Myristoyl compounds

In particular cases where small amounts of myristoylated peptides are required, enzymatic N-myristoylation of unprotected and purified peptides can be achieved using the yeast TV-myristoyltransferase. This procedure has been applied for N-myristoylation of the N-terminal deca-, dodeca-, and tetradecamer fragment of pp60vsrc, the transforming protein of Rous sarcoma virus. 31 This method is particularly useful when [3H]-labeled myristoylated compounds are required. 

Tetra-0-acetyl-2-amino-2-deoxy- 3-D-glucopyranose Q.) (8) was treated with do-, tetra-, hexa-, and octadecanoyl (laur-oyl, myristoyl, palmytoyl, and stearoyl) chlorides in 2 1 chloroform-pyridine solution, to give the crystalline 1,3,4,6-tetra-0-acetyl-2-acylamino-2-deoxy- 3-D-glucopyranoses ( ) (9). In addition to the n-fatty acyl compounds , we also prepared the... 

A series of myristoyl nucleoside di- and triphosphates (127) has been synthesised as membrane permeable prodrugs. Whilst the latter could be obtained by reaction of a suitable mixed anhydride of the acyl compound with the respective nucleotide in DMF, a novel and more efficient route to the diphosphate analogues involved treating myristoylimidazole with the diphosphate in the presence of methyl iodide. Methylation at the N-1 of the imidazolide presumably increases its reactivity toward the nucleotide. 

The species [Re(2,2 -bipyridine)(3-ethynylpyridine)(CO)3](BF4) exhibits the characteristic luminescent properties and moderate cytotoxicity of this general class of compound. By attaching this species to a lipidated peptide known to increase cell permeability, enhanced cellular uptake of Re-myr-Tat (myr-Tat stands for myristoylated HIV-1 Tat peptide) compared with the model compound has been found. Moreover, cytotoxicity studies showed an increase in potency to a level comparable with cisplatin." ... 

Many diterpenoid alcohols are cyclic compounds occurring as free substances, but also as fatty acid esters or glycosides. The toxicity of latex of many plant species from the spurge family (Euphorbiaceae) is caused by the presence of phorbol esters such as 13-acetyl-12-myristoyl-phorbol. Cafestol, kahweol (8-25) and related diterpenoids (16-O-methylcafestol, 16-0-methylkahweol and other compounds) are found in green coffee Coffea spp., Rubiaceae) beans (mainly esterified to fatty acids at the C-16 or C-17 position) and unfiltered coffee prepared from roasted coffee seeds, such as Turkish coffee. Kahweol is specific to C. arabica coffee, where it occurs in concentrations of about 5890 mg/kg of fresh weight and 5200 mg/kg in the endosperm and perisperm, respectively, while 16-O-methylcafestol occurs only in robusta coffee (C. canephora). The amount of cafestol in C. arabica is about... 

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