The Co3(CO)9C moiety acts as an electroreducible marker for estradiol detection enhancement in the HPLC-ED technique

Domenico Osella; Carlo Nervi; Luciano Milone; Francesco Galeotti; Anne Vessières; Gerard Jaouen

doi:10.1016/S0022-328X(99)00490-8

The Co₃(CO)₉C moiety acts as an electroreducible marker for estradiol detection enhancement in the HPLC-ED technique

Domenico Osella
, Carlo Nervi
, Luciano Milone
, Francesco Galeotti
, Anne Vessières
, Gerard Jaouen

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

Abstract

The tricobalt enneacarbonyl-ethynylestradiol derivative Co₃(CO)₉C-C≢C-E (E=estradiol) proved to be elusive, due to the strong electron-withdrawing properties of both the 17β OH and the Co₃(CO)₉C groups. However, the advantage of introducing the Co₃C core, which undergoes a reversible 1 e reduction, can be achieved by the interposition of a spacer arm, namely -C(O)NHC₆H₄-, generated in situ during the synthesis in the appropriate experimental conditions. The corresponding bioorganometallic product Co₃(CO)₉C-C(O)NHC₆H₄-C≢;C-E retains an acceptable relative binding affinity for estradiol receptor affording a new electrochemical marker suitable for biochemical analyses.

Original language	English
Pages (from-to)	232-239
Number of pages	8
Journal	Journal of Organometallic Chemistry
Volume	593-594
DOIs	https://doi.org/10.1016/S0022-328X(99)00490-8
Publication status	Published - 15 Jan 2000
Externally published	Yes

Keywords

Bioinorganic chemistry
Cobalt carbonyls
Electrochemistry
Immunoassay
Steroids

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10.1016/S0022-328X(99)00490-8

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@article{48f2304a077443409f231f8b0e164975,

title = "The Co3(CO)9C moiety acts as an electroreducible marker for estradiol detection enhancement in the HPLC-ED technique",

abstract = "The tricobalt enneacarbonyl-ethynylestradiol derivative Co3(CO)9C-C≢C-E (E=estradiol) proved to be elusive, due to the strong electron-withdrawing properties of both the 17β OH and the Co3(CO)9C groups. However, the advantage of introducing the Co3C core, which undergoes a reversible 1 e reduction, can be achieved by the interposition of a spacer arm, namely -C(O)NHC6H4-, generated in situ during the synthesis in the appropriate experimental conditions. The corresponding bioorganometallic product Co3(CO)9C-C(O)NHC6H4-C≢;C-E retains an acceptable relative binding affinity for estradiol receptor affording a new electrochemical marker suitable for biochemical analyses.",

keywords = "Bioinorganic chemistry, Cobalt carbonyls, Electrochemistry, Immunoassay, Steroids",

author = "Domenico Osella and Carlo Nervi and Luciano Milone and Francesco Galeotti and Anne Vessi{\`e}res and Gerard Jaouen",

note = "Funding Information: MURST (Rome) is gratefully acknowledged for financial support (COFIN-98). We thank Professor M. Vincenti (Analytical Department, University of Turin) for recording the DCI-MS spectra.",

year = "2000",

month = jan,

day = "15",

doi = "10.1016/S0022-328X(99)00490-8",

language = "English",

volume = "593-594",

pages = "232--239",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - The Co3(CO)9C moiety acts as an electroreducible marker for estradiol detection enhancement in the HPLC-ED technique

AU - Osella, Domenico

AU - Nervi, Carlo

AU - Milone, Luciano

AU - Galeotti, Francesco

AU - Vessières, Anne

AU - Jaouen, Gerard

N1 - Funding Information: MURST (Rome) is gratefully acknowledged for financial support (COFIN-98). We thank Professor M. Vincenti (Analytical Department, University of Turin) for recording the DCI-MS spectra.

PY - 2000/1/15

Y1 - 2000/1/15

N2 - The tricobalt enneacarbonyl-ethynylestradiol derivative Co3(CO)9C-C≢C-E (E=estradiol) proved to be elusive, due to the strong electron-withdrawing properties of both the 17β OH and the Co3(CO)9C groups. However, the advantage of introducing the Co3C core, which undergoes a reversible 1 e reduction, can be achieved by the interposition of a spacer arm, namely -C(O)NHC6H4-, generated in situ during the synthesis in the appropriate experimental conditions. The corresponding bioorganometallic product Co3(CO)9C-C(O)NHC6H4-C≢;C-E retains an acceptable relative binding affinity for estradiol receptor affording a new electrochemical marker suitable for biochemical analyses.

AB - The tricobalt enneacarbonyl-ethynylestradiol derivative Co3(CO)9C-C≢C-E (E=estradiol) proved to be elusive, due to the strong electron-withdrawing properties of both the 17β OH and the Co3(CO)9C groups. However, the advantage of introducing the Co3C core, which undergoes a reversible 1 e reduction, can be achieved by the interposition of a spacer arm, namely -C(O)NHC6H4-, generated in situ during the synthesis in the appropriate experimental conditions. The corresponding bioorganometallic product Co3(CO)9C-C(O)NHC6H4-C≢;C-E retains an acceptable relative binding affinity for estradiol receptor affording a new electrochemical marker suitable for biochemical analyses.

KW - Bioinorganic chemistry

KW - Cobalt carbonyls

KW - Electrochemistry

KW - Immunoassay

KW - Steroids

UR - https://www.scopus.com/pages/publications/0034650005

U2 - 10.1016/S0022-328X(99)00490-8

DO - 10.1016/S0022-328X(99)00490-8

M3 - Article

SN - 0022-328X

VL - 593-594

SP - 232

EP - 239

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

ER -

The Co₃(CO)₉C moiety acts as an electroreducible marker for estradiol detection enhancement in the HPLC-ED technique

Abstract

Keywords

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