KMap
Courses
  • SMO
    Synthetic and Mechanistic Organic Chemistry

  • B
    Biochemistry

  • MOR
    Mechanisms of Organic Reactions

  • AOS
    Advanced Organic Synthesis

  • LOC
    Lectures in Organic Chemistry

  • OSA
    Organic Structural Analysis Laboratory

Student Thesis/Dissertation
  • Novel Materials Comprised of Molecular Springs: Synthetic Approaches to Bridgehead-Substituted Bicyclo[n.n.n]alkane Monomers

    2023

    doctoral
  • Development and Application of CEST MRI Contrast Agents that Evaluate Tumor Acidosis and Enzyme Activity

    2020

    doctoral
  • Crystal Engineering with Piperazinediones

    2016

    doctoral
  • Targeting Melanocortin and Cholecystokinin Receptors via Multivalent Molecules Bearing Peptide Ligands

    2015

    doctoral
  • Design, Synthesis, And Testing Of Multivalent Compounds Targeted To Melanocortin Receptors

    2014

    doctoral
Grants
  • Funding agency logo
    (LTW) Novel Therapeutic Delivery System for Pediatric IBD

    Co-Investigator (COI)

    2022

    $130.0K
    Active
  • Funding agency logo
    The Development of a Solvent Free Process to Prepare DNAN

    Principal Investigator (PI)

    2017

    $28.9K
  • Funding agency logo
    UNS: Oligomers Derived from Emerging Nitroaromatic Pollutants in Anaerobic Environments: Mechanisms, Fate and Toxicity

    Co-Investigator (COI)

    2015

    $330.0K
  • Funding agency logo
    Development of New Liquid Crystalline Polyamides with Bicyclo[8.8.8] Hexacosane Flexible Segments

    Principal Investigator (PI)

    2015

    $110.0K
  • Funding agency logo
    Targeting Pancreatic Cancer

    Co-Investigator (COI)

    2009

    $871.4K
  • Funding agency logo
    Novel Inhibitors of AKT Signaling in Pancreatic Cancer

    Co-Investigator (COI)

    2009

    $234.9K
  • Funding agency logo
    Arizona Partners in Science Program

    Principal Investigator (PI)

    2009

    $15.0K
  • Funding agency logo
    Multimeric Ligands for Targeting Melanoma

    Co-Investigator (COI)

    2008

    $1.3M
  • Funding agency logo
    Southwest Environmental Health Sciences Center

    Co-Investigator (COI)

    2006

    $7.8M
  • Funding agency logo
    Redox-Sensitive & Blood-pool Contrast Agents for Magnetic Resonance Imaging

    Co-Investigator (COI)

    2006

    $1.0M
Technologies / Patents
      News
      • 'Molecular Truck' Could Deliver New Treatment

        2015

      • UA Discovery Shows Curcumin Blocks the Metastasis of Colon Cancer by a Novel Mechanism

        2014

      • Couple's Gift Brings Nobel Laureate to UA

        2008

      Publications (118)
      Recent
      • Coupling reactions between reduced intermediates of insensitive munitions compound analog 4-nitroanisole

        2019

      • Solvent-free nitration of electron-rich arenes

        2017

      • Magnetic resonance imaging of RRx-001 pharmacodynamics in preclinical tumors

        2017

      • Magnetic Resonance Imaging Identifies Differential Response to Pro-Oxidant Chemotherapy in a Xenograft Model

        2016

      • Development of a time-resolved fluorescence probe for evaluation of competitive binding to the cholecystokinin 2 receptor

        2015

      • Linear scaffolds for multivalent targeting of melanocortin receptors

        2015

      • Synthesis and bioactivity of MSH4 oligomers prepared by an A(2) B-2 strategy

        2015

      • pTyr421 cortactin is overexpressed in colon cancer and is dephosphorylated by curcumin: involvement of non-receptor type 1 protein tyrosine phosphatase PTPN1)

        2014

      • Synthesis of 13C and 15N labeled 2,4-dinitroanisole

        2014

      • IMPROVED SYNTHESIS OF 10-2-ALKYLAMINO-2-OXOETHYL)1,4,7,10-TETRAAZACYCLODODECANE-1,4,7-TRIACETIC ACID DERIVATIVES BEARING ACID-SENSITIVE LINKERS

        2014

      • Crystal Engineering with 1,4-Piperazine-2,5-diones

        2014

      • Spectrophotometric determination and removal of unchelated europium ions from solutions containing Eu-diethylenetriaminepentaacetic acid chelate-peptide conjugates

