David Jakeman

Professor

Graduate Coordinator

Cross-appointed to Chemistry

Email: david.jakeman@dal.ca

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Recent Submissions

  • Structural characterization of the antimicrobial peptide pleurocidin from winter flounder 

    Syvitski, R. T., I. Burton, N. R. Mattatall, S. E. Douglas, et al. 2005. "Structural characterization of the antimicrobial peptide pleurocidin from winter flounder." Biochemistry 44(19): 7282-7293.
    Pleurocidin is an antimicrobial peptide that was isolated from the mucus membranes of winter flounder (Pseudopleuronectes americanus) and contributes to the initial stages of defense against bacterial infection. From NMR ...
  • Ring-opening dynamics of jadomycin A and B and dalomycin T 

    Syvitski, R. T., C. N. Borissow, C. L. Graham, and D. L. Jakeman. 2006. "Ring-opening dynamics of jadomycin A and B and dalomycin T." Organic letters 8(4): 697-700.
    A novel oxazolone ring-opening and interconversion process between the two jadomycin diastereomeric forms has been characterized by NMR spectroscopy. An analogue, dalomycin T, has been isolated for the first time and does ...
  • A Method for Structure-Activity Analysis of Quorum-Sensing Signaling Peptides from Naturally Transformable Streptococci 

    Tian, XiaoLin, Raymond T. Syvitski, TianLei Liu, Nadine Livingstone, et al. 2009. "A Method for Structure-Activity Analysis of Quorum-Sensing Signaling Peptides from Naturally Transformable Streptococci." Biological Procedures Online 11(1): 207-226.
    Many species of streptococci secrete and use a competence-stimulating peptide (CSP) to initiate quorum sensing for induction of genetic competence, bacteriocin production, and other activities. These signaling molecules ...
  • Synthetic diversification of natural products: semi-synthesis and evaluation of triazole jadomycins 

    Dupuis, Stephanie N., Andrew W. Robertson, Thomas Veinot, Susan M. A. Monro, et al. 2012. "Synthetic diversification of natural products: semi-synthesis and evaluation of triazole jadomycins." Chemical Science 3(5): 1640-1644.
    Growth of Streptomyces venezuelae ISP5230 with O-propargyl-L-serine led to the efficient production of an alkyne-containing jadomycin. The installed alkyne functionality provided a uniquely reactive handle within the natural ...
  • Chloride anion transport and copper-mediated DNA cleavage by C-ring functionalized prodigiosenes 

    Diaz, Rosa I. Saez, Jasmine Regourd, Paul V. Santacroce, Jeffery T. Davis, et al. 2007. "Chloride anion transport and copper-mediated DNA cleavage by C-ring functionalized prodigiosenes." Chemical Communications: 2701-2703.
    A new class of prodigiosenes with stability-enhancing functionalities appended to the C-ring were found to transport chloride anions through liposomal membranes, as well as to induce copper-mediated DNA cleavage.
  • Synthesis and enzymatic evaluation of ketose phosphonates: the interplay between mutarotation, monofluorination and acidity 

    Forget, Stephanie M., Debabrata Bhattasali, V. Catherine Hart, T. Stanley Cameron, et al. 2012. "Synthesis and enzymatic evaluation of ketose phosphonates: the interplay between mutarotation, monofluorination and acidity." Chemical Science 3(6): 1866-1878.
    Ketose-phosphonates may adopt open chain, or alpha- or beta-furanosyl, or alpha- or beta-pyranosyl configurational isomers in aqueous solution. An HPLC and NMR analysis of a series of ketose-phosphonates with a ...
  • Structural characterization of the antimicrobial peptide pleurocidin from winter flounder 

    Syvitski, RT, I. Burton, NR Mattatall, SE Douglas, et al. 2005. "Structural characterization of the antimicrobial peptide pleurocidin from winter flounder." Biochemistry 44(19): 7282-7293.
    Pleurocidin is an antimicrobial peptide that was isolated from the mucus membranes of winter flounder (Pseudopleuronectes americanus) and contributes to the initial stages of defense against bacterial infection. From NMR ...
  • Investigation of the cytotoxcity of novel jadomycins in drug resistant breast cancer cells 

    Goralski, Kerry B., Cathy L. Graham, Mark Issa, and David L. Jakeman. 2009. "Investigation of the cytotoxcity of novel jadomycins in drug resistant breast cancer cells." Faseb Journal 23.
    No abstract available.
  • Ring-opening dynamics of jadomycin A and B and dalomycin T 

    Syvitski, RT, CN Borissow, CL Graham, and DL Jakeman. 2006. "Ring-opening dynamics of jadomycin A and B and dalomycin T." Organic letters 8(4): 697-700.
    A novel oxazolone ring-opening and interconversion process between the two jadomycin diastereomeric forms has been characterized by NMR spectroscopy. An analogue, dalomycin T, has been isolated for the first time and does ...
  • Diverse DNA-Cleaving Capacities of the Jadomycins through Precursor-Directed Biosynthesis 

    Cottreau, Kristal M., Colin Spencer, Jason R. Wentzell, Cathy L. Graham, et al. 2010. "Diverse DNA-Cleaving Capacities of the Jadomycins through Precursor-Directed Biosynthesis." Organic letters 12(6): 1172-1175.
    Gel mobility assays were used to establish that some members of the jadomycin family of natural products act as DNA cleaving agents. Moreover, it was found that subtle structural changes generated through the use of ...
  • Structure-activity analysis of quorum-sensing signaling peptides from Streptococcus mutans 

