A Trifunctional Cyclooctyne for Modifying Azide-Labeled Biomolecules with Photocrosslinking and Affinity Tags

Jessica A. Stewart; Benjamin Swarts

A Trifunctional Cyclooctyne for Modifying Azide-Labeled Biomolecules with Photocrosslinking and Affinity Tags

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Abstract

A bicyclo[6.1.0]nonyne (BCN)-based cyclooctyne reagent bearing a photocrosslinking diazirine (DAz) group and a biotin affinity handle, named BCN-DAz-Biotin, is reported. BCN-DAz-Biotin is the first reagent capable of simultaneously delivering photocrosslinking and affinity functionalities to azide-labeled biomolecules in living cells, which allows photoactivated capture and enrichment/detection of interacting species. Thus, for biomolecules that can be azide-labeled for bioorthogonal chemistry applications, BCN-DAz-Biotin can facilitate the study of their interactions in native settings.

Original language	English
Pages (from-to)	17600--17603
Journal	Chem. Commun.
Volume	51
State	Published - 2015

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title = "A Trifunctional Cyclooctyne for Modifying Azide-Labeled Biomolecules with Photocrosslinking and Affinity Tags",

abstract = "A bicyclo[6.1.0]nonyne (BCN)-based cyclooctyne reagent bearing a photocrosslinking diazirine (DAz) group and a biotin affinity handle, named BCN-DAz-Biotin, is reported. BCN-DAz-Biotin is the first reagent capable of simultaneously delivering photocrosslinking and affinity functionalities to azide-labeled biomolecules in living cells, which allows photoactivated capture and enrichment/detection of interacting species. Thus, for biomolecules that can be azide-labeled for bioorthogonal chemistry applications, BCN-DAz-Biotin can facilitate the study of their interactions in native settings.",

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year = "2015",

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journal = "Chem. Commun.",

issn = "1359-7345",

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AU - Stewart, Jessica A.

AU - Swarts, Benjamin

PY - 2015

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N2 - A bicyclo[6.1.0]nonyne (BCN)-based cyclooctyne reagent bearing a photocrosslinking diazirine (DAz) group and a biotin affinity handle, named BCN-DAz-Biotin, is reported. BCN-DAz-Biotin is the first reagent capable of simultaneously delivering photocrosslinking and affinity functionalities to azide-labeled biomolecules in living cells, which allows photoactivated capture and enrichment/detection of interacting species. Thus, for biomolecules that can be azide-labeled for bioorthogonal chemistry applications, BCN-DAz-Biotin can facilitate the study of their interactions in native settings.

AB - A bicyclo[6.1.0]nonyne (BCN)-based cyclooctyne reagent bearing a photocrosslinking diazirine (DAz) group and a biotin affinity handle, named BCN-DAz-Biotin, is reported. BCN-DAz-Biotin is the first reagent capable of simultaneously delivering photocrosslinking and affinity functionalities to azide-labeled biomolecules in living cells, which allows photoactivated capture and enrichment/detection of interacting species. Thus, for biomolecules that can be azide-labeled for bioorthogonal chemistry applications, BCN-DAz-Biotin can facilitate the study of their interactions in native settings.

UR - http://pubs.rsc.org/en/Content/ArticleLanding/2015/CC/C5CC07536J

M3 - Article

SN - 1359-7345

VL - 51

SP - 17600

EP - 17603

JO - Chem. Commun.

JF - Chem. Commun.

ER -

A Trifunctional Cyclooctyne for Modifying Azide-Labeled Biomolecules with Photocrosslinking and Affinity Tags

Abstract

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