Design and Synthesis of a Transferable Farnesyl Pyrophosphate Analogue to Ras by Protein Farnesyltransferase was written by Chehade, Kareem A. H.;Andres, Douglas A.;Morimoto, Hiromi;Spielmann, H. Peter. And the article was included in Journal of Organic Chemistry in 2000.SDS of cas: 37905-02-5 The following contents are mentioned in the article:
The posttranslational addition of a farnesyl moiety to the Ras oncoprotein is essential for its membrane localization and is required for both its biol. activity and ability to induce malignant transformation. We describe the design and synthesis of a farnesyl pyrophosphate (FPP) analog, 8-anilinogeranyl pyrophosphate, PhNHCH2CMe:CH(CH2)2CMe:CHCH2OP2O6H3 [AGPP (I)], in which the 蠅-terminal isoprene unit of the farnesyl group has been replaced with an aniline functionality. The key steps in the synthesis are the reductive amination of the 伪,尾-unsaturated aldehyde, OHCCMe:CH(CH2)2CMe:CHCH2OAc-(E,E), to form the lipid analog, PhNHCH2CMe:CH(CH2)2CMe:CHCH2OAc-(E,E), and the subsequent conversion of the allylic alc., PhNHCH2CMe:CH(CH2)2CMe:CHCH2OH-(E,E), to the chloride, PhNHCH2CMe:CH(CH2)2CMe:CHCH2Cl-(E,E), via Ph3PCl2 followed by displacement with [(n-Bu)4N]3HP2O7 to give I. I is a substrate for protein farnesyltransferase (FTase) and is transferred to Ras by FTase with the same kinetics as the natural substrate, FPP. I is highly selective, showing little inhibitory activity against either geranylgeranyl-protein transferase type I (GGTase I) (Ki = 0.06 渭M, IC50 = 20 渭M) or squalene synthase (IC50 = 1000 渭M). I is the first efficiently transferable analog of FPP to be modified at the 蠅-terminus that provides a platform from which addnl. analogs can be made to probe the biol. function of protein farnesylation. I is the first example of a class of compounds that are alternate substrates for protein isoprenylation that are not inhibitors of squalene synthase. This study involved multiple reactions and reactants, such as (2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5SDS of cas: 37905-02-5).
(2E,6E)-3,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate (cas: 37905-02-5) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is 纬-valerolactone.SDS of cas: 37905-02-5
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