6033-32-5Relevant academic research and scientific papers
A simple synthesis of 6-hydroxynorleucine based on the rearrangement of an N-nitrosodichloroacetamide
McCarthy, Blaine G.,Macarthur, Nicholas S.,Jakobsche, Charles E.
, p. 502 - 504 (2016/01/12)
6-Hydroxynorleucine is a versatile chemical intermediate that has found broad use in target-oriented syntheses of numerous biologically active molecules. Despite its widespread use, and despite the various strategies that have been reported for its prepar
Nitrilases, nucleic acids encoding them and methods for making and using them
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Page/Page column 52; 53, (2016/01/09)
The invention relates to nitrilases and to nucleic acids encoding the nitrilases. In addition methods of designing new nitrilases and method of use thereof are also provided. The nitrilases have increased activity and stability at increased pH and temperature.
KDM1A INHIBITORS FOR THE TREATMENT OF DISEASE
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Paragraph 0288, (2014/10/18)
Disclosed herein are new compounds and compositions and their application as pharmaceuticals for the treatment of diseases. Methods of inhibition of KDMIA, and methods of increasing gamma globin gene expression in a human or animal subject are also provided for the treatment diseases such as sickle cell disease.
Asymmetric synthesis of l-6-hydroxynorleucine from 2-keto-6-hydroxyhexanoic acid using a branched-chain aminotransferase
Seo, Young-Man,Kim, Aran,Bea, Han-Seop,Lee, Sang-Hyeup,Yun, Hyungdon
scheme or table, p. 171 - 176 (2012/06/30)
l-6-Hydroxynorleucine was synthesized from 2-keto-6-hydroxyhexanoic acid using branched-chain aminotransferase from Escherichia coli with l-glutamate as an amino donor. Since the branched-chain aminotransferase was severely inhibited by 2-ketoglutarate, the branched-chain aminotransferase reaction was coupled with aspartate aminotransferase and pyruvate decarboxylase. Aspartate aminotransferase converted the inhibitory 2-ketoglutarate back to l-glutamate by using l-aspartate as an amino donor. On the other hand, pyruvate decarboxylase further shifted the reaction equilibrium towards l-6-hydroxynorleucine through decarboxylation of pyruvate to acetaldehyde. The concerted action of the three enzymes significantly enhanced the yield compared to that of branched-chain aminotransferase alone. In the coupled reaction, 90.2 mM l-6-hydroxynorleucine (> 99% ee) was produced from 100 mM 2-keto-6-hydroxyhexanoic acid, whereas in a single branched-chain aminotransferase reaction only 22.5 mM l-6-hydroxynorleucine (> 99% ee) was produced.
An alternative total synthesis of pentosidine
Liu, Yahua,Zhang, Weihan,Sayre, Lawrence M.
, p. 426 - 433 (2011/06/22)
Pentosidine, a fluorescent advanced glycation endproduct that serves as a biomarker of diabetic complications, kidney dysfunction, oxidative stress, and aging and age-related diseases, was synthesized from 2,3-diaminopyridine and benzyloxycarbonyl (Cbz) p
Selective inhibitors of plasmepsin II of Plasmodium falciparum on the basis of pepstatin
Rumsh,Mikhailova,Mikhura,Prudchenko,Chikin,Mikhaleva,Kaliberda,Dergousova,Mel'Nikov,Formanovskii
experimental part, p. 660 - 667 (2009/04/07)
A number of new inhibitors of plasmepsin II (PlmII) Plasmodium falciparum, which was one of the key factors of survival of malarial parasite, was synthesized. The inhibitors were analogues of pepstatin with different substitutions for the alanine residue.
Synthesis of 7,6-fused bicyclic lactams for use as beta-turn mimics
Morales, Omar,Seide, Wesley,Watson, Samuel
, p. 965 - 973 (2007/10/03)
An improved synthesis of the 7,6-fused bicyclic lactam is presented starting from readily available chiral starting materials. (S)-allylglycine is protected as the phthalimide derivative and coupled with (S)-2-amino-6- hydroxyhexanoic acid methyl ester. Oxidation of the hydroxyl group to the aldehyde followed by enamide synthesis and acyl iminium ion cyclization provide the bicyclic system as a single diastereomer in good overall yield. Copyright Taylor & Francis Group, LLC.
Process for producing hydroxyamino acid derivative
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Page 4, (2008/06/13)
Provided is a method of preparing a hydroxyamino acid derivative, particularly in an optically active form thereof with high efficiency. Specifically, provided is a method of preparing hydroxyamino acid derivatives represented by Formula (I) or salts ther
Enzymatic synthesis of L-6-hydroxynorleucine
Hanson, Ronald L.,Schwinden, Mark D.,Banerjee, Amit,Brzozowski, David B.,Chen, Bang-Chi,Patel, Bharat P.,McNamee, Clyde G.,Kodersha, Gus A.,Kronenthal, David R.,Patel, Ramesh N.,Szarka, Laszlo J.
, p. 2247 - 2252 (2007/10/03)
L-6-Hydroxynorleucine, a key chiral intermediate used for synthesis of a vasopeptidase inhibitor, was prepared in 89% yield and >99% optical purity by reductive amination of 2-keto-6-hydroxyhexanoic acid using glutamate dehydrogenase from beef liver. In an alternate process, racemic 6- hydroxynorleucine produced by hydrolysis of 5-(4-hydroxybutyl)hydantoin was treated with D-amino acid oxidase to prepare a mixture containing 2-keto-6- hydroxyhexanoic acid and L-6-hydroxynorleucine followed by the reductive amination procedure to convert the mixture entirely to L-6-hydroxynorleucine, with yields of 91 to 97% and optical purities of >99%.
