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Synthesis of Potential SH2 Domain Ligands Containing Phosphate Group Mimics

Ware, Nathaniel F. (2011) Synthesis of Potential SH2 Domain Ligands Containing Phosphate Group Mimics. Master's Thesis, University of Pittsburgh.

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    Abstract

    This thesis describes the synthesis of two peptidomimetics containing heterocyclicphosphate group mimics. These compounds are based on a potent STAT3 inhibitor andtherefore have the potential of being SH2 domain ligands. Due to problems with the purificationof the final products, the mimetic containing the isothiazolidinone (IZD) moiety was obtained in< 87% purity and the 5,6-dihydro-2H-1,2,6-thiadiazine 1,1-dioxide (TDA) analog was isolated in< 57% purity based on NMR analysis.

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    Details

    Item Type: University of Pittsburgh ETD
    ETD Committee:
    ETD Committee TypeCommittee MemberEmail
    Committee ChairWipf, Peterpwipf@pitt.edu
    Committee MemberCurran, Dennis P.curran@pitt.edu
    Committee MemberKoide, Kazunorikoide@pitt.edu
    Title: Synthesis of Potential SH2 Domain Ligands Containing Phosphate Group Mimics
    Status: Unpublished
    Abstract: This thesis describes the synthesis of two peptidomimetics containing heterocyclicphosphate group mimics. These compounds are based on a potent STAT3 inhibitor andtherefore have the potential of being SH2 domain ligands. Due to problems with the purificationof the final products, the mimetic containing the isothiazolidinone (IZD) moiety was obtained in< 87% purity and the 5,6-dihydro-2H-1,2,6-thiadiazine 1,1-dioxide (TDA) analog was isolated in< 57% purity based on NMR analysis.
    Date: 14 September 2011
    Date Type: Completion
    Defense Date: 19 August 2011
    Approval Date: 14 September 2011
    Submission Date: 15 August 2011
    Access Restriction: 5 year -- Restrict access to University of Pittsburgh for a period of 5 years.
    Patent pending: No
    Institution: University of Pittsburgh
    Thesis Type: Master's Thesis
    Refereed: Yes
    Degree: MS - Master of Science
    URN: etd-08152011-110256
    Uncontrolled Keywords: medicinal chemistry; peptide coupling; peptidomimetic; STAT3 target
    Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
    Date Deposited: 10 Nov 2011 14:59
    Last Modified: 24 Feb 2012 16:01
    Other ID: http://etd.library.pitt.edu/ETD/available/etd-08152011-110256/, etd-08152011-110256

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