A glycal-based photoaffinity probe that enriches sialic acid binding proteins

Peter S. Thuy-Boun; Dennis W. Wolan

doi:10.1016/j.bmcl.2019.07.054

A glycal-based photoaffinity probe that enriches sialic acid binding proteins

Peter S. Thuy-Boun, Dennis W. Wolan

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

8 Scopus citations

Abstract

To identify sialic acid binding proteins from complex proteomes, three photocrosslinking affinity-based probes were constructed using Neu5Ac (5 and 6) and Neu5Ac2en (7) scaffolds. Kinetic inhibition assays and Western blotting revealed the Neu5Ac2en-based 7 to be an effective probe for the labeling of a purified gut microbial sialidase (BDI_2946) and a purified human sialic acid binding protein (hCD33). Additionally, LC–MS/MS affinity-based protein profiling verified the ability of 7 to enrich a low-abundance sialic acid binding protein (complement factor H) from human serum thus validating the utility of this probe in a complex context.

Original language	English
Pages (from-to)	2609-2612
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	29
Issue number	18
DOIs	https://doi.org/10.1016/j.bmcl.2019.07.054
State	Published - 15 Sep 2019
Externally published	Yes

Keywords

Activity-based probe
Lectin
Neu5Ac
Sialic acid
Sialidase

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10.1016/j.bmcl.2019.07.054

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title = "A glycal-based photoaffinity probe that enriches sialic acid binding proteins",

abstract = "To identify sialic acid binding proteins from complex proteomes, three photocrosslinking affinity-based probes were constructed using Neu5Ac (5 and 6) and Neu5Ac2en (7) scaffolds. Kinetic inhibition assays and Western blotting revealed the Neu5Ac2en-based 7 to be an effective probe for the labeling of a purified gut microbial sialidase (BDI_2946) and a purified human sialic acid binding protein (hCD33). Additionally, LC–MS/MS affinity-based protein profiling verified the ability of 7 to enrich a low-abundance sialic acid binding protein (complement factor H) from human serum thus validating the utility of this probe in a complex context.",

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AU - Wolan, Dennis W.

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AB - To identify sialic acid binding proteins from complex proteomes, three photocrosslinking affinity-based probes were constructed using Neu5Ac (5 and 6) and Neu5Ac2en (7) scaffolds. Kinetic inhibition assays and Western blotting revealed the Neu5Ac2en-based 7 to be an effective probe for the labeling of a purified gut microbial sialidase (BDI_2946) and a purified human sialic acid binding protein (hCD33). Additionally, LC–MS/MS affinity-based protein profiling verified the ability of 7 to enrich a low-abundance sialic acid binding protein (complement factor H) from human serum thus validating the utility of this probe in a complex context.

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KW - Lectin

KW - Neu5Ac

KW - Sialic acid

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A glycal-based photoaffinity probe that enriches sialic acid binding proteins

Abstract

Keywords

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