Universität zu Köln

Luetzenburg, Tamara, Neundorf, Ines ORCID: 0000-0001-6450-3991 and Scholz, Matthias (2018). Direct carborane-peptide conjugates: Synthesis and evaluation as non natural lipopeptide mimetics. Chem. Phys. Lipids, 213. S. 62 - 68. CLARE: ELSEVIER IRELAND LTD. ISSN 1873-2941

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Abstract

Herein, we report the synthesis and characterization of direct carborane-peptide conjugates. Carboranes are non natural and extremely hydrophobic compounds and turned out to be suitable pharmacophores for diverse biological applications. In this work, we established an efficient procedure for the coupling of carboranes to peptides on solid support. We identified the coupling of carborane-l-carboxylic acids to amino groups to be superior to those with hydroxy-or sulfhydryl-groups. The carborane-peptide conjugates showed remarkably prolonged, and carborane isomer dependent chromatographic retention times. This effect can be used to generate non-natural lipopeptides with fine-tuned properties.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Luetzenburg, Tamara UNSPECIFIED UNSPECIFIED UNSPECIFIED Neundorf, Ines UNSPECIFIED orcid.org/0000-0001-6450-3991 UNSPECIFIED Scholz, Matthias UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-182228
DOI:	10.1016/j.chemphyslip.2018.03.009
Journal or Publication Title:	Chem. Phys. Lipids
Volume:	213
Page Range:	S. 62 - 68
Date:	2018
Publisher:	ELSEVIER IRELAND LTD
Place of Publication:	CLARE
ISSN:	1873-2941
Language:	English
Faculty:	Faculty of Mathematics and Natural Sciences
Divisions:	Faculty of Mathematics and Natural Sciences > Department of Chemistry > Institute of Biochemistry
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language CELL-PENETRATING PEPTIDE; ANTIBACTERIAL; ORGANOBORANES; LIPIDATION; ANALOGS; LYSINE Multiple languages Biochemistry & Molecular Biology; Biophysics Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/18222