Synthesis of (E)-4-(1-pyrenyl)-4-hydroxynon-2-enal, a fluorescent probe ofthe (E)-4-hydroxynon-2-enal with retained biological properties

Citation
P. Allevi et al., Synthesis of (E)-4-(1-pyrenyl)-4-hydroxynon-2-enal, a fluorescent probe ofthe (E)-4-hydroxynon-2-enal with retained biological properties, CHEM PHYS L, 100(1-2), 1999, pp. 89-99
Citations number
35
Categorie Soggetti
Biochemistry & Biophysics
Journal title
CHEMISTRY AND PHYSICS OF LIPIDS
ISSN journal
00093084 → ACNP
Volume
100
Issue
1-2
Year of publication
1999
Pages
89 - 99
Database
ISI
SICI code
0009-3084(199907)100:1-2<89:SO(AFP>2.0.ZU;2-J
Abstract
(E)-9-(1-pyrenyl)-4-hydroxynon-2-enal (FHNE), a fluorescent probe of (E)-4- hydroxynon-2-enal (HNE) is synthesised in seven steps and in 35% overall yi eld, starting from commercially available 1-pyrencarboxyaldehyde. When incu bated with cultured HeLa cells this fluorescent probe penetrates cells and particularly concentrates in the region surrounding the nucleus. As the par ent compound, HNE it is able to induce the activation of heat shock factor (HSF) and it is able to induce the binding of HSF to heat shock element (HS E). (C) 1999 Elsevier Science Ireland Ltd. All rights reserved.