De novo generation of a bright blue fluorophore from 2-oxoglutarate in biological samples

Yumin Kim; Sangyoon Kang; Byung Hun Lee; Youngjun Song; Sunah Kang; Hye Yoon Park; Yan Lee

doi:10.1039/d1sc05808h

De novo generation of a bright blue fluorophore from 2-oxoglutarate in biological samples

Yumin Kim
, Sangyoon Kang
, Byung Hun Lee
, Youngjun Song
, Sunah Kang
, Hye Yoon Park
, Yan Lee

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

1 Scopus citations

Abstract

We discovered the generation of a new bright blue fluorophore from a particular type of amine and 2-oxoglutarate (2-OG) under mild conditions without any chemical additives. Two β-aminoethylamine molecules and three 2-OG molecules form an unprecedented 2-pyridone structure with a fused γ-lactam ring (DTPP) via complex reactions including double decarboxylation and quintuple dehydration. The DTPP fluorophore shows a high quantum yield (80%) and photostability. The great potential of the present DTPP generation in the quantitative analysis of 2-OG in biosamples is demonstrated.

Original language	English (US)
Pages (from-to)	365-372
Number of pages	8
Journal	Chemical Science
Volume	13
Issue number	2
DOIs	https://doi.org/10.1039/d1sc05808h
State	Published - Jan 14 2022

Bibliographical note

Funding Information:
This work was supported by the National Research Foundation of Korea Grants (NRF-2017M3A9E4077448, NRF-2020R1F1A1048296, NRF-2021R1A2C2004476, and NRF-2020R1A2C2007285). We wish to express thanks to the staff and crew of the Seoul National University NMR Facility (NCIRF) for their untiring efforts and perseverance.

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© The Royal Society of Chemistry.

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10.1039/d1sc05808h

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title = "De novo generation of a bright blue fluorophore from 2-oxoglutarate in biological samples",

abstract = "We discovered the generation of a new bright blue fluorophore from a particular type of amine and 2-oxoglutarate (2-OG) under mild conditions without any chemical additives. Two β-aminoethylamine molecules and three 2-OG molecules form an unprecedented 2-pyridone structure with a fused γ-lactam ring (DTPP) via complex reactions including double decarboxylation and quintuple dehydration. The DTPP fluorophore shows a high quantum yield (80\%) and photostability. The great potential of the present DTPP generation in the quantitative analysis of 2-OG in biosamples is demonstrated.",

author = "Yumin Kim and Sangyoon Kang and Lee, \{Byung Hun\} and Youngjun Song and Sunah Kang and Park, \{Hye Yoon\} and Yan Lee",

note = "Funding Information: This work was supported by the National Research Foundation of Korea Grants (NRF-2017M3A9E4077448, NRF-2020R1F1A1048296, NRF-2021R1A2C2004476, and NRF-2020R1A2C2007285). We wish to express thanks to the staff and crew of the Seoul National University NMR Facility (NCIRF) for their untiring efforts and perseverance. Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

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language = "English (US)",

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T1 - De novo generation of a bright blue fluorophore from 2-oxoglutarate in biological samples

AU - Kim, Yumin

AU - Kang, Sangyoon

AU - Lee, Byung Hun

AU - Song, Youngjun

AU - Kang, Sunah

AU - Park, Hye Yoon

AU - Lee, Yan

N1 - Funding Information: This work was supported by the National Research Foundation of Korea Grants (NRF-2017M3A9E4077448, NRF-2020R1F1A1048296, NRF-2021R1A2C2004476, and NRF-2020R1A2C2007285). We wish to express thanks to the staff and crew of the Seoul National University NMR Facility (NCIRF) for their untiring efforts and perseverance. Publisher Copyright: © The Royal Society of Chemistry.

PY - 2022/1/14

Y1 - 2022/1/14

N2 - We discovered the generation of a new bright blue fluorophore from a particular type of amine and 2-oxoglutarate (2-OG) under mild conditions without any chemical additives. Two β-aminoethylamine molecules and three 2-OG molecules form an unprecedented 2-pyridone structure with a fused γ-lactam ring (DTPP) via complex reactions including double decarboxylation and quintuple dehydration. The DTPP fluorophore shows a high quantum yield (80%) and photostability. The great potential of the present DTPP generation in the quantitative analysis of 2-OG in biosamples is demonstrated.

AB - We discovered the generation of a new bright blue fluorophore from a particular type of amine and 2-oxoglutarate (2-OG) under mild conditions without any chemical additives. Two β-aminoethylamine molecules and three 2-OG molecules form an unprecedented 2-pyridone structure with a fused γ-lactam ring (DTPP) via complex reactions including double decarboxylation and quintuple dehydration. The DTPP fluorophore shows a high quantum yield (80%) and photostability. The great potential of the present DTPP generation in the quantitative analysis of 2-OG in biosamples is demonstrated.

UR - https://www.scopus.com/pages/publications/85122930655

UR - https://www.scopus.com/pages/publications/85122930655#tab=citedBy

U2 - 10.1039/d1sc05808h

DO - 10.1039/d1sc05808h

M3 - Article

C2 - 35126969

AN - SCOPUS:85122930655

SN - 2041-6520

VL - 13

SP - 365

EP - 372

JO - Chemical Science

JF - Chemical Science

IS - 2

ER -

De novo generation of a bright blue fluorophore from 2-oxoglutarate in biological samples

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