136238-12-5Relevant academic research and scientific papers
Didehydrogeranylgeranyl (ΔΔGG): A fluorescent probe for protein prenylation
Liu,Prestwich
, p. 20 - 21 (2007/10/03)
The first intrinsically fluorescent analog of geranylgeraniol, (2E,6E,8E,10E,12E,14E)-geranylgeraniol (all-trans-ΔΔGGOH·1) has been synthesized stereoselectively and shown to substitute for the geranylgeranyl (GG) moiety in prenyl transferase reactions and in protein-ligand binding assays. All-trans-ΔΔGGOH 1 showed blue fluorescence in methanol, with λex = 310 nm and λem = 410 nm (ε310 = 2.4 × 104 M-1 cm-1), but was only weakly fluorescent in aqueous solution. The prenyl transferase efficiency for ΔΔGGPP 2 as a substrate for yeast protein geranylgeranyl transferase (PGGTase-I) was 60% relative to that for GGPP. The binding of ΔΔGG-AcCysMe 3 to the recombinant Rho GTPase dissociation inhibitor (RhoGDI) had a KD of 15.1 ± 1.2 μM, 6-fold lower than the affinity of GG-AcCysMe. Thus, the ΔΔGG moiety is a novel fluorophore suitable for studying the interaction and subcellular localization of prenylated small GTPase proteins in signaling complexes. Copyright
