Antibacterial activities of ferrocenoyl- and cobaltocenium-peptide bioconjugates

Janine T. Chantson; Maria Vittoria Verga Falzacappa; Sergio Crovella; Nils Metzler-Nolte

doi:10.1016/j.jorganchem.2005.07.007

Antibacterial activities of ferrocenoyl- and cobaltocenium-peptide bioconjugates

Janine T. Chantson, Maria Vittoria Verga Falzacappa, Sergio Crovella, Nils Metzler-Nolte

Research output: Contribution to journal › Article › peer-review

Abstract

The peptide and metallocene-peptide bioconjugates R-Arg-Arg-Phe-NH ₂, R-Phe-Arg-Phe-NH ₂ where R = H, Fe(Cp)(C ₅H ₄-CO), Co(Cp)(C ₅H ₄-CO) ⁺ and R′-Gly-Trp-Arg-Arg-Phe-NH ₂, R′-Trp-Arg-Arg-Phe- NH ₂, where R′ = n-C ₅H ₁₁CO, Fe(Cp)(C ₅H ₄-CO), Co(Cp)(C ₅H ₄-CO) ⁺, and Arg = l-arginine, Gly = l-glycine, Phe = l-phenylalanine, Trp = l-tryptophan were prepared by solid phase peptide synthesis (SPPS). The compounds were purified by RP-HPLC and characterized by ESI-MS and NMR spectroscopy. Antibacterial properties of the compounds were determined by minimum inhibitory concentration (MIC) tests against Escherichia coli, Pseudomonas aeruginosa and Staphylococcus aureus.

Original language	English
Pages (from-to)	4564-4572
Number of pages	9
Journal	Journal of Organometallic Chemistry
Volume	690
Issue number	21-22
DOIs	https://doi.org/10.1016/j.jorganchem.2005.07.007
Publication status	Published - Nov 1 2005

Keywords

Antibacterial agents
Bioorganometallic chemistry
Cobaltocenium
Ferrocene
Peptides
Solid phase synthesis

ASJC Scopus subject areas

Chemical Engineering (miscellaneous)
Materials Science (miscellaneous)
Materials Chemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Biochemistry

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10.1016/j.jorganchem.2005.07.007

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title = "Antibacterial activities of ferrocenoyl- and cobaltocenium-peptide bioconjugates",

abstract = "The peptide and metallocene-peptide bioconjugates R-Arg-Arg-Phe-NH 2, R-Phe-Arg-Phe-NH 2 where R = H, Fe(Cp)(C 5H 4-CO), Co(Cp)(C 5H 4-CO) + and R′-Gly-Trp-Arg-Arg-Phe-NH 2, R′-Trp-Arg-Arg-Phe- NH 2, where R′ = n-C 5H 11CO, Fe(Cp)(C 5H 4-CO), Co(Cp)(C 5H 4-CO) +, and Arg = l-arginine, Gly = l-glycine, Phe = l-phenylalanine, Trp = l-tryptophan were prepared by solid phase peptide synthesis (SPPS). The compounds were purified by RP-HPLC and characterized by ESI-MS and NMR spectroscopy. Antibacterial properties of the compounds were determined by minimum inhibitory concentration (MIC) tests against Escherichia coli, Pseudomonas aeruginosa and Staphylococcus aureus.",

keywords = "Antibacterial agents, Bioorganometallic chemistry, Cobaltocenium, Ferrocene, Peptides, Solid phase synthesis",

author = "Chantson, {Janine T.} and Falzacappa, {Maria Vittoria Verga} and Sergio Crovella and Nils Metzler-Nolte",

year = "2005",

month = nov,

day = "1",

doi = "10.1016/j.jorganchem.2005.07.007",

language = "English",

volume = "690",

pages = "4564--4572",

journal = "Journal of Organometallic Chemistry",

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T1 - Antibacterial activities of ferrocenoyl- and cobaltocenium-peptide bioconjugates

AU - Chantson, Janine T.

AU - Falzacappa, Maria Vittoria Verga

AU - Crovella, Sergio

AU - Metzler-Nolte, Nils

PY - 2005/11/1

Y1 - 2005/11/1

N2 - The peptide and metallocene-peptide bioconjugates R-Arg-Arg-Phe-NH 2, R-Phe-Arg-Phe-NH 2 where R = H, Fe(Cp)(C 5H 4-CO), Co(Cp)(C 5H 4-CO) + and R′-Gly-Trp-Arg-Arg-Phe-NH 2, R′-Trp-Arg-Arg-Phe- NH 2, where R′ = n-C 5H 11CO, Fe(Cp)(C 5H 4-CO), Co(Cp)(C 5H 4-CO) +, and Arg = l-arginine, Gly = l-glycine, Phe = l-phenylalanine, Trp = l-tryptophan were prepared by solid phase peptide synthesis (SPPS). The compounds were purified by RP-HPLC and characterized by ESI-MS and NMR spectroscopy. Antibacterial properties of the compounds were determined by minimum inhibitory concentration (MIC) tests against Escherichia coli, Pseudomonas aeruginosa and Staphylococcus aureus.

AB - The peptide and metallocene-peptide bioconjugates R-Arg-Arg-Phe-NH 2, R-Phe-Arg-Phe-NH 2 where R = H, Fe(Cp)(C 5H 4-CO), Co(Cp)(C 5H 4-CO) + and R′-Gly-Trp-Arg-Arg-Phe-NH 2, R′-Trp-Arg-Arg-Phe- NH 2, where R′ = n-C 5H 11CO, Fe(Cp)(C 5H 4-CO), Co(Cp)(C 5H 4-CO) +, and Arg = l-arginine, Gly = l-glycine, Phe = l-phenylalanine, Trp = l-tryptophan were prepared by solid phase peptide synthesis (SPPS). The compounds were purified by RP-HPLC and characterized by ESI-MS and NMR spectroscopy. Antibacterial properties of the compounds were determined by minimum inhibitory concentration (MIC) tests against Escherichia coli, Pseudomonas aeruginosa and Staphylococcus aureus.

KW - Antibacterial agents

KW - Bioorganometallic chemistry

KW - Cobaltocenium

KW - Ferrocene

KW - Peptides

KW - Solid phase synthesis

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DO - 10.1016/j.jorganchem.2005.07.007

M3 - Article

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SN - 0022-328X

VL - 690

SP - 4564

EP - 4572

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 21-22

ER -

Antibacterial activities of ferrocenoyl- and cobaltocenium-peptide bioconjugates

Abstract

Keywords

ASJC Scopus subject areas

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