In a three-step protocol involving regioselective enzymatic acylation, per-O-trimethylsilylation, and a one-pot α-glycosidation-deprotection sequence, cholesteryl-6-O-tetradecanoyl-α-D-glucopyranoside (α-CAG) of Helicobacter pylori is afforded starting from glucose in an overall yield of 45%. The production of CAG can be scaled to make purified quantities available to the biological community f...

An efficient K3PO4-mediated synthesis of unsymmetrical diaryl ethers using the ionic liquid [Bmim]BF4 (1-butyl-3-methylimidazolium tetrafluoroborate) as solvent has been developed. The procedure involves consecutive deprotection of aryl methane-sulfonates and a nucleophilic aromatic substitution (S(N)Ar) with activated aryl halides.

A synthesis of several carbapenem antibiotics including 9-methoxythienamycin is described. The final deprotection of C-3 esters was accomplished by a novel procedure using aluminum trichloride under a very mild condition. The antibacterial activity against Gram-positive and Gram-negative bacteria is shown.

A photo-caged aminooxy alkane thiol synthesized in 7 steps and 15% overall yield was used to form a self-assembled monolayer (SAM). Photo-deprotection on the surface was confirmed by FT-IR spectroscopy and contact angle goniometry. Conjugation of a small molecule ketone, ethyl levulinate, further confirmed the presence of aminooxy groups on the surface.

A. Al-Hamashi, J. Almaliti, R. Farrell, V. L. Tillekeratne University of Toledo Purpose Histone deacetylase (HDAC) enzymes, which are overexpressed in many cancer tissues, present a potential target for cancer chemotherapy.HDAC inhibitors (HDACis) are currently being investigated as potential anticancer agents. Most of the current HDACis are not selective and have high potential toxicity. Selec...

BACKGROUND The formation of novel N-substituted-1,2,3,4-tetrahydro[1,3]-dioxolo-[6,7]-5H-[1]benzopyrano [3,4-c]pyridines were observed unexpectedly during the acid-mediated ketal removal of ethylenedioxy ketal protected 4-piperidones. The literature revealed that benzopyranopyridine derivatives are of scientific interest and some exhibit interesting biological activities. Diastereomeric resolut...

Selective deprotection of functional groups using different wavelengths light is attractive for materials synthesis as well achieving independent photocontrol over substrates in biological systems. Here, we show that mixtures recently developed visible light-absorbing BODIPY-derived photoremovable protecting (PRPGs) and a coumarin-derived PRPG can undergo wavelength-selective activation, giving...