Near-infrared fluorescent ph-sensitive probes via unexpected barbituric acid mediated synthesis

Hyeran Lee; Mikhail Y. Berezin; Kevin Guo; Jeff Kao; Samuel Achilefu

doi:10.1021/ol802363x

Near-infrared fluorescent ph-sensitive probes via unexpected barbituric acid mediated synthesis

Hyeran Lee, Mikhail Y. Berezin, Kevin Guo, Jeff Kao, Samuel Achilefu

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

50 Scopus citations

Abstract

Novel near-infrared pyrimidine-fused pH fluorescent probes were prepared by an unusual barbiturate-mediated debenzoindolation and subsequent heteroannulation. A plausible mechanistic pathway is proposed, and the final structures were further elucidated by 2D-NMR. All new compounds are highly fluorescent in the near-infrared region and possess excellent spectral sensitivities to environmental pH changes.

Original language	English (US)
Pages (from-to)	29-32
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	1
DOIs	https://doi.org/10.1021/ol802363x
State	Published - Jan 1 2009
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol802363x

Cite this

@article{97f932e1f2e54c22bdeabf620d3dfd1c,

title = "Near-infrared fluorescent ph-sensitive probes via unexpected barbituric acid mediated synthesis",

abstract = "Novel near-infrared pyrimidine-fused pH fluorescent probes were prepared by an unusual barbiturate-mediated debenzoindolation and subsequent heteroannulation. A plausible mechanistic pathway is proposed, and the final structures were further elucidated by 2D-NMR. All new compounds are highly fluorescent in the near-infrared region and possess excellent spectral sensitivities to environmental pH changes.",

author = "Hyeran Lee and Berezin, {Mikhail Y.} and Kevin Guo and Jeff Kao and Samuel Achilefu",

year = "2009",

month = jan,

day = "1",

doi = "10.1021/ol802363x",

language = "English (US)",

volume = "11",

pages = "29--32",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "1",

}

TY - JOUR

T1 - Near-infrared fluorescent ph-sensitive probes via unexpected barbituric acid mediated synthesis

AU - Lee, Hyeran

AU - Berezin, Mikhail Y.

AU - Guo, Kevin

AU - Kao, Jeff

AU - Achilefu, Samuel

PY - 2009/1/1

Y1 - 2009/1/1

N2 - Novel near-infrared pyrimidine-fused pH fluorescent probes were prepared by an unusual barbiturate-mediated debenzoindolation and subsequent heteroannulation. A plausible mechanistic pathway is proposed, and the final structures were further elucidated by 2D-NMR. All new compounds are highly fluorescent in the near-infrared region and possess excellent spectral sensitivities to environmental pH changes.

AB - Novel near-infrared pyrimidine-fused pH fluorescent probes were prepared by an unusual barbiturate-mediated debenzoindolation and subsequent heteroannulation. A plausible mechanistic pathway is proposed, and the final structures were further elucidated by 2D-NMR. All new compounds are highly fluorescent in the near-infrared region and possess excellent spectral sensitivities to environmental pH changes.

UR - http://www.scopus.com/inward/record.url?scp=59649122366&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=59649122366&partnerID=8YFLogxK

U2 - 10.1021/ol802363x

DO - 10.1021/ol802363x

M3 - Article

C2 - 19061361

AN - SCOPUS:59649122366

SN - 1523-7060

VL - 11

SP - 29

EP - 32

JO - Organic Letters

JF - Organic Letters

IS - 1

ER -

Near-infrared fluorescent ph-sensitive probes via unexpected barbituric acid mediated synthesis

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this