilization of a C7 equatorial gamma turn in DMSO-d6 by a ditryptophan crosslink.lld:pubmed
pubmed-article:9801815pubmed:affiliationDepartment of Chemistry, University of California-Irvine 92697-2025, USA.lld:pubmed
pubmed-article:9801815pubmed:publicationTypeJournal Articlelld:pubmed
pubmed-article:9801815pubmed:publicationTypeResearch Support, U.S. Gov't, P.H.S.lld:pubmed
pubmed-article:9801815pubmed:publicationTypeResearch Support, U.S. Gov't, Non-P.H.S.lld:pubmed
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