74510-19-3

Basic information

• Product Name: 2H-Isoindole-2-hexanal, 1,3-dihydro-1,3-dioxo-
• CAS NO: 74510-19-3
• Molecular Formula: C14H15NO3
• Molecular Weight: 245.278
• Mol File: 74510-19-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2H-Isoindole-2-hexanal, 1,3-dihydro-1,3-dioxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Isoindole-2-hexanal, 1,3-dihydro-1,3-dioxo-(74510-19-3)
• EPA Substance Registry System: 2H-Isoindole-2-hexanal, 1,3-dihydro-1,3-dioxo-(74510-19-3)

Safety Data

• Hazardous Substances Data: 74510-19-3(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 

Downstream Products

• 4443-26-9 6-phthalimidohexanoic acid 
• 1449246-10-9 (R,E)-2-(5-(hydroxymethyl)-8-phenyloct-6-en-1-yl)isoindoline-1,3-dione 
• 1449245-86-6 C₂₃H₂₃NO₃ 
• 74510-05-7 1-Phenyl-9-phthalimido-1,4-nonandion 
• 74510-06-8 1,3-Diphenyl-9-phthalimido-1,4-nonandion 
• 149194-45-6 [1-Benzyloxycarbonylamino-6-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-hexyl]-phosphonic acid diphenyl ester 

Relevant articles and documents

Live-Cell Protein Modification by Boronate-Assisted Hydroxamic Acid Catalysis

Selective methods for introducing protein post-translational modifications (PTMs) within living cells have proven valuable for interrogating their biological function. In contrast to enzymatic methods, abiotic catalysis should offer access to diverse and new-to-nature PTMs. Herein, we report the boronate-assisted hydroxamic acid (BAHA) catalyst system, which comprises a protein ligand, a hydroxamic acid Lewis base, and a diol moiety. In concert with a boronic acid-bearing acyl donor, our catalyst leverages a local molarity effect to promote acyl transfer to a target lysine residue. Our catalyst system employs micromolar reagent concentrations and affords minimal off-target protein reactivity. Critically, BAHA is resistant to glutathione, a metabolite which has hampered many efforts toward abiotic chemistry within living cells. To showcase this methodology, we installed a variety of acyl groups inE. colidihydrofolate reductase expressed within human cells. Our results further establish the well-known boronic acid-diol complexation as abona fidebio-orthogonal reaction with applications in chemical biology and in-cell catalysis.

Synthesis of bridged dinucleosides

A series of di-(adenosin-N6-yl) alkanes (1b) - (11) has been prepared by reaction of the appropriate diaminoalkanes with 6-chloro-9-β-D-(2,3,5-tri-O-acetyl)-ribofuranosyl-purine (2) followed by ammonolysis. Alternatively, an analogous reaction with 6-chloro-9-β-D-(2,3-O-isopropylidene)-ribofuranosylpurine (3) produced an intermediate which could be phosphorylated at the 5′-position prior to hydrolytic removal of the isopropylidene group. 4-(1,2,4-Triazolo)-1-(β-D-2,3,5-tri-O-acetyl ribofuranosyl)-2(1H)-pyrimidone (7) was an effective intermediate for the preparation of di-(cytidin-N4-yl) alkanes (8a), (8b), and (8c) from the appropriate diaminoalkanes. The longer chain di-(adenosin-N6-yl) alkanes are very effective inhibitors of adenosine kinase. In addition an approach to the di-(adenosin-N6-yl) alkanes is described which should allow tritium labelling of the alkyl chain.