    Syvitski, Raymond T., Xiao-Lin Tian, Kamal Sampara, Alan Salman, et al. 2007. "Structure-activity analysis of quorum-sensing signaling peptides from Streptococcus mutans." Journal of Bacteriology 189(4): 1441-1450.
    Streptococcus mutans secretes and utilizes a 21-amino-acid signaling peptide pheromone to initiate quorum sensing for genetic competence, biofilm formation, stress responses, and bacteriocin production. In this study, we ...
  • Directed evolution of new glycosynthases from Agrobacterium beta-glucosidase: a general screen to detect enzymes for oligosaccharide synthesis 

    Mayer, C., DL Jakeman, M. Mah, G. Karjala, et al. 2001. "Directed evolution of new glycosynthases from Agrobacterium beta-glucosidase: a general screen to detect enzymes for oligosaccharide synthesis." Chemistry & biology 8(5): 437-443.
    No abstract available.
  • Copper-mediated nuclease activity of jadomycin B 

    Monro, Susan M. A., Krista M. Cottreau, Colin Spencer, Jason R. Wentzell, et al. 2011. "Copper-mediated nuclease activity of jadomycin B." Bioorganic & medicinal chemistry 19(11): 3357-3360.
    No abstract available.
  • An improved method for the synthesis of nucleoside triphosphate analogues 

    Mohamady, S., and DL Jakeman. 2005. "An improved method for the synthesis of nucleoside triphosphate analogues." Journal of Organic Chemistry 70(25): 10588-10591.
    Nucleoside monophosphates, when activated by trifluoroacetic anhydride and N-methylimidazole, efficiently couple with a variety of electron-deficient diphosphonates in a reproducible and efficient manner ( 72% isolated ...
  • Glycosidase inhibition by macrolide antibiotics elucidated by STD-NMR spectroscopy 

    Sadeghi-Khomami, Ali, Michael D. Lumsden, and David L. Jakeman. 2008. "Glycosidase inhibition by macrolide antibiotics elucidated by STD-NMR spectroscopy." Chemistry & biology 15(7): 739-749.
    A glycosynthase approach was attempted to glycodiversify macrolide antibiotics, using DesR, a family-3 retaining beta-glucosidase involved in the self-resistance mechanism of methymycin production. STD-NMR was used to probe ...
  • Chemoenzymatic Synthesis, Inhibition Studies, and X-ray Crystallographic Analysis of the Phosphono Analog of UDP-Galp as an Inhibitor and Mechanistic Probe for UDP-Galactopyranose Mutase 

    Partha, Sarathy Karunan, Ali Sadeghi-Khomami, Kathryn Slowski, Toshihisa Kotake, et al. 2010. "Chemoenzymatic Synthesis, Inhibition Studies, and X-ray Crystallographic Analysis of the Phosphono Analog of UDP-Galp as an Inhibitor and Mechanistic Probe for UDP-Galactopyranose Mutase." Journal of Molecular Biology 403(4): 578-590.
    No abstract available.
  • Myristoylation, a protruding loop, and structural plasticity are essential features of a nonenveloped virus fusion peptide motif 

    Corcoran, JA, R. Syvitski, D. Top, RM Epand, et al. 2004. "Myristoylation, a protruding loop, and structural plasticity are essential features of a nonenveloped virus fusion peptide motif." Journal of Biological Chemistry 279(49): 51386-51394.
    Members of the fusion-associated small transmembrane ( FAST) protein family are a distinct class of membrane fusion proteins encoded by nonenveloped fusogenic reoviruses. The 125-residue p14 FAST protein of reptilian ...
  • Stereochemical integrity of oxazolone ring-containing jadomycins 

    Borissow, Charles N., Cathy L. Graham, Ray T. Syvitski, Taryn R. Reid, et al. 2007. "Stereochemical integrity of oxazolone ring-containing jadomycins." Chembiochem 8(10): 1198-1203.
    The jadomycins are a series of natural products produced by Streptomyces venzuelae ISP5230 in response to ethanol shock. A unique structural feature of these angucyclines is the oxazolone ring, the formation of which is ...
  • Enzyme-catalyzed synthesis of isosteric phosphono-analogues of sugar nucleotides 

    Beaton, Stephen A., Malcolm P. Huestis, Ali Sadeghi-Khomami, Neil R. Thomas, et al. 2009. "Enzyme-catalyzed synthesis of isosteric phosphono-analogues of sugar nucleotides." Chemical Communications: 238-240.
    Efficient enzymatic syntheses of isosteric phosphono analogues of sugar nucleotides have been accomplished using a thymidylyl-transferase.
  • Jadomycins Derived from the Assimilation and Incorporation of Norvaline and Norleucine 

    Dupuis, Stephanie N., Thomas Veinot, Susan M. A. Monro, Susan E. Douglas, et al. 2011. "Jadomycins Derived from the Assimilation and Incorporation of Norvaline and Norleucine." Journal of natural products 74(11): 2420-2424.
    Streptomyces venezuelae ISP5230 is recognized for the production of chloramphenicol and the jadomycin family of natural products. The jadomycins are angucycline natural products containing a unique oxazolone ring incorporating ...

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