285-52-9Relevant academic research and scientific papers
Efficient and stereospecific synthesis of (z)-Hex-3-enedioic acid, a key intermediate for Gly-Gly cis olefin isostere
Perlman,Albeck
, p. 4443 - 4449 (2000)
(z)-Hex-3-enedioic acid, a key intermediate in the synthesis of (z)-5-amino-3-pentenoic acid (a Gly-Gly cis olefin isostere), was synthesized by a short and efficient procedure of sequential oxidations. Thus, selective mono epoxidation of 1,4-cyclohexadiene was followed by periodate oxidation to the appropriate dialdehyde. Finally, Jones oxidation of the dialdehyde afforded the corresponding diacid product.
2,5-dideoxy streptamine derivative and application thereof
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Paragraph 0079-0082, (2019/01/16)
The invention discloses a 2,5-dideoxy streptamine derivative and application thereof. The compound disclosed by the invention is used for inhibiting the activity of furin, thereby serving as a furin inhibitor; the 2,5-dideoxy streptamine derivative is use
Chemical and bacterial reduction of azo-probes: Monitoring a conformational change using fluorescence spectroscopy
Rattray, Nicholas J.W.,Zalloum, Waleed A.,Mansell, David,Latimer, Joe,Jaffar, Mohammed,Bichenkova, Elena V.,Freeman, Sally
, p. 2758 - 2766 (2013/04/10)
Sterically constrained probes 2,4-O-bisdansyl-6,7-diazabicyclo[3.2.1]oct-6- ene (8) and 2,4-O-bispyrenoyl-6,7-diazabicyclo[3.2.1]oct-6-ene (9) exhibit specific dimer fluorescent characteristics (λmax 555 nm and 511 nm, respectively), attributed to the 2,4-diaxial arrangement of the dansyl or pyrene groups. Reduction of the azo-conformational locking group in (8) and (9) yielded 1,3-bisdansyl-4,6-diaminocyclohexane (16) and 1,3-bispyrenoyl-4,6- diaminocyclohexane (17) in the tetra-equatorial chair conformation, thus minimising interaction of the bisdansyl or bispyrenoyl groups. This induces a change in fluorescence from a cooperative green emission dimer band to a blue-shifted, monomer type fluorescence, with λmax 448 nm and 396 nm for the reduced forms (16) and (17), respectively. The azo-bond conformational lock can either be reduced under biomimetic conditions (using sodium dithionite) or with bacteria (Clostridium perfringens or Escherichia coli) utilising azo-reductase enzymes. These fluorescent probes have the potential to specifically detect azo-reductase expressing bacteria.
Fluorocyclohexanes: Synthesis and structure of all-syn-1,2,4,5- tetrafluorocyclohexane
Durie, Alastair J.,Slawin, Alexandra M. Z.,Lebl, Tomas,Kirsch, Peer,O'Hagan, David
supporting information, p. 9643 - 9645 (2012/11/07)
The all-syn isomer of 1,2,4,5-tetrafluorocyclohexane is prepared and characterised by NMR and X-ray crystallography. It emerges to be a particularly polar cyclohexane analogue with differentially polarised faces.
Fluorescent probe for detection of bacteria: Conformational trigger upon bacterial reduction of an azo bridge
Rattray, Nicholas J. W.,Zalloum, Waleed A.,Mansell, David,Latimer, Joe,Schwalbe, Carl H.,Blake, Alexander J.,Bichenkova, Elena V.,Freeman, Sally
scheme or table, p. 6393 - 6395 (2012/07/17)
Using biomimetic chemical reduction or Clostridium perfringens cell extract containing azoreductase, the dimer-fluorescent probe 2,4-O-bisdansyl-6,7- diazabicyclooct-6-ene, which possesses a conformationally constrained cis-azo bridge, is reduced to the t
Synthesis of new β-hydroxy nitrate esters as potential glycomimetics or vasodilators
Cavdar, Huseyin,Saracoglu, Nurullah
supporting information; experimental part, p. 4615 - 4621 (2009/05/11)
New β-hydroxy nitrates have been synthesized by the ringopening reaction of epoxides with Bi(NO3)3·5H2O, which was used both as a catalyst and reagent. The synthesized molecules are both potential cyclitol mimetics and vasodilators as a result of their hydroxy groups and nitrate esters. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Synthesis of a library of stereo- and regiochemically diverse aminoglycoside derivatives
Clique, Blandine,Ironmonger, Alan,Whittaker, Benjamin,Colley, Jacqueline,Titchmarsh, James,Stockley, Peter,Nelson, Adam
, p. 2776 - 2785 (2007/10/03)
A library of forty modified aminoglycosides was prepared in which the configuration and regiochemistry of two or three rings was widely varied. The library was based around three core ring systems: the 2-deoxystreptamine ring system found in the natural products, and both enantiomers of (1R*,2R*,4R*,5R*)-2,5-diamino-cyclohexane-1,4-diol and (1R*,3R*,4R*,6R*)-4,6-diaminocyclohexane-1,3-diol. In each case, the core was modified by glycosylation with one or two sugar rings. The absolute configuration of the sugar substituents (D or L), the configuration of the anomeric centres (α or β), and the regiochemical arrangement of the amine(s) were varied. The Royal Society of Chemistry 2005.
Factors Influencing Conformational Preferences in Cyclohexenes
Lambert, Joseph B.,Marko, Dale E.
, p. 7978 - 7982 (2007/10/02)
Conformational preferences have been measured for the first time for 4-substituted cyclohexenes in a solvent of low polarity.Measurements were made for the substituents Cl, Br, I, OH, OSiMe3, and CN and were compared with conformational preferences in cyclohexyl and exo-methylenecyclohex-3-yl.In the nearly nonpolar solvent CF2Cl2, in which intramolecular interactions are maximized, there is a much larger axial population for cyclohexen-4-yl than in cyclohexyl or exo-methylenecyclohex-3-yl.In particular, the dipolar interaction of the endocyclic double bond is reduced from that of the exocyclic double bond.This observation is confirmed by the almost negligible effect of symmetrizing the endocyclic double bond through 1,2-dimethyl substitution, in contrast with the large effect of symmetrizing the exocyclic double bond through 7,7-dimethyl substitution.Polar solvents increase the proportion of the axial conformer to a smaller extent for the endocyclic than for the exocyclic system, again in agreement with a lower dipolar effect in the endocyclic case.These results emphasize the anisotropic nature of the steric effects of double bonds.
