Melanocortin probes for the melanoma MC1 receptor: synthesis, receptor binding and biological activity: Melanoma Res

M. E. Erskine-Grout, G. W. Olivier, P. Lucas, U. G. Sahm, S. K. Branch, S. H. Moss, L. J. Notarianni, C. W. Pouton

Research output: Contribution to journalArticleResearchpeer-review

Abstract

The fate of alpha-melanocyte-stimulating hormone (alpha-MSH) subsequent to binding to the melanoma melanocortin MC1 receptor is of interest with regard to its potential use in targeting cytotoxic drugs or imaging to melanoma. Tools such as iodinated, photoaffinity-labelled, biotinylated and fluorescent melanocortins are required to study the fate of the ligand during its interaction with the receptor. In this study, a series of probes for the receptor based on the potent analogue, [Nle4,Dphe7]alpha-MSH, have been developed and tested for their potential usefulness. All probes contain the core melanocortin motif His-Phe-Arg-Trp. They bind the receptor readily and appear to have similar intrinsic efficacies to the endogenous peptide, so that biological activity is regulated by their receptor binding affinity. Functional photoaffinity-labelled, biotinylated and fluorescent probes are described. The biotinylated probe binds the receptor when coupled to streptavidin, although with reduced affinity.
Original languageEnglish
Pages (from-to)89-94
Number of pages6
JournalMelanoma Research
Volume6
Publication statusPublished - 1996

Keywords

  • Animals Binding, Competitive Kinetics Melanoma, Experimental/metabolism/*ultrastructure Mice Monophenol Monooxygenase/analysis Receptors, Pituitary Hormone/*metabolism Tumor Cells, Cultured alpha-MSH/*analogs & derivatives/chemical synthesis/*metabolism

Cite this

Erskine-Grout, M. E., Olivier, G. W., Lucas, P., Sahm, U. G., Branch, S. K., Moss, S. H., ... Pouton, C. W. (1996). Melanocortin probes for the melanoma MC1 receptor: synthesis, receptor binding and biological activity: Melanoma Res. Melanoma Research, 6, 89-94.
Erskine-Grout, M. E. ; Olivier, G. W. ; Lucas, P. ; Sahm, U. G. ; Branch, S. K. ; Moss, S. H. ; Notarianni, L. J. ; Pouton, C. W. / Melanocortin probes for the melanoma MC1 receptor: synthesis, receptor binding and biological activity : Melanoma Res. In: Melanoma Research. 1996 ; Vol. 6. pp. 89-94.
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abstract = "The fate of alpha-melanocyte-stimulating hormone (alpha-MSH) subsequent to binding to the melanoma melanocortin MC1 receptor is of interest with regard to its potential use in targeting cytotoxic drugs or imaging to melanoma. Tools such as iodinated, photoaffinity-labelled, biotinylated and fluorescent melanocortins are required to study the fate of the ligand during its interaction with the receptor. In this study, a series of probes for the receptor based on the potent analogue, [Nle4,Dphe7]alpha-MSH, have been developed and tested for their potential usefulness. All probes contain the core melanocortin motif His-Phe-Arg-Trp. They bind the receptor readily and appear to have similar intrinsic efficacies to the endogenous peptide, so that biological activity is regulated by their receptor binding affinity. Functional photoaffinity-labelled, biotinylated and fluorescent probes are described. The biotinylated probe binds the receptor when coupled to streptavidin, although with reduced affinity.",
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author = "Erskine-Grout, {M. E.} and Olivier, {G. W.} and P. Lucas and Sahm, {U. G.} and Branch, {S. K.} and Moss, {S. H.} and Notarianni, {L. J.} and Pouton, {C. W.}",
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year = "1996",
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pages = "89--94",
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Erskine-Grout, ME, Olivier, GW, Lucas, P, Sahm, UG, Branch, SK, Moss, SH, Notarianni, LJ & Pouton, CW 1996, 'Melanocortin probes for the melanoma MC1 receptor: synthesis, receptor binding and biological activity: Melanoma Res' Melanoma Research, vol. 6, pp. 89-94.

