67341-03-1

Usage

Chemical Properties

White Solid

InChI:InChI=1/C17H35NO3/c1-17(2,3)21-16(20)18-14-12-10-8-6-4-5-7-9-11-13-15-19/h19H,4-15H2,1-3H3,(H,18,20)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 207453-54-1 12-amino-1-dodecanol chlorohydrate 
• 73782-16-8 12-hydroxydodecanoic nitrile 
• 1611-56-9 1-Bromo-11-hydroxyundecane 
• 53005-24-6 methyl 12-aminododecanoate 
• 693-57-2 12-Aminododecanoic acid 
• 18934-81-1 N-(tert-butyloxycarbonyl)-12-aminododecanoic acid 
• 1031684-74-8 12-(N-tert-butoxycarbonyl)aminododecanoic acid methyl ester 
• 67107-87-3 12-aminododecan-1-ol 

Downstream Products

• 906072-85-3 12-(tert-butylcarbamoyl)dodecyl-4-nitrophenyl-2,2-diphenylethyl phosphate 
• 154371-98-9 (12-{(R)-2-[(R)-1-(12-tert-Butoxycarbonylamino-dodecyloxymethyl)-2-trityloxy-ethoxymethoxy]-3-trityloxy-propoxy}-dodecyl)-carbamic acid tert-butyl ester 
• 906072-82-0 bis-N,N-(p-nitrophenyl-2,2-diphenylethyl-12-aminododecyl phosphate)-2,5-dimethoxyterephthalamide 
• 906072-80-8 bis-N,N-(p-nitrophenyl-2,2-diphenylethyl-12-aminododecyl phosphate)fumaramide 

Relevant academic research and scientific papers

Design, Synthesis, and Biological Evaluation of Lysine Demethylase 5 C Degraders

Lysine demethylase 5 C (KDM5C) controls epigenetic gene expression and is attracting great interest in the field of chemical epigenetics. KDM5C has emerged as a therapeutic target for anti-prostate cancer agents, and recently we identified triazole 1 as an inhibitor of KDM5C. Compound 1 exhibited highly potent KDM5C-inhibitory activity in in vitro enzyme assays, but did not show strong anticancer effects. Therefore, a different approach is needed for the development of anticancer agents targeting KDM5C. Here, we attempted to identify KDM5C degraders by focusing on a protein-knockdown strategy. Compound 3 b, which was designed based on compound 1, degraded KDM5C and inhibited the growth of prostate cancer PC-3 cells more strongly than compound 1. These findings suggest that KDM5C degraders are more effective as anticancer agents than compounds that only inhibit the catalytic activity of KDM5C.

Norbornane-based cationic antimicrobial peptidomimetics targeting the bacterial membrane

The design, synthesis and evaluation of a small series of potent amphiphilic norbornane antibacterial agents has been performed (compound 10 MIC = 0.25 μg/mL against MRSA). Molecular modelling indicates rapid aggregation of this class of antibacterial agent prior to membrane association and insertion. Two fluorescent analogues (compound 29 with 4-amino-naphthalimide and 34 with 4-nitrobenz-2-oxa-1,3-diazole fluorophores) with good activity (MIC = 0.5 μg/mL against MRSA) were also constructed and confocal microscopy studies indicate that the primary site of interaction for this family of compounds is the bacterial membrane.

Graphene Oxide Cellular Delivery of Hydrophilic Small Molecules

Unmodified graphene oxide conjugated with hydrophilic small molecules for cellular delivery.

Synthesis of fluorescent molecular probes based on cis-cinnamic acid and molecular imaging of lettuce roots

We synthesized azo dye- and fluorescence-labeled cis-cinnamic acid analogues possessing inhibitory activity against lettuce root growth and a trans-isomer without bioactivity as a control probe. The radicles incubated with the azo dye-labeled analogue were stained red, with their tips especially deeply dyed. The fluorescent images of the radicles incubated with each of these molecular probes depicted that the root cap was fluorescence-stained. However, images of the control radicles prepared by staining with the trans-isomer fluorescent probe did not show emission at the root cap. These contrasts suggest specific localization of the cis-cinnamate analogue at the columella cells.

Functionalised nanoparticles, their production and use

Stable complexes are described, formed by mono- and di-functional compounds bound to nanoparticles composed of various types of transition metal oxides and of metals useful in the production processes of different types of new materials (such as for examp

Development and characterization of improved β-lactone-based anti-virulence drugs targeting ClpP

Here, we report the synthesis and in depth characterization of a second generation β-lactone derived virulence inhibitors. Based on initial results that emphasized the intriguing possibility to disarm bacteria in their virulence the present study develops

FUNCTIONALISED NANOPARTICLES, THEIR PRODUCTION AND USE

Stable complexes are described, formed by mono- and di-functional compounds bound to nanoparticles composed of various types of transition metal oxides and of metals useful in the production processes of different types of new materials (such as for examp

Bolaamphiphiles promote phospholipid translocation across vesicle membranes

A series of membrane-spanning bolaamphiphiles (molecules with two hydrophilic end groups connected by a hydrophobic linker) were prepared by a modular synthetic method and evaluated for their abilities to affect the dynamics of a surrounding bilayer membr

Convergent synthesis and diversity of amino acid based dendrimers

The synthesis of amino acid based dendrimers 25 (fifth generation, 32 endgroups), 30 (fourth generation, 81 endgroups), chiral dendrimer 23 (third generation, 8 endgroups) as well as core-modified dendrimers 34 and 38 by the convergent method is described. The amino acid building blocks are derived from hydroxybenzoic acid derivatives and amino alcohol derivatives, and access to a considerable molecular diversity of these novel dendrimers can be achieved, The synthesis can be carried out on a relatively large scale, and this easy access of the dendrimers may lead to many potential applications.

Synthesis of 1-O-alkyl-sn-glycerols and fluorescently labeled analogs from 2.5 O methylene D mannitol as precursor

A new approach employing 2.5 O methylene D mannitol as precursor for the synthesis of naturally occurring and fluorescently labeled alkyl glycerols is described. From 2.5 O methylene D mannitol, which was prepared according to the method of Ness et al. [1], 2,2-0-methylene-bis-(3-O-trityl)-sn-glycerol, the central product, was synthesized to an enantiomerically pure molecule in four steps. 1-O-hexadecyl-sn-glycerol was prepared by condensation of hexadecyl methanesulfonate with the central product and by subsequent detritylation and cleavage of the methylene bridge. From the alkyl glycerol the different lipid classes can be synthesized by well known strategies. To form fluorescently labeled analogs of alkyl glycerols the fluorescence marker 7-chloro-4-nitrobenzo-2-oxa-1,3-diazole (NBD-Cl) was linked with the ω-amino group of 1-O-(12-aminododecyl)-sn-grycerol. Therefore the central product was condensed with 12-N-t-BOC-aminododecyl methanesulfonate. The methylene bridge, the trityl groups and the BOC protection group were cleaved with boron trifluoride/methanol in one step. 1-O-(12-NBD-aminododecyl)-sn-grycerol is useful as a biochemical substrate to build up fluorescently labeled neutral lipids and phospholipids.