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Synthesis of Novel Ligands Towards the Goal of Superoxide Dismutase Synzymes

Permanent Link: http://ncf.sobek.ufl.edu/NCFE004014/00001

Material Information

Title: Synthesis of Novel Ligands Towards the Goal of Superoxide Dismutase Synzymes
Physical Description: Book
Language: English
Creator: Schmidt, Robert
Publisher: New College of Florida
Place of Publication: Sarasota, Fla.
Creation Date: 2008
Publication Date: 2008

Subjects

Subjects / Keywords: Inorganic
Bioinorganic
Enzyme Modeling
Chemistry
Biochemistry
Antioxidants
Pharmacology
TACN
TCMP
TCMA
Macrocycles
Genre: bibliography   ( marcgt )
theses   ( marcgt )
government publication (state, provincial, terriorial, dependent)   ( marcgt )
born-digital   ( sobekcm )
Electronic Thesis or Dissertation

Notes

Abstract: Oxidative stress due to free radicals may be linked to a number of degenerative and fatal conditions. A primary source of free radicals is the superoxide anion, O2-�, which arises naturally through a number of mechanisms. All living species have developed controls for superoxide concentration in the form of enzymes called superoxide dismutases (SODs), which convert superoxide to the compounds H2O2 and O2. In mammals, manganese SOD is the only mitochondrial form of this enzyme and plays a key role in regulating free radical genesis. The development of synthetic enzymes�"synzymes"�to supplement the body�s natural protective mechanisms is a key area of research in the treatment of diseases associated with oxidative stress. SOD synzymes are low weight molecules that mimic the function of the native enzyme active site, enabling them to carry out the dismutation of superoxide anion into molecular oxygen and hydrogen peroxide. In preparing synzymes, a common approach is to first model the structure of the active site with the assumption that form begets functions. Here, NMR evidence suggests the successful synthesis of two novel ligands, (+/-)-2-(1,4,7-triazonan-1-yl)butyric acid and 4-(1,4,7-triazonan-1-yl)butyric acid (1,4,7-triazacyclononane-1-monobutyric acid; TCMB). These ligands have the potential to provide an N3O innersphere donor set to a metal ion, modeling the configuration that is found in MnSOD. Additionally, the previously reported ligand, 1,4,7-triazacyclononane-1-monopropionate (TCMP) was successfully synthesized from TACN�3HBr in a 2:1 ratio with the pendant arm donor group, acrylic acid.
Statement of Responsibility: by Robert Schmidt
Thesis: Thesis (B.A.) -- New College of Florida, 2008
Electronic Access: RESTRICTED TO NCF STUDENTS, STAFF, FACULTY, AND ON-CAMPUS USE
Bibliography: Includes bibliographical references.
Source of Description: This bibliographic record is available under the Creative Commons CC0 public domain dedication. The New College of Florida, as creator of this bibliographic record, has waived all rights to it worldwide under copyright law, including all related and neighboring rights, to the extent allowed by law.
Local: Faculty Sponsor: Sherman, Suzanne

Record Information

Source Institution: New College of Florida
Holding Location: New College of Florida
Rights Management: Applicable rights reserved.
Classification: local - S.T. 2008 S35
System ID: NCFE004014:00001

Permanent Link: http://ncf.sobek.ufl.edu/NCFE004014/00001

Material Information

Title: Synthesis of Novel Ligands Towards the Goal of Superoxide Dismutase Synzymes
Physical Description: Book
Language: English
Creator: Schmidt, Robert
Publisher: New College of Florida
Place of Publication: Sarasota, Fla.
Creation Date: 2008
Publication Date: 2008

Subjects

Subjects / Keywords: Inorganic
Bioinorganic
Enzyme Modeling
Chemistry
Biochemistry
Antioxidants
Pharmacology
TACN
TCMP
TCMA
Macrocycles
Genre: bibliography   ( marcgt )
theses   ( marcgt )
government publication (state, provincial, terriorial, dependent)   ( marcgt )
born-digital   ( sobekcm )
Electronic Thesis or Dissertation

Notes

Abstract: Oxidative stress due to free radicals may be linked to a number of degenerative and fatal conditions. A primary source of free radicals is the superoxide anion, O2-�, which arises naturally through a number of mechanisms. All living species have developed controls for superoxide concentration in the form of enzymes called superoxide dismutases (SODs), which convert superoxide to the compounds H2O2 and O2. In mammals, manganese SOD is the only mitochondrial form of this enzyme and plays a key role in regulating free radical genesis. The development of synthetic enzymes�"synzymes"�to supplement the body�s natural protective mechanisms is a key area of research in the treatment of diseases associated with oxidative stress. SOD synzymes are low weight molecules that mimic the function of the native enzyme active site, enabling them to carry out the dismutation of superoxide anion into molecular oxygen and hydrogen peroxide. In preparing synzymes, a common approach is to first model the structure of the active site with the assumption that form begets functions. Here, NMR evidence suggests the successful synthesis of two novel ligands, (+/-)-2-(1,4,7-triazonan-1-yl)butyric acid and 4-(1,4,7-triazonan-1-yl)butyric acid (1,4,7-triazacyclononane-1-monobutyric acid; TCMB). These ligands have the potential to provide an N3O innersphere donor set to a metal ion, modeling the configuration that is found in MnSOD. Additionally, the previously reported ligand, 1,4,7-triazacyclononane-1-monopropionate (TCMP) was successfully synthesized from TACN�3HBr in a 2:1 ratio with the pendant arm donor group, acrylic acid.
Statement of Responsibility: by Robert Schmidt
Thesis: Thesis (B.A.) -- New College of Florida, 2008
Electronic Access: RESTRICTED TO NCF STUDENTS, STAFF, FACULTY, AND ON-CAMPUS USE
Bibliography: Includes bibliographical references.
Source of Description: This bibliographic record is available under the Creative Commons CC0 public domain dedication. The New College of Florida, as creator of this bibliographic record, has waived all rights to it worldwide under copyright law, including all related and neighboring rights, to the extent allowed by law.
Local: Faculty Sponsor: Sherman, Suzanne

Record Information

Source Institution: New College of Florida
Holding Location: New College of Florida
Rights Management: Applicable rights reserved.
Classification: local - S.T. 2008 S35
System ID: NCFE004014:00001

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