• Title/Summary/Keyword: reductive amination

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One-Pot Reductive Amination of Carbonyl Compounds Using Sodium Borohydride-Cellulose Sulfuric Acid

  • Alinezhad, Heshmatollah;Tollabian, Zakieh
    • Bulletin of the Korean Chemical Society
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    • v.31 no.7
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    • pp.1927-1930
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    • 2010
  • A fast, efficient, and high yielding method for the preparation of amines by reductive amination of aldehydes and ketones using sodium borohydride in the presence of cellulose sulfuric acid in EtOH and under solvent-free conditions at room temperature is described.

Re-evaluation of [18F]fluorobenzaldehyde as a prosthetic group

  • Choe, Yearn Seong
    • Journal of Radiopharmaceuticals and Molecular Probes
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    • v.1 no.2
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    • pp.75-79
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    • 2015
  • [$^{18}F$]Fluorobenzaldehyde, which is a versatile radioactive prosthetic group, can undergo reduction, reductive amination, or oxidation to be used for synthesis of diverse radiotracers. This review covers synthesis of [$^{18}F$]fluorobenzaldehyde and its conversion to secondary prosthetic groups, and also highlights its application to the development of radiotracers.

Improving Catalytic Efficiency and Changing Substrate Spectrum for Asymmetric Biocatalytic Reductive Amination

  • Jiang, Wei;Wang, Yali
    • Journal of Microbiology and Biotechnology
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    • v.30 no.1
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    • pp.146-154
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    • 2020
  • With the advantages of biocatalytic method, enzymes have been excavated for the synthesis of chiral amino acids by the reductive amination of ketones, offering a promising way of producing pharmaceutical intermediates. In this work, a robust phenylalanine dehydrogenase (PheDH) with wide substrate spectrum and high catalytic efficiency was constructed through rational design and active-site-targeted, site-specific mutagenesis by using the parent enzyme from Bacillus halodurans. Active sites with bonding substrate and amino acid residues surrounding the substrate binding pocket, 49L-50G-51G, 74M,77K, 122G-123T-124D-125M, 275N, 305L and 308V of the PheDH, were identified. Noticeably, the new mutant PheDH (E113D-N276L) showed approximately 6.06-fold increment of kcat/Km in the oxidative deamination and more than 1.58-fold in the reductive amination compared to that of the wide type. Meanwhile, the PheDHs exhibit high capacity of accepting benzylic and aliphatic ketone substrates. The broad specificity, high catalytic efficiency and selectivity, along with excellent thermal stability, render these broad-spectrum enzymes ideal targets for further development with potential diagnostic reagent and pharmaceutical compounds applications.

Synthesis of Facial Amphiphile 3,7-Diamino-5α-cholestane Derivatives as a Molecular Receptor

  • Ahmad, Md. Wasi;Jung, Young-Mee;Khan, Sharaf Nawaz;Kim, Hong-Seok
    • Bulletin of the Korean Chemical Society
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    • v.30 no.9
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    • pp.2101-2106
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    • 2009
  • A series of facial amphiphiles 3,7-diaminocholestane were synthesized from 3,7-diketocholestane via 2 sequential reductive aminations and anion recognition was evaluated with acetate, chloride, bromide, fluoride and phosphate anions. The stereo-selective reductive amination protocol was utilized to synthesized facial amphiphiles afforded receptors in high yields. The molecular receptor 2 showed the highest binding constant with acetate in a 1:1 ratio.

Compositional Sugar Analysis of Antitumor Polysaccharidees by High Performance Liquid Chromatography and Gas Chromatography

  • Kim, Yeong-Shik;Park, Kyung-Shin;Park, Ho-Koon;Kim, Sung-Whan
    • Archives of Pharmacal Research
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    • v.17 no.5
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    • pp.337-342
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    • 1994
  • Carbohydrate analysis is important in studying structure and activity of complex polysaccharides. New analytical method was applied to get an information on the composition of polysaccharides showing antitumor activity. Monosaccharides were labeled with 7-amino-1, 3-naph-thalenedisulfonic acid (7-AGA) by reductive amination and separated by HPLC. Five kinds of polysaccharides from Basidiomycetes were hydrolyzed and analyzed in combination with electrophresis and HPLC. At the same time, alditol acetate derivatives were prepared and analyzed by gas chromatography. Two different techniques using different derivatization methods showed very similar results. The monosaccharides from Coriolus versicolor and Cordyceps militaris were glucose and galactose. Phellinus linteus composed of glucose, glactose, mannose, arabinose and fucose. The HPLC method with fluorescence detector was very sensitive compared to other methods.

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