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- Maricic, SuzanaLund University,Lunds universitet,Centrum för analys och syntes,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Centre for Analysis and Synthesis,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH (author)
Synthesis and conformational studies of a Leu-enkephalin amide analogue containing a ferrocene substructure
- Article/chapterEnglish2002
Publisher, publication year, extent ...
- 2002
Numbers
- LIBRIS-ID:oai:lup.lub.lu.se:dda22871-d2cb-4baf-b1e7-780706ef6f3f
- https://lup.lub.lu.se/record/337375URI
- https://doi.org/10.1016/S0040-4020(02)00170-9DOI
Supplementary language notes
- Language:English
- Summary in:English
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- SwePubSwePub
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Notes
- Solution phase synthesis of a constrained Leu(5)-enkephalin amide analogue 10 is reported, in which the cyclic ferrocenyl containing subunit 7 was introduced as a mimetic of the tetrapeptide Tyr-Gly-Gly-Phe unit. Temperature dependence of the chemical shift of the amide protons of 10 indicated a hydrogen bond between the same amino acid residues as observed for the natural Leu-enkepalin in the single-bend conformation. The rotational barrier (DeltaG(c)(not equal)=16.8 kcal/mol) of the C-terminal amide group, which was determined by DNMR spectroscopy, and NOESY experiments indicated that the two termini were more distant as compared to the single-bend conformation of natural Leu-enkephalin amide. (C) 2002 Elsevier Science Ltd. All rights reserved.
Subject headings and genre
- NATURVETENSKAP Kemi Organisk kemi hsv//swe
- NATURAL SCIENCES Chemical Sciences Organic Chemistry hsv//eng
- conformational analysis
- ferrocene
- cyclic peptide
- beta-turn mimetic
Added entries (persons, corporate bodies, meetings, titles ...)
- Berg, UlfLund University,Lunds universitet,Centrum för analys och syntes,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Centre for Analysis and Synthesis,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH(Swepub:lu)orgk1-ub (author)
- Frejd, TorbjörnLund University,Lunds universitet,Centrum för analys och syntes,Kemiska institutionen,Institutioner vid LTH,Lunds Tekniska Högskola,Centre for Analysis and Synthesis,Department of Chemistry,Departments at LTH,Faculty of Engineering, LTH(Swepub:lu)orgk1-tf (author)
- Centrum för analys och syntesKemiska institutionen (creator_code:org_t)
Related titles
- In:Tetrahedron58:15, s. 3085-30930040-4020
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