        2014

      • Demonstration of a sucrose-derived contrast agent for magnetic resonance imaging of the GI tract

        2013

      • Synthesis and characterization of time-resolved fluorescence probes for evaluation of competitive binding to melanocortin receptors

        2013

      • Substrate-dependent ligand inhibition of the human organic cation transporter OCT2

        2013

      • Redox-active magnetic resonance imaging contrast agents: studies with thiol-bearing 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetracetic acid derivatives

        2012

      • Heterobivalent ligands target cell-surface receptor combinations in vivo

        2012

      • Tumor xenograft response to redox-active therapies assessed by magnetic resonance imaging using a thiol-bearing DOTA complex of gadolinium

        2012

      • Design, synthesis, and testing of a molecular truck for colonic delivery of 5-aminosalicylic acid

        2012

      • Organic crystal engineering with 1,4-piperazine-2,5-diones. 8. Synthesis, crystal packing, and thermochemistry of piperazinediones derived from 2-amino-4,7-dialkoxyindan-2-carboxylic acids

        2012

      • On the synthesis of 1,4,7-tris(tert-butoxycarbonylmethyl)1,4,7,10- tetraazacyclododecane

        2011

      • Cell-specific targeting by heterobivalent ligands

        2011

      • Recent development of anticancer therapeutics targeting AKT

        2011

      • A sucrose-derived scaffold for multimerization of bioactive peptides

        2011

      • Development of sulfonamide AKT PH domain inhibitors

        2011

      • α-Tocopheryloxyacetic acid: A novel chemotherapeutic that stimulates the antitumor immune response

        2011

      • A solanesol-derived scaffold for multimerization of bioactive peptides

        2010

      • A synchrotron study of 2R,5′S)5′-benzyl-5-bromo-6-methoxy- spiro-indane-2,2′-piperazine]3′,6′-dione dimethyl-formamide solvate

        2010

      • Design, synthesis, and evaluation of 1,4,7,10-tetraazacyclododecane-1,4,7- triacetic acid derived, redox-sensitive contrast agents for magnetic resonance imaging

        2010

      • Synthesis of the conformationally constrained tyrosine analogues, R) and S)5-hydroxy-2-aminoindan-2-carboxylic acids

        2010

      • Molecular pharmacology and antitumor activity of PHT-427, a novel akthosphatidylinositide-dependent protein kinase 1 pleckstrin homology domain inhibitor

        2010

      • Synthesis and characterization of a Eu-DTPA-PEGO-MSH(4) derivative for evaluation of binding of multivalent molecules to melanocortin receptors

        2010

      • Synthesis of conformationally constrained diaminodicarboxylic acid derivatives

        2009

      • In vitro and in vivo activity of novel small-molecule inhibitors targeting the pleckstrin homology domain of protein kinase B/AKT

        2009

      • Computational modeling of novel inhibitors targeting the Akt pleckstrin homology domain

        2009

      • Conformational analysis of bridgehead-substituted bicyclo[m.m.m]alkanes and bicyclo[8.8.n]alkanes

        2009

      • Organic crystal engineering with 1,4-piperazine-2,5-diones. 7. Crystal packing of piperazinediones derived from 2-amino-7-nitro-4-methoxyindan-2- carboxylic acid

        2008

      • (S,S)4′′-Cyano-7,7′′-dimeth-oxy-3′, 6′-dioxodispiro-indane-2,2′-piperazine-5′, 2′′-indane]4-carboxamide methanol solvate: Inter-rupting the amide-to-amide hydrogen-bonded tape

        2008

      • NOTE: Synthesis and characterization of a poly(acrylamide) with pendant 1,4-piperazine-2,5-dione moieties via post-polymerization cyclization

        2008

      • Discovery of a novel class of AKT pleckstrin homology domain inhibitors

        2008

      • Design, synthesis, and validation of a branched flexible linker for bioactive peptides

        2007

      • Squalene-derived flexible linkers for bioactive peptides

        2007

      • Deoxycholic acid induces intracellular signaling through membrane perturbations

        2006

      • Redox-sensitive contrast agents for MRI based on reversible binding of thiols to serum albumin

        2006

      • Monomethylarsonous acid induces transformation of human bladder cells

        2006

      • Synthesis and fluorescence of N,N,N-trimethyl-2-methyl 7-nitrobenzo[c]l,2,5]oxadiazol-4-yl) amino]ethanaminium iodide, a pH-insensitive reporter of organic cation transport

        2006

      • Arsenite and monomethylarsonous acid generate oxidative stress response in human bladder cell culture

