Synthesis of Medium-Sized Cyclic Amines by Selective Ring Cleavage of Sulfonylated Bicyclic Amines

2001 ◽  
Vol 3 (19) ◽  
pp. 2957-2960 ◽  
Author(s):  
Fátima Iradier ◽  
Ramón Gómez Arrayás ◽  
Juan Carlos Carretero
Keyword(s):  
Ring Cleavage ◽  
Cyclic Amines

Biodegradation of cyclic amines by aPseudomonasstrain involves an amine mono-oxygenase

2003 ◽  
Vol 49 (3) ◽  
pp. 181-188 ◽  
Author(s):  
M Trigui ◽  
S Pulvin ◽  
P Poupin ◽  
D Thomas
Keyword(s):  
Pseudomonas Putida ◽  
Specific Inhibitor ◽  
Sole Source ◽  
Spectrophotometric Analysis ◽  
Piperidine Ring ◽  
Ring Cleavage ◽  
Cyclic Amines ◽  
Growth Substrates

Pseudomonas putida O1G3 catalyzes the degradation of pyrrolidine and piperidine. This strain can use these compounds as the sole source of carbon, nitrogen, and energy. When the cyclic amines were used as the growth substrates, the synthesis of a soluble heme amine mono-oxygenase was induced in this bacteria. This observation was confirmed by spectrophotometric analysis and specific inhibitor. This mono-oxygenase is a NADH-dependent enzyme and catalyzes the cleavage of the C—N bond of the pyrrolidine and piperidine ring by a mechanism similar to a N dealkylation. This reaction could be followed by ring cleavage to form γ-aminobutyraldehyde oxidized to γ-aminobutyrate. Further investigations to purify the heme-containing mono-oxygenase are in progress.Key words: biodegradation, Pseudomonas, pyrrolidine, piperidine, amine mono-oxygenase.

ChemInform Abstract: Synthesis of Medium-Sized Cyclic Amines by Selective Ring Cleavage of Sulfonylated Bicyclic Amines.

ChemInform ◽  
2010 ◽  
Vol 33 (2) ◽  
pp. no-no
Author(s):  
Fatima Iradier ◽  
Ramon Gomez Arrayas ◽  
Juan Carlos Carretero
Keyword(s):  
Ring Cleavage ◽  
Cyclic Amines

Cleavage of the Epimines of 1,6-Anhydrohexoses with Fluoride Anion

2005 ◽  
Vol 70 (12) ◽  
pp. 2075-2085 ◽  
Author(s):  
Jiří Kroutil ◽  
Klára Jeništová
Keyword(s):  
Fluoride Anion ◽  
Ring Cleavage ◽  
Protecting Group ◽  
Reaction Conditions ◽  
Aziridine Ring ◽  
Cleavage Reactions ◽  
Derivatives Of ◽  
Fluoro Derivatives

Aziridine ring cleavage reactions of five N-nosylepimines (2-6) having D-talo, D-galacto, D-manno, and D-allo configurations with potassium hydrogendifluoride under various reaction conditions have been performed. The cleavage regioselectively afforded diaxial isomers of vicinal amino-fluoro derivatives of 1,6-anhydro-β-D-gluco- and mannopyranose 7-11 in 51-94% yields. Removal of 2-nitrobenzenesulfonyl protecting group with benzenethiol has been attempted in the case of compound 10.

Flavin/I2 -Catalyzed Aerobic Oxidative C-H Sulfenylation of Aryl-Fused Cyclic Amines

2020 ◽  
Vol 2020 (25) ◽  
pp. 3889-3895 ◽  
Author(s):  
Xinpeng Jiang ◽  
Zongchen Zhao ◽  
Zhifeng Shen ◽  
Keda Chen ◽  
Liyun Fang ◽  
...  
Keyword(s):  
Cyclic Amines

Copper(II) mediated C-8 amination of 1-naphthylamide derivatives with acyclic and cyclic amines

2021 ◽  
pp. 152858
Author(s):  
Tapan Sahoo ◽  
Souvik Sarkar ◽  
Subhash Chandra Ghosh
Keyword(s):  
Cyclic Amines

Design, Synthesis, and Characterization of Novel CXCR4 Antagonists Featuring Cyclic Amines

ChemMedChem ◽  
2020 ◽  
Vol 15 (13) ◽  
pp. 1150-1162
Author(s):  
Yu Lin ◽  
Zhanhui Li ◽  
Haikuo Ma ◽  
Yujie Wang ◽  
Xu Wang ◽  
...  
Keyword(s):  
Synthesis And Characterization ◽  
Design Synthesis ◽  
Cyclic Amines ◽  
Cxcr4 Antagonists

scholarly journals Genetic Investigation of the Catabolic Pathway for Degradation of Abietane Diterpenoids by Pseudomonas abietaniphilaBKME-9

2000 ◽  
Vol 182 (13) ◽  
pp. 3784-3793 ◽  
Author(s):  
Vincent J. J. Martin ◽  
William W. Mohn
Keyword(s):  
Gene Cluster ◽  
Sequence Similarity ◽  
Open Reading Frames ◽  
Ring Cleavage ◽  
Catabolic Pathway ◽  
Transcriptional Fusion ◽  
Abietane Diterpenoids ◽  
Genes Encoding ◽  
Dna Fragment ◽  
Reading Frames

ABSTRACT We have cloned and sequenced the dit gene cluster encoding enzymes of the catabolic pathway for abietane diterpenoid degradation by Pseudomonas abietaniphila BKME-9. Thedit gene cluster is located on a 16.7-kb DNA fragment containing 13 complete open reading frames (ORFs) and 1 partial ORF. The genes ditA1A2A3 encode the α and β subunits and the ferredoxin of the dioxygenase which hydroxylates 7-oxodehydroabietic acid to 7-oxo-11,12-dihydroxy-8,13-abietadien acid. The dioxygenase mutant strain BKME-941 (ditA1::Tn5) did not grow on nonaromatic abietanes, and transformed palustric and abietic acids to 7-oxodehydroabietic acid in cell suspension assays. Thus, nonaromatic abietanes are aromatized prior to further degradation. Catechol 2,3-dioxygenase activity of xylEtranscriptional fusion strains showed induction of ditA1and ditA3 by abietic, dehydroabietic, and 7-oxodehydroabietic acids, which support the growth of strain BKME-9, as well as by isopimaric and 12,14-dichlorodehydroabietic acids, which are diterpenoids that do not support the growth of strain BKME-9. In addition to the aromatic-ring-hydroxylating dioxygenase genes, thedit cluster includes ditC, encoding an extradiol ring cleavage dioxygenase, and ditR, encoding an IclR-type transcriptional regulator. Although ditR is not strictly required for the growth of strain BKME-9 on abietanes, aditR::Kmr mutation in aditA3::xylE reporter strain demonstrated that it encodes an inducer-dependent transcriptional activator of ditA3. An ORF with sequence similarity to genes encoding permeases (ditE) is linked with genes involved in abietane degradation.

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