Academic literature on the topic 'Hydroxypipecolic acids'

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Journal articles on the topic "Hydroxypipecolic acids"

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Cochi, Anne, Domingo Gomez Pardo, and Janine Cossy. "Synthesis of 3-Hydroxypipecolic Acids." European Journal of Organic Chemistry 2013, no. 5 (January 14, 2013): 809–29. http://dx.doi.org/10.1002/ejoc.201201415.

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Krishnamurthy, Suvratha, Jalli Venkataprasad, Tarun Chand Vagvala, Tetsuji Moriguchi, and Akihiko Tsuge. "α-Chymotrypsin andl-acylase aided synthesis of 5-hydroxypipecolic acid via Jacobsen's hydrolytic kinetic resolution of epoxy amino acids." RSC Advances 5, no. 64 (2015): 52154–60. http://dx.doi.org/10.1039/c5ra09207h.

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5-hydroxypipecolic acid synthesis from intramolecular reaction of epoxy amino acids; enantiomers separated by hydrolase and diastereomeric epoxide separated by Jacobsen's hydrolytic kinetic resolution.
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Cochi, Anne, Domingo Gomez Pardo, and Janine Cossy. "ChemInform Abstract: Synthesis of 3-Hydroxypipecolic Acids." ChemInform 44, no. 28 (June 21, 2013): no. http://dx.doi.org/10.1002/chin.201328209.

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Alegret, Carlos, Xavier Ginesta, and Antoni Riera. "Asymmetric Synthesis ofcis-4- andtrans-3-Hydroxypipecolic Acids." European Journal of Organic Chemistry 2008, no. 10 (April 2008): 1789–96. http://dx.doi.org/10.1002/ejoc.200701103.

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Kite, Geoffrey C., and Michael J. Hughes. "Analysis of hydroxypipecolic acids by gas chromatography-mass spectrometry." Phytochemical Analysis 8, no. 6 (November 1997): 294–301. http://dx.doi.org/10.1002/(sici)1099-1565(199711/12)8:6<294::aid-pca372>3.0.co;2-r.

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Chiou, Wen-Hua, Gau-Hong Lin, and Chih-Wei Liang. "Facile Syntheses of Enantiopure 3-Hydroxypiperidine Derivatives and 3-Hydroxypipecolic Acids." Journal of Organic Chemistry 75, no. 5 (March 5, 2010): 1748–51. http://dx.doi.org/10.1021/jo902324h.

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Cordero, Franca M., Simona Bonollo, Fabrizio Machetti, and Alberto Brandi. "The Synthesis of 4-Hydroxypipecolic Acids by Stereoselective Cycloaddition of Configurationally Stable Nitrones." European Journal of Organic Chemistry 2006, no. 14 (July 2006): 3235–41. http://dx.doi.org/10.1002/ejoc.200600104.

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FERREIRA, F., C. GRECK, and P. GENET. "ChemInform Abstract: Stereocontrolled Syntheses of trans-3-Hydroxypipecolic Acids and Application to (-)-Swainsonine." ChemInform 29, no. 6 (June 24, 2010): no. http://dx.doi.org/10.1002/chin.199806241.

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Guan, Jiaojiao, Yilei Lu, Zixuan Dai, Songyin Zhao, Yan Xu, and Yao Nie. "R97 at “Handlebar” Binding Mode in Active Pocket Plays an Important Role in Fe(II)/α-Ketoglutaric Acid-Dependent Dioxygenase cis-P3H-Mediated Selective Synthesis of (2S,3R)-3-Hydroxypipecolic Acid." Molecules 28, no. 4 (February 15, 2023): 1854. http://dx.doi.org/10.3390/molecules28041854.

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Pipecolic acid (Pip) and its derivative hydroxypipecolic acids, such as (2S,3R)-3-hydroxypipecolic acid (cis-3-L-HyPip), are components of many natural and synthetic bioactive molecules. Fe(II)/α-ketoglutaric acid (Fe(II)/2-OG)-dependent dioxygenases can catalyze the hydroxylation of pipecolic acid. However, the available enzymes with desired activity and selectivity are limited. Herein, we compare the possible candidates in the Fe(II)/2-OG-dependent dioxygenase family, and cis-P3H is selected for potentially catalyzing selective hydroxylation of L-Pip. cis-P3H was further engineered to increase its catalytic efficiency toward L-Pip. By analyzing the structural confirmation and residue composition in substrate-binding pocket, a “handlebar” mode of molecular interactions is proposed. Using molecular docking, virtual mutation analysis, and dynamic simulations, R97, E112, L57, and G282 were identified as the key residues for subsequent site-directed saturation mutagenesis of cis-P3H. Consequently, the variant R97M showed an increased catalytic efficiency toward L-Pip. In this study, the kcat/Km value of the positive mutant R97M was about 1.83-fold that of the wild type. The mutation R97M would break the salt bridge between R97 and L-Pip and weaken the positive-positive interaction between R97 and R95. Therefore, the force on the amino and carboxyl groups of L-Pip was lightly balanced, allowing the molecule to be stabilized in the active pocket. These results provide a potential way of improving cis-P3H catalytic activity through rational protein engineering.
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Wang, Bing, and Run-Hua Liu. "Stereospecific, Flexible and Redox-Economic Asymmetric Synthesis ofcis- andtrans-3-Hydroxypipecolic Acids and ­Analogs." European Journal of Organic Chemistry 2009, no. 17 (June 2009): 2845–51. http://dx.doi.org/10.1002/ejoc.200900231.

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Dissertations / Theses on the topic "Hydroxypipecolic acids"

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SERNISSI, LORENZO. "Synthesis and evaluation of conformationally constrained aminopipecolic acids for the generation of new small-molecule integrin-targeted drugs." Doctoral thesis, 2016. http://hdl.handle.net/2158/1025518.

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The synthesis of substituted cyclopropane pipecolic acids (CPAs) as conformationally restricted templates for peptidomimetics is reported. A variety of differently substituted (poly)hydroxy- and amino-2-azabicyclo[4.1.0]heptane-1-carboxylic acids were prepared via the Pd-catalyzed methoxycarbonylation of suitably functionalized lactam-derived vinyl phosphates, followed by OH-directed cyclopropanations. Cyclopropane amino acids have been extensively exploited to reduce conformational mobility in peptidomimetics. However, to our knowledge there were no reports on CPAs embodied in peptides. Hence, we employed various substituted CPAs to build linear and cyclic peptidomimetics. In particular, we synthesized two cyclic peptidomimetics bearing the RGD (Arginine-Glycine-Aspartic Acid) sequence, which displayed nanomolar affinity towards both alfa-v-beta-3 and alfa-5-beta-1 integrin subfamilies. These have received increasing attention as therapeutic targets because of their critical role in tumor-induced angiogenesis and metastasis diffusion. Thus, CPAs appear suitable for the generation of novel peptidomimetics for drug discovery.
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Conference papers on the topic "Hydroxypipecolic acids"

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Luna, Amparo, Pedro Almendros, and Benito Alcaide. "Diastereoselective direct aldol reaction and subsequent cyclization of 2-azetidinone-tethered azides for the preparation of a 4-hydroxypipecolic acid analogue." In The 13th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2009. http://dx.doi.org/10.3390/ecsoc-13-00174.

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