Melanocortin probes for the melanoma MC1 receptor: synthesis, receptor binding and biological activity : Melanoma Res. / Erskine-Grout, M. E.; Olivier, G. W.; Lucas, P.; Sahm, U. G.; Branch, S. K.; Moss, S. H.; Notarianni, L. J.; Pouton, C. W.

In: Melanoma Research, Vol. 6, 1996, p. 89-94.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - Melanocortin probes for the melanoma MC1 receptor: synthesis, receptor binding and biological activity

T2 - Melanoma Res

AU - Erskine-Grout, M. E.

AU - Olivier, G. W.

AU - Lucas, P.

AU - Sahm, U. G.

AU - Branch, S. K.

AU - Moss, S. H.

AU - Notarianni, L. J.

AU - Pouton, C. W.

N1 - M1 - 2 Erskine-Grout, M E Olivier, G W Lucas, P Sahm, U G Branch, S K Moss, S H Notarianni, L J Pouton, C W eng Research Support, Non-U.S. Gov't ENGLAND 1996/04/01 Melanoma Res. 1996 Apr;6(2):89-94.

PY - 1996

Y1 - 1996

N2 - The fate of alpha-melanocyte-stimulating hormone (alpha-MSH) subsequent to binding to the melanoma melanocortin MC1 receptor is of interest with regard to its potential use in targeting cytotoxic drugs or imaging to melanoma. Tools such as iodinated, photoaffinity-labelled, biotinylated and fluorescent melanocortins are required to study the fate of the ligand during its interaction with the receptor. In this study, a series of probes for the receptor based on the potent analogue, [Nle4,Dphe7]alpha-MSH, have been developed and tested for their potential usefulness. All probes contain the core melanocortin motif His-Phe-Arg-Trp. They bind the receptor readily and appear to have similar intrinsic efficacies to the endogenous peptide, so that biological activity is regulated by their receptor binding affinity. Functional photoaffinity-labelled, biotinylated and fluorescent probes are described. The biotinylated probe binds the receptor when coupled to streptavidin, although with reduced affinity.

AB - The fate of alpha-melanocyte-stimulating hormone (alpha-MSH) subsequent to binding to the melanoma melanocortin MC1 receptor is of interest with regard to its potential use in targeting cytotoxic drugs or imaging to melanoma. Tools such as iodinated, photoaffinity-labelled, biotinylated and fluorescent melanocortins are required to study the fate of the ligand during its interaction with the receptor. In this study, a series of probes for the receptor based on the potent analogue, [Nle4,Dphe7]alpha-MSH, have been developed and tested for their potential usefulness. All probes contain the core melanocortin motif His-Phe-Arg-Trp. They bind the receptor readily and appear to have similar intrinsic efficacies to the endogenous peptide, so that biological activity is regulated by their receptor binding affinity. Functional photoaffinity-labelled, biotinylated and fluorescent probes are described. The biotinylated probe binds the receptor when coupled to streptavidin, although with reduced affinity.

KW - Animals Binding, Competitive Kinetics Melanoma, Experimental/metabolism/ultrastructure Mice Monophenol Monooxygenase/analysis Receptors, Pituitary Hormone/metabolism Tumor Cells, Cultured alpha-MSH/analogs & derivatives/chemical synthesis/metabolism

M3 - Article

VL - 6

SP - 89

EP - 94

JO - Melanoma Research

JF - Melanoma Research

SN - 0960-8931

ER -

Erskine-Grout ME, Olivier GW, Lucas P, Sahm UG, Branch SK, Moss SH et al. Melanocortin probes for the melanoma MC1 receptor: synthesis, receptor binding and biological activity: Melanoma Res. Melanoma Research. 1996;6:89-94.