PMID: 8311Jun 15, 1976

On the transport of tripeptide antibiotics in bacteria

European Journal of Biochemistry
H DiddensG Jung

Abstract

The two tripeptide antibiotics L-2-amino-4-methylphosphinobutyryl-alanyl-alanyl-alanine (L-phosphinothricyl-alanyl-alanine) and L-(N5-phosphono)methionine-S-sulfoximinyl-alanyl-alanine, both inhibitors of the glutamine synthetase, are transported into the cell of Escherichia coli K 12 via the oligopeptide transport system. The uptake by this system is proved first of all by cross-resistance with tri-L-ornithine using oligopeptide-transport-deficient mutants, and secondly by antagonism tests demonstrating competitive reversal of the action of the antibiotic by several peptides which have been shown to be transported via the oligopeptide transport system, e.g. tri-L-alanine, tetra-L-alanine, tri-L-lysine, tri-L-serine, tri-glycine, glycyl-glycyl-L-alanine and the synthetic tripeptide L-azadenyl-aminohexanoyl-alanyl-alanine. On the other hand, there is no effect on the action of the antibiotic in antagonism tests with compounds which use different transport systems, such as L-alanyl-alanine, L-lysyl-lysine, glutathione and the synthetic amino acid azaadenylaminohexanoic acid, i.e. 2-amino-6-(7-amino-3H-v-triazolo-[4,5-d]-pyrimidin-3-yl)hexanoic acid. Another inhibitor of the glutamine synthetase, L-methionine-S-dioxide (methionine...Continue Reading

References

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Citations

Jan 1, 1981·Pharmacology & Therapeutics·F C Neuhaus, W P Hammes
Sep 28, 2010·Chemical Communications : Chem Comm·Michael Kuemin, Wilfred A van der Donk
May 4, 2011·Antimicrobial Agents and Chemotherapy·Benjamin T CircelloWilliam W Metcalf
May 1, 1979·Antimicrobial Agents and Chemotherapy·F R AthertonP S Ringrose
Oct 28, 2005·Antimicrobial Agents and Chemotherapy·D SchwartzW Wohlleben
Nov 26, 2013·Journal of Industrial Microbiology & Biotechnology·Kou-San JuWilliam W Metcalf
Apr 27, 2010·Chemistry & Biology·Benjamin T CircelloWilliam W Metcalf
Dec 24, 2010·FEMS Microbiology Letters·Genki AkanumaSueharu Horinouchi
Oct 28, 2016·Chemical Reviews·Geoff P Horsman, David L Zechel
Oct 1, 1977·Angewandte Chemie·H Zähner
Jan 12, 2019·Organic & Biomolecular Chemistry·M Mercedes Jiménez-AndreuCarlos Cativiela
Apr 1, 1993·FEMS Microbiology Letters·E ZboińskaP Kafarski
Jun 15, 1990·FEMS Microbiology Letters·E ZboińskaP Kafarski
Mar 1, 1977·Die Naturwissenschaften·V Braun
Feb 1, 1989·International Journal of Peptide and Protein Research·H E Witkowska, C Wasielewski

Related Concepts

Antibiotics
Cell Survival
Diffusion
Alkalescens-Dispar Group
Fourier Transform
Glutamate-Ammonia Ligase
In Vivo NMR Spectroscopy
Oligopeptides
Protein Conformation
Structure-Activity Relationship

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