William E. Kurtin
  Professor
  Biochemistry
  phone: (210) 999-7382 
  FAX: (210) 999-7569
  email: wkurtin@trinity.edu

  ** Teaching
  ** Research
  ** Vita

Teaching Interests

Courses Taught:

Biochemistry and Laboratory                        Molecular Spectroscopy
Advanced Biochemistry                                Instrumental Analysis
Physical Biochemistry                                   Polymer Chemistry
Analytical Chemistry                                     Origin of Life
General Chemistry and Laboratory               Technical Writing (Cont. Ed.)
Organic Chemistry and Laboratory


Research Interests

        Current research efforts are directed toward understanding the interaction of the bile pigment bilirubin (BR) with the lipid components of hepatic bile, especially the bile salts (BS). Knowledge of these molecular interactions is essential in order to understand the physical chemistry involved in gallstone formation.

When BR complexes with BS molecules, the pigment absorption and fluorescence properties change significantly. We are attempting to use these observations to obtain information about the specific conformations and aggregation behavior of these molecules in solutions which resemble natural bile. We also plan to use computer modeling studies and molecular dynamics calculations to make predictions about the molecular interactions. Other work will be devoted to the development of bioanalytical methods for determining the relative binding affinity of different bile salts for BR.

Acid Dissociation Constants of Bilirubin and Related Carboxylic Acid Compounds in Bile Salt Solutions
William E. Kurtin†, Jason Enz†, Celeste Dunsmoor†, Neil Evans†, David A. Lightner*
†Department of Chemistry, Trinity University, and the *Department of Chemistry and Biochemistry, University of Nevada, Reno

Arch. Biochem. Biophys., 381(1), 83-91, 2000.

Abstract
    Bilirubin, the yellow-orange tetrapyrrole pigment of jaundice, is essentially insoluble in pure water, but is much more soluble in solutions of bile salts such as sodium taurocholate. The biophysical chemistry of bilirubin in bile salt solutions is affected by changes in the pH of the solution in the range 5-9, suggesting that interactions with bile salt molecules and micelles may alter the acidity of the pigment. We have examined this possibility by determining the apparent pKa values for a series of carboxyl 13C-enriched model compounds, including the bilirubin analogs mesobilirubin XIIIa (MBR) and xanthobilirubic acid (XBR), in solutions of sodium taurocholate (TC) and sodium taurodeoxycholate (TDC). Apparent pKa values were determined by 13C NMR titrations in dimethyl sulfoxide-water mixtures. The results show that the acidity of all compounds is decreased, or pKa increased, in micellar bile salt solution relative to pure water, and that the effect is greatest for the larger, less water-soluble compounds. We have proposed a model to explain these results, and discussed the implications of these findings for the biophysical chemistry of bilirubin in bile.
 

  Apparent pKa Values in DMSO-H2O
Compound
No Bile Salt
TC, 40 mM
DpKe
TDC, 40 mM
DpKe
Benzoic Acida
4.36±0.03
4.44±0.03
0.08
4.50±0.03
0.14
Phenylacetic acida
4.46±0.03
4.54±0.02
0.08
4.56±0.01
0.10
Pyrrolebutanoic acida
4.99±0.05
5.27±0.02
0.28
5.35±0.05
0.36
XBRb
4.943c
5.51±0.01
0.58
5.87±0.02
0.94
MBRb
5.2, 5.9d
 nd 
 
6.3, 6.7
~1
  a - 10% DMSO, 90% H2O (v/v)
  b - 20% DMSO, 80% H2O (v/v)
  c - Extrapolated value from dependence of pKa on [TDC]
  d - Values taken from Ref. 10, at 27 vol% DMSO
  e - Difference between pKa with and without bile salt
  nd - not determined
 
 


Vita

KURTIN, William E., Ph.D.                                             Professor
30219 Twin Ridge Dr.                                                      Department of Chemistry
Bulverde, TX  78163                                                        Trinity University
Home Phone:  (830) 980-2927                                         715 Stadium Drive
                                                                                         San Antonio, TX  78212

