Pactamycin

Pactamycin Structure
Pactamycin structure
Common Name Pactamycin
CAS Number 23668-11-3 Molecular Weight 558.62300
Density 1.38g/cm3 Boiling Point 784.2ºC at 760mmHg
Molecular Formula C28H38N4O8 Melting Point N/A
MSDS USA Flash Point 428.1ºC
Symbol GHS06
GHS06
Signal Word Danger

Enantioselective synthesis of pactamycin, a complex antitumor antibiotic.

Science 340(6129) , 180-2, (2013)

Medicinal application of many complex natural products is precluded by the impracticality of their chemical synthesis. Pactamycin, the most structurally intricate aminocyclopentitol antibiotic, displays potent antiproliferative properties across multiple phyl...

Total synthesis of pactamycin and pactamycate: a detailed account.

J. Org. Chem. 77(21) , 9458-72, (2012)

This article describes synthetic studies that culminated in the first total synthesis of pactamycin and pactamycate and, in parallel, the two known congeners, de-6-MSA-pactamycin and de-6-MSA-pactamycate, lacking the 6-methylsalicylyl moiety. Starting with L-...

Diastereocontrolled construction of pactamycin's complex ureido triol functional array.

Org. Lett. 14(11) , 2878-81, (2012)

An advanced intermediate in a projected synthesis of pactamycin has been prepared. Early installation of the C1-dimethylurea functionality allows for its participation in a diastereoselective, chelation-controlled addition of organometal nucleophiles to the C...

Ribosomal release without peptidyl tRNA hydrolysis at translation termination in a eukaryotic system.

RNA 4(2) , 181-8, (1998)

A 22-codon upstream open reading frame (uORF2) in the human cytomegalovirus UL4 transcript leader inhibits downstream translation in cis. Previous studies revealed that the peptide product of uORF2 mediates this inhibitory effect by interfering with translati...

Pactamycin resistance mutations in functional sites of 16 S rRNA.

J. Mol. Biol. 274(1) , 8-15, (1997)

Mutants of an archaeon Halobacterium halobium, resistant to the universal inhibitor of translation, pactamycin, were isolated. Pactamycin resistance correlated with the presence of mutations in the 16 S rRNA gene of H. halobium single rRNA operon. Three types...

Promising lead compounds for novel antiprotozoals.

J. Antibiot. 63(7) , 381-4, (2010)

Diastereoselective synthesis of vicinal tertiary diols.

Org. Lett. 15(8) , 1930-3, (2013)

A strategy for the synthesis of differentiated vicinal tertiary diols is described. The key step is a high-yielding, diastereoselective LaCl3·2LiCl-mediated addition of a Grignard or organolithium reagent to ketone 2a. The reaction is believed to proceed via ...

Analysis of rRNA processing and translation in mammalian cells using a synthetic 18S rRNA expression system.

Nucleic Acids Res. 40(16) , 8085-98, (2012)

Analysis of processing, assembly, and function of higher eukaryotic ribosomal RNA (rRNA) has been hindered by the lack of an expression system that enables rRNA to be modified and then examined functionally. Given the potential usefulness of such a system, we...

Translational control of terminal oligopyrimidine mRNAs requires a specific regulator.

FEBS Lett. 416(3) , 239-42, (1997)

Terminal oligopyrimidine (TOP) mRNAs are a group of messengers translationally regulated according to the growth status of the cell. Two hypotheses have been proposed for the mechanism of the regulation: (i) there is a specific translational regulator which c...

Stimulation of Sendai virus C' protein synthesis by cycloheximide.

Biochem. J. 321 ( Pt 3) , 811-8, (1997)

The polycistronic Sendai virus P/C mRNA is translated into five proteins (P, C', C, Y1 and Y2) from distinct start sites in virus-infected cells. The translation mechanism(s) of these proteins from two overlapping open reading frames in the P/C mRNA are poorl...