Synthesis of boron dipyrromethene fluorescent probes for bioorthogonal labeling

Seven 5-substituted 3-hydrazinyl derivatives of 3a, 4a-diaza-4,4-difluoro-8-phenyl boron dipyrromethene (BODIPY) were prepared for use as bioorthogonal fluorescent labels of aldehydes and ketones. The absorption energies can be tuned to absorb visible light over a large span of wavelengths by changi...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2008-02, Vol.49 (8), p.1413-1416
Main Authors: Dilek, Özlem, Bane, Susan L.
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Seven 5-substituted 3-hydrazinyl derivatives of 3a, 4a-diaza-4,4-difluoro-8-phenyl boron dipyrromethene (BODIPY) were prepared for use as bioorthogonal fluorescent labels of aldehydes and ketones. The absorption energies can be tuned to absorb visible light over a large span of wavelengths by changing the nature of the 5-substituent. Optical properties of hydrazones formed with the 5-chloro derivative are affected by the nature of the electrophile such that aliphatic and aromatic hydrazones can be differentiated from each other and from unreacted fluorophore.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2007.12.052