        2006

      • Synthesis of 1,10-dimethylbicyclo[8.8.8]hexacosane and 1,10- dihydroxybicyclo[8.8.8]hexacosane

        2005

      • Synthesis of su14 suC]imexon

        2005

      • Organic crystal engineering with 1,4-piperazine-2,5-diones. 6. Studies of the hydrogen-bond association of cyclo[2-methylamino-4,7-dimethoxyindan-2- carboxylic acid)2-amino-4,7-dimethoxyindan-2-carboxylic acid)

        2005

      • Tris[2-2-oxidophenyl)5-phenyl-1,3,4-oxadiazole-κ su2 suO su2 su,N su3 su]aluminium 0.167-hydrate

        2004

      • An efficient synthesis of sodium dimethylarsinate- su14 suC

        2003

      • Organic crystal engineering with piperazine-2,5-diones. 4. Crystal packing of piperazinediones derived from 2-amino-7-cyano-4-methoxyindan-2-carboxylic acid

        2003

      • Crystal engineering of a liquid crystalline piperazinedione

        2003

      • Use of 9-methylfluorene as an indicator in the titration of common grouIA and grouIIA organometallic reagents

        2002

      • Synthesis and structure of the glutathione conjugate of chloroacetaldehyde

        2002

      • Monomethylarsonous acid MMA suIII su) and arsenite: LD sub 50 sub in hamsters and in vitro inhibition of pyruvate dehydrogenase

        2001

      • Stereochemical aspects of vinylcyclohexene bioactivation in rodent hepatic microsomes and purified human cytochrome P450 enzyme systems

        2001

      • Synthesis of S)β-cuparenone and S)cuparene

        2000

      • Synthesis of 7-alkoxyquinolines, coumarins, and resorufins

        2000

      • NBD-TMA: A novel fluorescent substrate of the peritubular organic cation transporter of renal proximal tubules

        2000

      • Intermolecular and intramolecular reactions of resolved 2-alkoxytetrahydrofuran-3-yl and 2-alkoxytetrahydropyran-3-yl radicals

        2000

      • The crystal packing of a strongly dipolar piperazinedione

        2000

      • 2,2'3,3'6,6'Hexachlorobiphenyl hydroxylation by active site mutants of cytochrome P450 2B1 and 2B11

        1999

      • Diastereoselective manipulations of bicyclo[m.1.0]alkane derivatives. 6. Stereocontrolled synthesis of tricyclo[m.n.0.0]alkenones

        1999

      • Organic crystal engineering with piperazine-2,5-diones. 1. Crystal packing of piperazinediones derived from substituted 2-aminoindan-2- carboxylic acids

        1999

      • Near diffraction-limited laser emission from a polymer in a high finesse planar cavity

        1998

      • Synthesis of the mono-cysteine disulfide of meso-2,3-dimercaptosuccinic acid

        1998

      • Vertical-cavity surface-emitting polymer laser

        1998

      • A cytochrome P450 terpenoid hydroxylase linked to the suppression of insect juvenile hormone synthesis

        1998

      • Diastereoselective manipulations of bicyclo[m.1.0]alkane derivatives. 5. α'Alkylations of bicycle[m.1.0]alkan-2-ones

        1998

      • Synthesis and characterization of highly efficient photorefractive polymer composites with long phase stability

        1998

      • On the reported intermediacy of vinyl radicals in spontaneous polymerization: An ESR-spin trapping study and its significance for the bond forming initiation theory

        1997

      • Development of Molecular Mechanics Torsion Parameters for α,β-Cyclopropyl α′,β′-Enones and Conformational Analysis of Bicyclo[m.1.0]alk-3-en-2-ones

        1997

      • Diastereoselective Manipulations of Bicyclo[m.1.0]alkane Derivatives. 4. Reactions of Nucleophiles with Bicyclo[m.1.0]alk-3-en-2-ones

        1997

      • Recent advances in photorefractive polymers and liquid crystals

        1997

      • Synthesis of ethyl N-diphenyl)methyl-1,2,3,4- tetrahydroisoquinoline-3-carboxylates

        1997

      • Diastereoselective manipulations of bicyclo[m.1.0] alkane derivatives. 3. Nucleophilic additions to the carbonyl carbon of 1R,8R)Bicyclo[6.1.0]nonan-2,6-dione 2-2S,3S)1,4-Di-O-methyl-1,2,3,4-butane ketal

