The Requirement for the Protonated -amino Group for the Transport of Peptides in Escherichia Coli

Overview

Journal Biochem J

Specialty Biochemistry

Date 1971 Jun 1

PMID 4942537

Citations 13

Authors

J W Payne

Affiliations

Soon will be listed here.

Abstract

Many glycine peptides support growth of a glycine auxotroph of Escherichia coli. If the alpha-amino group of these peptides is methylated, the products are still utilized for growth, and also retain comparable ability with the unsubstituted peptides to compete with natural peptides for transport into the cell. In contrast, glycine peptides devoid of an alpha-amino group, or that have the alpha-amino group substituted by one of a number of acyl groups are not utilized, although E. coli possesses intracellular enzymic activity able to release glycine from such compounds; further, these derivatives do not compete with natural peptides for transport into the cell.

Citing Articles

Stereospecificity of peptide transport by germinating barley embryos.

Higgins C, Payne J Planta. 2014; 142(3):299-305.

PMID: 24408193 DOI: 10.1007/BF00385081.

Compensating stereochemical changes allow murein tripeptide to be accommodated in a conventional peptide-binding protein.

Maqbool A, Levdikov V, Blagova E, Herve M, Horler R, Wilkinson A J Biol Chem. 2011; 286(36):31512-21.

PMID: 21705338 PMC: 3173086. DOI: 10.1074/jbc.M111.267179.

On the binding mechanism of the peptide receptor of the oligopeptide transport system of Lactococcus lactis.

Lanfermeijer F, Detmers F, Konings W, Poolman B EMBO J. 2000; 19(14):3649-56.

PMID: 10899119 PMC: 313990. DOI: 10.1093/emboj/19.14.3649.

Kinetics and substrate specificity of membrane-reconstituted peptide transporter DtpT of Lactococcus lactis.

Fang G, Konings W, Poolman B J Bacteriol. 2000; 182(9):2530-5.

PMID: 10762255 PMC: 111317. DOI: 10.1128/JB.182.9.2530-2535.2000.

Phosphonopeptides as substrates for peptide transport systems and peptidases of Escherichia coli.

ATHERTON F, Hall M, HASSALL C, Lambert R, LLOYD W, Lord A Antimicrob Agents Chemother. 1983; 24(4):522-8.

PMID: 6360039 PMC: 185367. DOI: 10.1128/AAC.24.4.522.

References

Losick R, Gilvarg C . Effect of alpha-acetylation on utilization of lysine oligopeptides in Escherichia coli. J Biol Chem. 1966; 241(10):2340-6. View

Shimura Y, Vogel H . Diaminopimelate decarboxylase of Lemna perpusilla: partial purification and some properties. Biochim Biophys Acta. 1966; 118(2):396-404. DOI: 10.1016/s0926-6593(66)80048-6. View

Offord R . Electrophoretic mobilities of peptides on paper and their use in the determination of amide groups. Nature. 1966; 211(5049):591-3. DOI: 10.1038/211591a0. View

Payne J, Gilvarg C . The role of the terminal carboxyl group on peptide transport in Escherichia coli. J Biol Chem. 1968; 243(2):335-40. View

Payne J . Oligopeptide transport in Escherichia coli. Specificity with respect to side chain and distinction from dipeptide transport. J Biol Chem. 1968; 243(12):3395-403. View

Dixon H, Perham R . Reversible blocking of amino groups with citraconic anhydride. Biochem J. 1968; 109(2):312-4. PMC: 1186791. DOI: 10.1042/bj1090312. View

Payne J, Gilvarg C . Size restriction on peptide utilization in Escherichia coli. J Biol Chem. 1968; 243(23):6291-9. View

FOWDEN L, Lewis D, Tristram H . Toxic amino acids: their action as antimetabolites. Adv Enzymol Relat Areas Mol Biol. 1967; 29:89-163. DOI: 10.1002/9780470122747.ch3. View

CHRISTENSEN H, Handlogten M . Modes of mediated exodus of amino acids from the Ehrlich ascites tumor cell. J Biol Chem. 1968; 243(20):5428-38. View

10.

Vogt V . Purification and properties of an aminopeptidase from Escherichia coli. J Biol Chem. 1970; 245(18):4760-9. View

11.

Sussman A, Gilvarg C . Peptidases in Escherichia coli K-12 capable of cleaving lysine homopeptides. J Biol Chem. 1970; 245(24):6518-24. View

12.

DUNN F, Dittmer K . The synthesis and microbiological properties of some peptide analogues. J Biol Chem. 1951; 188(1):263-72. View

13.

DEWEY D, WORK E . Diaminopimelic acid decarboxylase. Nature. 1952; 169(4300):533-4. DOI: 10.1038/169533a0. View

14.

Davis B . Biosynthetic interrelations of lysine, diaminopimelic acid, and threonine in mutants of Escherichia coli. Nature. 1952; 169(4300):534-6. DOI: 10.1038/169534a0. View

15.

Heilmann J, BARROLLIER J, WATZKE E . [Amino acid determination on paper chromatograms]. Hoppe Seylers Z Physiol Chem. 1957; 309(4-6):219-20. View

16.

Leavitt R, Umbarger H . Isoleucine and valine metabolism in Escherichia coli. XI. Valine inhibition of the growth of Escherichia coli strain K-12. J Bacteriol. 1962; 83:624-30. PMC: 279321. DOI: 10.1128/jb.83.3.624-630.1962. View

17.

Stewart J, STAHMANN M . The chromatography of polylysine. J Chromatogr. 1962; 9:233-5. DOI: 10.1016/s0021-9673(00)80766-9. View

18.

Britten R, McClure F . The amino acid pool in Escherichia coli. Bacteriol Rev. 1962; 26:292-335. PMC: 441154. DOI: 10.1128/br.26.3.292-335.1962. View

19.

VON ARX , Neher R . [A MULTIDIMENSIONAL TECHNIC FOR THE CHROMATOGRAPHIC IDENTIFICATION OF AMINO ACID]. J Chromatogr. 1963; 12:329-41. DOI: 10.1016/s0021-9673(01)83693-1. View

20.

Gilvarg C, KATCHALSKI E . PEPTIDE UTILIZATION IN ESCHERICHIA COLI. J Biol Chem. 1965; 240:3093-8. View