Synthesis and peptide incorporation of an unnatural amino acid containing activity-based probe for protein tyrosine phosphatases

Kui Shen; Lixin Qi; Mohini Ravula; Krzysztof Klimaszewski

doi:10.1016/j.bmcl.2009.04.081

Synthesis and peptide incorporation of an unnatural amino acid containing activity-based probe for protein tyrosine phosphatases

Kui Shen, Lixin Qi, Mohini Ravula, Krzysztof Klimaszewski

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

16 Scopus citations

Abstract

An unnatural amino acid was synthesized to incorporate a quinone methide-generating activity-based probe for protein tyrosine phosphatases (PTPs) and then integrated into a PTP1B-specific substrate. The resulting probe led to preferential labeling of PTP1B in cell lysates in the presence of PTP4A3.

Original language	English (US)
Pages (from-to)	3264-3267
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	19
Issue number	12
DOIs	https://doi.org/10.1016/j.bmcl.2009.04.081
State	Published - Jun 15 2009
Externally published	Yes

Keywords

Activity-based probe
Affinity labeling
Protein tyrosine phosphatase
PTP1B
PTP4A3
Quinone methide
Unnatural amino acid

ASJC Scopus subject areas

Pharmaceutical Science
Drug Discovery
Organic Chemistry
Molecular Medicine
Molecular Biology
Clinical Biochemistry
Biochemistry

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10.1016/j.bmcl.2009.04.081

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abstract = "An unnatural amino acid was synthesized to incorporate a quinone methide-generating activity-based probe for protein tyrosine phosphatases (PTPs) and then integrated into a PTP1B-specific substrate. The resulting probe led to preferential labeling of PTP1B in cell lysates in the presence of PTP4A3.",

keywords = "Activity-based probe, Affinity labeling, Protein tyrosine phosphatase, PTP1B, PTP4A3, Quinone methide, Unnatural amino acid",

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AU - Qi, Lixin

AU - Ravula, Mohini

AU - Klimaszewski, Krzysztof

PY - 2009/6/15

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AB - An unnatural amino acid was synthesized to incorporate a quinone methide-generating activity-based probe for protein tyrosine phosphatases (PTPs) and then integrated into a PTP1B-specific substrate. The resulting probe led to preferential labeling of PTP1B in cell lysates in the presence of PTP4A3.

KW - Activity-based probe

KW - Affinity labeling

KW - Protein tyrosine phosphatase

KW - PTP1B

KW - PTP4A3

KW - Quinone methide

KW - Unnatural amino acid

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Synthesis and peptide incorporation of an unnatural amino acid containing activity-based probe for protein tyrosine phosphatases

Abstract

Keywords

ASJC Scopus subject areas

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