        1997

      • Improved syntheses of 2,2'3,3'6,6'hexachlorobiphenyl

        1997

      • Monobenzylation of 1,n-diols via dibutylstannylene intermediates

        1997

      • Diastereoselective manipulations of bicyclo[m.1.0]alkane derivatives. 2. Nucleophilic additions to the carbonyl carbons of bicyclot[m.1.0]alkan-2-ones

        1996

      • Syntheses and spectroscopic characterizations of oxidative metabolites of 4-vinylcyclohexene II diol-epoxides

        1996

      • Engineering molecular solids

        1996

      • Development of molecular mechanics torsion parameters for α,β-cyclopropyl ketones and conformational analysis of bicyclo[m.1.0]alkan-2-ones

        1996

      • Synthesis of the enantiomers of 4-vinylcyclohexene

        1995

      • Syntheses and spectroscopic characterizations of oxidative metabolites of 4-vinylcyclohexene

        1994

      • An efficient stereoconvergent synthesis of the 4-ethylamino-2,4-dideoxy-l-threo-pentopyranose component of the calicheamicins and esperamicins

        1993

      • Acid-catalyzed dehydration for the design of chemical amplification resists

        1992

      • Structure of an enantiomerically pure tetrahydropyranyl ether

        1991

      • Negative chemical amplification resist systems based on polyhydroxystyrenes and N-substituted imides or aldehydes

        1991

      • Enantiomerically pure acetals in organic synthesis. 1. Chromatographic separability of furanoside and pyranoside acetals derived from α-hydroxy esters

        1991

      • Acid-catalyzed pinacol rearrangement. Chemically amplified reverse polarity change

        1991

      • Enantiomerically pure acetals in organic synthesis. 3. A synthesis of R)mevalonic acid lactone

        1991

      • Mechanistic studies of diastereoselective cyclopropanation via homochiral ketals. 2. Studies with conformationally restricted 2-cyclohexen-1-one ketals

        1990

      • Mechanistic studies of diastereoselective cyclopropanation via homochiral ketals. 1. Dioxolane structural effects

        1990

      • Diastereoselective manipulations of conformationally restricted enantiomerically pure bicyclo[m.1.0]alkanes. 1. Nucleophilic additions to the carbonyl carbons of bicyclo[m.1.0]alkan-2-ones

        1990

      • A new synthetic approach to the C-D ring portion of streptonigrin analogues

        1990

      • Selective inactivation of rat liver cytochromes P-450 by 21-chlorinated steroids

        1989

      • Homochiral ketals in organic synthesis. Enantioselective synthesis and absolute configuration of modhephene

        1989

      • Homochiral acetals in organic synthesis. A general enantioselective entry to carbohydrate derivatives from non-carbohydrate precursors

        1989

      • Homochiral ketals in organic synthesis. Diastereoselective cyclopropanation of α,β-unsaturated ketals derived from S,S)hydrobenzoin

        1989

      • Homochiral ketals in organic synthesis. Enantioselective preparation of modhephene

        1988

      • Homochiral ketals in organic sythesis. Simple chromatographic resolution of diastereomeric α-hydroxycycloalkanone ketals

        1988

      • Selective inactivation by 21-chlorinated steroids of rabbit liver and adrenal microsomal cytochromes P-450 involved in progesterone hydroxylation

        1988

      • Homochiral ketals in organic synthesis. Enantioselective synthesis and absolute configuration of chokol A

        1987

      • Homochiral ketals in organic synthesis. Diastereoselective cyclopropanation of α,β-unsaturated ketals derived from 1,4-D1-O-benzyl-l-threitol

        1987

      • Diastereoselective cyclopropanation via homochiral ketals. Dioxolane structural effects

        1987

      • Homochiral ketals in organic synthesis. Enantioselective synthesis of β-eudesmol

        1987

      • Homochiral ketals in organic synthesis. Enantioselective synthesis of m.n.1] Propellanones

        1986

      • Homochiral ketals in organic synthesis. Diastereoselective cyclopropanation

        1985

      • Farnesylpyrophosphate synthetase. Evidence for a rigid geranyl cation-pyrophosphate anion pair

        1981

      • Farnesyl pyrophosphate synthetase. Mechanistic studies of the 1′-4 coupling reaction in the terpene biosynthetic pathway 13]

        1979

      • Farnesyl pyrophosphate synthetase. Mechanistic studies of the 1'4 coupling reaction with 2-fluorogeranyl pyrophosphate.

        1978

      • Prenyltransferase. New evidence for an ionization-condensation-elimination mechanism with 2-fluorogeranyl pyrophosphate 15]

        1977

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