Liu, G Fan, Y Carlson, Jr Zhao, Zg Kit S. Lam
Published in
Journal of Combinatorial Chemistry
In this report we demonstrate that a 1,5-dialkylamino-2,4-dinitrobenzene small molecule library can be generated by a highly efficient solution-phase synthesis method. From this 2485-member library, a series of novel compounds with antibacterial activity were isolated. The significance of this report is that the synthetic scheme is extremely simple...
Carpenter, Rd Deberdt, Pb Kit S. Lam Kurth, Mj
Published in
Journal of Combinatorial Chemistry
Using carbodiimide reagents [1,3-diisopropylcarbodiimide or N-(3-dimethylaminopropyl)-N -ethylcarbodiimide hydrochloride (EDC)], we have developed a mild, generalized, one-pot method that delivers N-2-arylaminobenzimidazole esters from commercially available aryl isothiocyanates and o-phenylenediamines. Following saponification and acidifying, the ...
Song, A Zhang, J Lebrilla, Cb Kit S. Lam
Published in
Journal of Combinatorial Chemistry
The solid-phase synthesis of 2-alkylthio-6H-pyrano[2,3-f]benzimidazole-6-ones (2-alkylthioimidazocoumarins) is described. 7-Fluoro-4-methyl-6-nitro-2-oxo-2H-1-benzopyran-3-carboxylic acid was coupled to Rink amide resin via its carboxyl group. The resin-bound scaffold then underwent aromatic nucleophilic substitution with primary amines, followed b...
Ying, L Ruiwu (Ray) Liu Zhang, J Kit S. Lam Lebrilla, Cb Gervay-Hague, J
Published in
Journal of Combinatorial Chemistry
A glycopeptide library containing more than 500,000 compounds has been constructed from a combination of Asn-linked carbohydrates using one-bead-one-compound combinatorial methodologies. The library was encoded with peptide markers that were topologically segregated on the interior of the solid support to negate interference with carbohydrate/prote...
Yao, Nh He, Wy Kit S. Lam Liu, G
Published in
Journal of Combinatorial Chemistry
Direct O-glycosylation of amino acids bound to TentaGel resin with a number of glycosyl trichloroacetimidate donors results in high yields. The glycosylation reaction can be easily monitored by analyzing the bead-bound amino acids with high-resolution magic angle spinning (HR-MAS) NMR. These studies pave a new way for the construction of "one-bead ...
Franz, Ah Ruiwu (Ray) Liu Song, A Kit S. Lam Lebrilla, Cb
Published in
Journal of Combinatorial Chemistry
The identification of pharmacologically promising compounds (lead compounds) from combinatorial libraries is frequently limited by the throughput of the analytical technique employed. Fourier transform mass spectrometry (FTMS) offers high sensitivity, mass accuracy (m/Deltam > 500 000), and sequencing capabilities. A rapid and efficient method for ...
Kappel, Jc Fan, Yc Kit S. Lam
Published in
Journal of Combinatorial Chemistry
In "one-bead-one-compound" (OBOC) combinatorial chemistry, a compound-bead library with hundreds of thousands to millions of diversities can be rapidly generated such that each bead displays only one chemical entity. The highly efficient "libraries-from-libraries" approach involves the global transformation of a peptide library into many small mole...
Luo, J Zhang, H Wenwu Xiao Pappanaicken Kumaresan Shi, C Pan, Cx Aina, Oh Kit S. Lam
Published in
Journal of Combinatorial Chemistry
We have developed a new color-encoding method that facilitates high-throughput screening of one-bead one-compound (OBOC) combinatorial libraries. Polymer beads displaying chemical compounds or families of compounds are stained with oil-based organic dyes that are used as coding tags. The color dyes do not affect cell binding to the compounds displa...
Dixon, Sm Milinkevich, Ka Fujii, J Ruiwu (Ray) Liu Yao, N Kit S. Lam Kurth, Mj
Published in
Journal of Combinatorial Chemistry
An efficient, multigram synthesis of a spiroisoxazolinoproline-based amino acid, 7, requiring minimal purification, delivering good cis:trans diastereoselectivity (approximately 1:4), and providing good yields is reported. Surface-bound studies of the reduction of an arylnitro group in the presence of an isoxazoline ring with tin(II) dichloride dih...
Yao, Nh He, Wy Kit S. Lam Liu, G
Published in
Journal of Combinatorial Chemistry
The molecular target of vancomycin, a commonly used glycopeptide antibiotic, is the D-Ala-D-Ala dipeptide subunit on the bacterial cell wall. The molecular basis of interaction between vancomycin and D-Ala-D-Ala in solution is well-known. However, there is no structural data on vancomycin, and its interaction with D-Ala-D-Ala when the drug is tethe...
