trans,trans-Farnesyl Bromide

Product Details

CAS No:28290-41-7

MF:C15H25Br

Appearance:light-yellow to brown transparent liquid

Specification:94.0%

UN number:-

Package:1/5/10/25kgs/drum

Supply Capacity:Tons

Synonyms:(2E,6E)-1-bromo-3,7,11-trimethyl-2,6,10-Dodecatriene; (2E,6E)-Farnesyl bromide; (E,E)-Farnesyl bromide; all-trans-Farnesyl bromide; trans,trans-Farnesyl bromide; FARNESYL BROMIDE;TRANS,TRANS-1-BROMO-3,7,11-TRIMETHYL-2,6,10-DODECATRIENE;TRANS,TRANS-FARNESYL BROMIDE;(2E,6E)-;1-Bromo-3,7,11-trimethyl-2,6,10-dodecatriene;3,7,11-Trimethyl-2,6,10-dodecatrienyl bromide;(E,E)-Farnesyl Bromide;trans,trans-Farnesyl bromide 95%; Farnesyl bromide,"Farnesyl bromide; DTXSID60338614; DTXCID60289697; 28290-41-7; FOFMBFMTJFSEEY-YFVJMOTDSA-N; 1-bromo-3,7,11-trimethyldodeca-2,6,10-triene; SCHEMBL442001; FOFMBFMTJFSEEY-UHFFFAOYSA-N; DB-254829",285.260,C15H25Br,;

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trans,trans-Farnesyl bromide is a highly vital isoprenoid building block and organic intermediate. In biomedical research, it serves as the core reagent for the preparation of S-trans,trans-farnesyl-L-cysteine methyl ester (a post-translationally modified amino acid) and various prenylated peptides, which are essential for investigating G-protein (guanine nucleotide-binding protein) modifications and signal transduction pathways in vitro. Within pharmaceutical chemistry, it acts as a key starting material for synthesizing bioactive natural sesquiterpenes such as umbelliprenin, (±)-farnesiferol A, and (±)-farnesiferol C, which exhibit promising anti-inflammatory and anti-tumor properties. Due to the high reactivity of its terminal bromine atom toward nucleophilic substitution, it is also widely used in the tailored synthesis of long-chain terpenoids and organic optoelectronic functional materials.

 

Specifications:
Item	Standards
Appearance:	Light-yellow to brown transparent liquid
Odor:	Characteristic
Identification:	IR/HPLC/Mass/NMR Spectrum
Purity (NMR):	≥94.0%
Applications: trans,trans-Farnesyl Bromide is a significant reagent and intermediate in organic synthesis, primarily used to introduce the biologically active farnesyl group into other molecules. It holds particular value in constructing complex molecular structures, especially within the fields of biochemical and pharmaceutical chemistry research.   Main Uses: 1. Farnesylation: Used in the preparation of farnesylated compounds such as S-trans,trans-farnesyl-L-cysteine methylester and prenylated peptides. 2. Pharmaceutical Synthesis: Functions as a building block in the research of squalene synthase inhibitors, and as a pharmaceutical intermediate (e.g., vitamins' intermediates). 3. Natural Product Synthesis: Serves as a starting material or intermediate for synthesizing complex natural products, including umbelliprenin, and (±)-farnesiferol A and C. 4. Enzymatic Studies: Employed as a synthetic substrate to investigate the activity of enzymes like guanine nucleotide-binding proteins (G proteins), and used in the preparation of farnesol analogs.
Package: 1/5/10/25kgs/drum
UN number: Not dangerous goods
Store at: Sealed storage in a cool and dry place, avoid light and heat.
Shelf Life: Six months