Chemical synthesis of a fluorescent IGF-II analogue

Jade Cottam; Denis Scanlon; John Karas; Antonio Calabrese; Tara Pukala; Briony Forbes; John Wallace; Andrew Abell

doi:10.1007/s10989-012-9339-3

Chemical synthesis of a fluorescent IGF-II analogue

Jade Cottam, Denis Scanlon, John Karas, Antonio Calabrese, Tara Pukala, Briony Forbes, John Wallace, Andrew Abell

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

5 Citations (Scopus)

Abstract

Insulin-like growth factor II (IGF-II) is a protein with high structural and sequence similarity to insulin. Unlike insulin, it binds both the type 1 IGF receptor and the exon 11- isoform of the insulin receptor with high affinity. The overexpression and up regulation of IGF-II has been associated with the progression of various forms of cancer. The exact binding mechanism of IGF-II to its high affinity receptors is still not completely understood. Herein we describe the successful synthesis of a novel fluorescent IGF-II protein (F19Cou IGF-II), where residue 19 (phenylalanine) has been replaced by a fluorescent chromophore (coumaryl glycine). This novel coumaryl IGF-II analogue will be a useful tool for analysing the receptor interaction mechanisms in future studies.

Original language	English
Pages (from-to)	61-69
Number of pages	9
Journal	International Journal of Peptide Research and Therapeutics
Volume	19
Issue number	1
DOIs	https://doi.org/10.1007/s10989-012-9339-3
Publication status	Published - Mar 2013

Keywords

Aggregation
Coumarin
Insulin-like growth factor II
Pseudoproline
Solid phase peptide synthesis

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1007/s10989-012-9339-3

Cite this

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title = "Chemical synthesis of a fluorescent IGF-II analogue",

abstract = "Insulin-like growth factor II (IGF-II) is a protein with high structural and sequence similarity to insulin. Unlike insulin, it binds both the type 1 IGF receptor and the exon 11- isoform of the insulin receptor with high affinity. The overexpression and up regulation of IGF-II has been associated with the progression of various forms of cancer. The exact binding mechanism of IGF-II to its high affinity receptors is still not completely understood. Herein we describe the successful synthesis of a novel fluorescent IGF-II protein (F19Cou IGF-II), where residue 19 (phenylalanine) has been replaced by a fluorescent chromophore (coumaryl glycine). This novel coumaryl IGF-II analogue will be a useful tool for analysing the receptor interaction mechanisms in future studies.",

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author = "Jade Cottam and Denis Scanlon and John Karas and Antonio Calabrese and Tara Pukala and Briony Forbes and John Wallace and Andrew Abell",

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T1 - Chemical synthesis of a fluorescent IGF-II analogue

AU - Cottam, Jade

AU - Scanlon, Denis

AU - Karas, John

AU - Calabrese, Antonio

AU - Pukala, Tara

AU - Forbes, Briony

AU - Wallace, John

AU - Abell, Andrew

PY - 2013/3

Y1 - 2013/3

N2 - Insulin-like growth factor II (IGF-II) is a protein with high structural and sequence similarity to insulin. Unlike insulin, it binds both the type 1 IGF receptor and the exon 11- isoform of the insulin receptor with high affinity. The overexpression and up regulation of IGF-II has been associated with the progression of various forms of cancer. The exact binding mechanism of IGF-II to its high affinity receptors is still not completely understood. Herein we describe the successful synthesis of a novel fluorescent IGF-II protein (F19Cou IGF-II), where residue 19 (phenylalanine) has been replaced by a fluorescent chromophore (coumaryl glycine). This novel coumaryl IGF-II analogue will be a useful tool for analysing the receptor interaction mechanisms in future studies.

AB - Insulin-like growth factor II (IGF-II) is a protein with high structural and sequence similarity to insulin. Unlike insulin, it binds both the type 1 IGF receptor and the exon 11- isoform of the insulin receptor with high affinity. The overexpression and up regulation of IGF-II has been associated with the progression of various forms of cancer. The exact binding mechanism of IGF-II to its high affinity receptors is still not completely understood. Herein we describe the successful synthesis of a novel fluorescent IGF-II protein (F19Cou IGF-II), where residue 19 (phenylalanine) has been replaced by a fluorescent chromophore (coumaryl glycine). This novel coumaryl IGF-II analogue will be a useful tool for analysing the receptor interaction mechanisms in future studies.

KW - Aggregation

KW - Coumarin

KW - Insulin-like growth factor II

KW - Pseudoproline

KW - Solid phase peptide synthesis

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U2 - 10.1007/s10989-012-9339-3

DO - 10.1007/s10989-012-9339-3

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JO - International Journal of Peptide Research and Therapeutics

JF - International Journal of Peptide Research and Therapeutics

IS - 1

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Chemical synthesis of a fluorescent IGF-II analogue

Abstract

Keywords

UN SDGs

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