Evaluation of chemiluminescent estradiol conjugates by using a surface plasmon resonance detector

Adamczyk, Maciej; Chen, Yon-Yih; Gebler, John C.; Johnson, Donald D.; Mattingly, Phillip G.; Moore, Jeffrey A.; Reddy, Rajarathnam E.; Wu, Jiang; Yu, Zhiguang

doi:10.1016/s0039-128x(00)00091-x

Cited by 23 publications

(14 citation statements)

References 12 publications

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“…Most research has been focused on understanding the function of the estrogen receptor (ER), the characterization of the binding properties of known compounds, and product development. 22,23,24,25,26,27 …”

Section: Biosensor Studiesmentioning

confidence: 99%

<title>Biosensor, ELISA, and frog embryo teratogenesis assay: Xenopus (FETAX) analysis of water associated with frog malformations in Minnesota</title>

et al. 2001

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Between 1995 and 1997 over 62% of the counties in Minnesota reported the presence of malformed frogs. While most sites have recently shown a decline in malformed frog populations, one site in northeastern Minnesota with no prior history of malformed frogs was recently discovered to contain > 67% malformed Rana pipiens (northern leopard frogs). As part of an effort to study the presence of hormonally active agents in fresh water sources, water samples were collected from lakes in Minnesota containing malformed frogs and analyzed for the presence of biologically active compounds using a novel evanescent field fluorometric biosensor and the frog embryo teratogenesis assay: Xenopus (FETAX) bioassay. The waveguide based biosensor developed by ThreeFold Sensors (TFS biosensor, Ann Arbor, MI) monitors the interaction between free human ER-α and an estrogen immobilized on a sensor fiber. Inhibition of the interaction reflects the presence of estrogenic compounds. The FETAX bioassay is a developmental assay, which measures teratogenicity, mortality, and inhibition of growth during the first 96 hours of organogenesis and thereby provides a universal screen for endocrine disruptors. TFS biosensor and FETAX screening of the water samples suggest a relationship between estrogenic activity, mineral supplementation, and the occurrence of malformed frogs.

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Section: Biosensor Studiesmentioning

confidence: 99%

<title>Biosensor, ELISA, and frog embryo teratogenesis assay: Xenopus (FETAX) analysis of water associated with frog malformations in Minnesota</title>

et al. 2001

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“…Many investigations on oxi- dation at C-6, for example have, taken place in the last decades, and 6-oxoestradiol derivatives are popular starting materials for further synthetic work. Thus, for example, Adamczyk et al converted the oxo group into a functionalised alkyl oxime, used for binding to a chemiluminescent marker [29]. However, there are no recent reports of the introduction of an alkyl side chain to C-6 of estrogens.…”

Section: Modifications At C-6mentioning

confidence: 99%

“…Another classical approach for the introduction of a carbon substituent at C-2 is the hydroxymethylation reaction (Scheme 2.6) [11]. However the yields are lower than in the Friedel-Crafts acylation and the mixture of 2-and 4-substituted products (28,29) is inseparable. The compounds obtained in this way were used for further modifications which de-aromatised the ring A but created novel steroid-polychinane hybrids, such as 34.…”

Section: Introductionmentioning

confidence: 99%

Homologation of Estrone or Estradiol. Appending a Carbon Substituent Into the 3-hydroxyestra-1,3,5-triene Skeleton

Braune¹,

Deb²,

Hase³

et al. 2007

COC

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“…148 (Fig. 38) by conjugating hydrophilic acridinium acid with commercially available 17 -estradiol at C-6 and C-7 using several linkers [152]. There solution-binding affinities for an anti-E 2 Fab fragment were measured using a single E 2 analog biosensor surface on a BIAcore surface plasmon resonance instrument.…”

Section: Steroid Hormone Based Conjugatesmentioning

confidence: 99%

Steroidal Conjugates and Their Pharmacological Applications

Salunke

Hazra²,

Pore³

2006

CMC

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Nature continues to be the main source of inspiration for synthetic chemists in their quest to make novel conjugates, which can have different physical, biological and medicinal properties. Nature makes these conjugates from mixed biosynthesis and some of these chimeras are found to exhibit unusual biological properties. During the past two decades design of such entities has been receiving increasing attention. Among the hybrid natural products, hybrids of steroid frameworks have attracted great attention due to the significant biological properties and numerous therapeutic effects of steroids. The developments made over the past few years in the isolation, design and synthesis of steroidal conjugates and their pharmacological applications are discussed in this review.

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Evaluation of chemiluminescent estradiol conjugates by using a surface plasmon resonance detector

Cited by 23 publications

References 12 publications

<title>Biosensor, ELISA, and frog embryo teratogenesis assay: Xenopus (FETAX) analysis of water associated with frog malformations in Minnesota</title>

<title>Biosensor, ELISA, and frog embryo teratogenesis assay: Xenopus (FETAX) analysis of water associated with frog malformations in Minnesota</title>

Homologation of Estrone or Estradiol. Appending a Carbon Substituent Into the 3-hydroxyestra-1,3,5-triene Skeleton

Steroidal Conjugates and Their Pharmacological Applications

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