Synthesis of 7-Aminocoumarin by Buchwald-hartwig cross coupling for specific protein labeling in living cells

Xin Jin; Chayasith Uttamapinant; Alice Y. Ting

doi:10.1002/cbic.201000414

Synthesis of 7-Aminocoumarin by Buchwald-hartwig cross coupling for specific protein labeling in living cells

Xin Jin
, Chayasith Uttamapinant
, Alice Y. Ting^*

^*Corresponding author for this work

Massachusetts Institute of Technology

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

45 Scopus citations

Abstract

PRIME time: We report the synthesis of a pH-insensitive blue fluorophore, 7-aminocoumarin, by using palladium- catalyzed Buchwald-Hartwig cross coupling. 7-Aminocoumarin can be used to tag recombinant proteins on the cell surface and inside living cells through PRIME (probe incorporation mediated by enzymes), and unlike 7-hydroxycoumarin, can be visualized in acidic organelles such as endosomes.

Original language	English
Pages (from-to)	65-70
Number of pages	6
Journal	ChemBioChem
Volume	12
Issue number	1
DOIs	https://doi.org/10.1002/cbic.201000414
State	Published - Jan 2011
Externally published	Yes

Keywords

Cell imaging
Cross-coupling
Enzyme engineering
Fluorescent probes
Palladium

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10.1002/cbic.201000414

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abstract = "PRIME time: We report the synthesis of a pH-insensitive blue fluorophore, 7-aminocoumarin, by using palladium- catalyzed Buchwald-Hartwig cross coupling. 7-Aminocoumarin can be used to tag recombinant proteins on the cell surface and inside living cells through PRIME (probe incorporation mediated by enzymes), and unlike 7-hydroxycoumarin, can be visualized in acidic organelles such as endosomes.",

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author = "Xin Jin and Chayasith Uttamapinant and Ting, \{Alice Y.\}",

year = "2011",

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doi = "10.1002/cbic.201000414",

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volume = "12",

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AU - Jin, Xin

AU - Uttamapinant, Chayasith

AU - Ting, Alice Y.

PY - 2011/1

Y1 - 2011/1

N2 - PRIME time: We report the synthesis of a pH-insensitive blue fluorophore, 7-aminocoumarin, by using palladium- catalyzed Buchwald-Hartwig cross coupling. 7-Aminocoumarin can be used to tag recombinant proteins on the cell surface and inside living cells through PRIME (probe incorporation mediated by enzymes), and unlike 7-hydroxycoumarin, can be visualized in acidic organelles such as endosomes.

AB - PRIME time: We report the synthesis of a pH-insensitive blue fluorophore, 7-aminocoumarin, by using palladium- catalyzed Buchwald-Hartwig cross coupling. 7-Aminocoumarin can be used to tag recombinant proteins on the cell surface and inside living cells through PRIME (probe incorporation mediated by enzymes), and unlike 7-hydroxycoumarin, can be visualized in acidic organelles such as endosomes.

KW - Cell imaging

KW - Cross-coupling

KW - Enzyme engineering

KW - Fluorescent probes

KW - Palladium

UR - https://www.scopus.com/pages/publications/78650688480

U2 - 10.1002/cbic.201000414

DO - 10.1002/cbic.201000414

M3 - 文章

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SN - 1439-4227

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JO - ChemBioChem

JF - ChemBioChem

IS - 1

ER -

Synthesis of 7-Aminocoumarin by Buchwald-hartwig cross coupling for specific protein labeling in living cells

Abstract

Keywords

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