953395-49-8

Basic information

• Product Name: 6''-(2,4,6-triisopropylbenzenesulfonyl)-1,3,6',3''-tetra-N-(tert-butoxycarbonyl)kanamycin A
• Synonyms: 6''-(2,4,6-triisopropylbenzenesulfonyl)-1,3,6',3''-tetra-N-(tert-butoxycarbonyl)kanamycin A
• CAS NO: 953395-49-8
• Molecular Weight: 1151.38
• Mol File: 953395-49-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 6''-(2,4,6-triisopropylbenzenesulfonyl)-1,3,6',3''-tetra-N-(tert-butoxycarbonyl)kanamycin A(CAS DataBase Reference)
• NIST Chemistry Reference: 6''-(2,4,6-triisopropylbenzenesulfonyl)-1,3,6',3''-tetra-N-(tert-butoxycarbonyl)kanamycin A(953395-49-8)
• EPA Substance Registry System: 6''-(2,4,6-triisopropylbenzenesulfonyl)-1,3,6',3''-tetra-N-(tert-butoxycarbonyl)kanamycin A(953395-49-8)

Safety Data

• Hazardous Substances Data: 953395-49-8(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 59-01-8 kanamycin A 
• 3847-27-6 Kanamycin A sulfate 
• 6553-96-4 2,4,6-triisopropylphenylsulfonyl chloride 
• 80860-34-0 di-tert-butyl ((1S,3R,4S,5R,6R)-4-(((2S,3R,4S,5S,6R)-4-((tert-butoxycarbonyl)amino)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,3R,4S,5S,6R)-6-(((tert-butoxycarbonyl)amino)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-5-hydroxycyclohexane-1,3-diyl)dicarbamate 

Downstream Products

• 1203669-89-9 1,3,6',3''-tetra-N-(tert-butoxycarbonyl)-6''-amino-6''-deoxy-kanamycin A 
• 953395-50-1 1,3,6',3''-tetra-N-(tert-butoxycarbonyl)-6''-azido-6''-deoxy-kanamycin A 

Relevant articles and documents

Rapid solid-phase syntheses of a peptidic-aminoglycoside library

A library of mono- and di-amino acid peptidic-aminoglycosides (PAs), with kanamycin and neomycin as the model aminoglycosides, was systematically and rapidly synthesized via solid phase peptide synthesis. Aminoglycosides were first converted into N-Boc pr

Regulating miRNA-21 Biogenesis by Bifunctional Small Molecules

We report a new strategy to regulate microRNAs (miRNAs) biogenesis by using bifunctional small molecules that consist of a pre-miRNA binding unit connected by a linker to a Dicer inhibiting unit. In this effort, fluorescence polarization-based screening was used to identify neomycin as a pre-miR-21 binding ligand. Although neomycin cannot inhibit miR-21 maturation, linking it to the RNase inhibitor 1 forms the bifunctional conjugate 7A, which inhibits the production of miR-21. We expect that this strategy will be applicable to design other molecules for miRNA regulation.

Synthesis of new biocarrier-nucleotide systems for cellular delivery in bacterial auxotrophic strains

In search for a delivery approach for thymidine monophosphate (TMP) in bacterial cells, we have synthesized a series of conjugates of TMP with biotin having an oxymethyleneoxy ester, a carboxy ester, and different carboxamide linkers between the carboxyl group of biotin and the 3′-OH group of TMP. The synthetic strategy starts from 5′-O-(dibenzylphosphate)-thymidine having the linkers already connected at the 3′-position. Likewise, kanamycin A was linked at the 3′-position of TMP using a carbamoyl or thioethyl carbamoyl group. None of the conjugates were able to sustain growth of a ΔthyA, ΔphoA Escherichia coli strain.