Date of Birth:   February 2, 1943

Place of Birth:  Houston, TX

Marital Status:   Married, four children, five grandchildren

Eduication:

B.A. Chemistry, University of St. Thomas, Houston, Texas, 1965
Ph.D. Biochemistry, Texas Tech University, Lubbock, Texas, 1969 (Advisor: P.-S. Song)

Honors:

Graduate School Summer Research Grantee, Texas Tech University, 1968, 1969.
Robert A. Welch Predoctoral Fellowship, Texas Tech University, 1966-1969.
NIH Postdoctoral Fellowship, Baylor College of Medicine, 1969-1970.
Fulbright Scholar, Johannes Kepler University, Austria, 1989-90 (Collaborator: H. Falk)
Consultant, Project Kaleidoscope, 1994-1997

Professional Experience:

1969-70 NIH Postdoctoral Fellow   Baylor College of Medicine
1970-77 Assistant Professor (Chemistry)  Trinity University
1977-83 Associate Professor (Chemistry)  Trinity University
1980-81 Acting Chairman, Chemistry   Trinity University
1981-88 Chairman, Chemistry    Trinity University
1983-  Professor (Chemistry)    Trinity University
1984 (Fall) Visiting Research Professor    U.T. Health Science Center,
1985, 1987, 1989 (Summer)     San Antonio
1990 (Spring) Fulbright Scholar    Johannes Kepler U., Linz, Austria
1991-92 Co-Chair, Chemistry    Trinity University
1992-98 Chairman, Chemistry    Trinity University
1998 (Fall) Adjunct Research Professor    Univ. of Nevada, Reno

Professional Societies and Organizations:

American Chemical Society
American Society for Biochemistry and Molecular Biology
Fulbright Association
Sigma Xi
Union of Concerned Scientists
Council for Undergraduate Research

Current Grants:

Research Experiences for Undergraduates Site at Trinity University, National Science Foundation,
1999-2001, $165,000.

Publications:

29 publications prior to 1995

A. K. Diehl, W. H. Schwesinger, D. R. Holleman, Jr., J. B. Chapman, and W. E. Kurtin, "Clinical Correlates of Gallstone Composition", Am. J. Gastroenterology, 90, 967-72 (1995).

W. E. Kurtin, "Partners with San Antonio Colleges : A Successful REU Experiment", CUR Quarterly, September, 1996.

A. K. Diehl, W. H. Schwesinger, W. E. Kurtin, D. R. Holleman, and J. B. Chapman, "Characteristics of Patients with Single versus Multiple Cholesterol Gallstones", Dig. Dis. Sci., 42, 953-54 (1997).

M. P. Nittler, R. A. Desai, D. A. Salikof, W. E. Kurtin, and M. M. Bushey, "Bile Salt Micellar Electrokinetic Chromatography of Bilirubin and Related Compounds", J. Chromatography A, 779, 205-214, (1997).

W. E. Kurtin, R. Heo, D. J. Breimeir, N. T.-V. Tran, E. Elizondo, R. E. Salas, M. Morales, L. Huang, and B. Frank, "Effects of pH on the Absorption, Emission, and Light Scattering Spectroscopy of Bilirubin and Xanthobilirubic Acid in Sodium Taurocholate Solution", J. Chem. Soc. Perkin Trans. 2, 1998, 1677-82.

W. H. Schwesinger, W. E. Kurtin, C. P. Page, R. M. Stewart, and R. Johnson, "Soluble Dietary Fiber Protects Against Cholesterol Gallstone Formation", Am. J. Surgery, 177, 307-310, (1999).

K. D. Black*, S. Kothari*, P. A. Sharp*, J. W. Quesnel*, V. A. Escobar*, W. E. Kurtin, and M. M. Bushey, "Micellar Electrokinetic Chromatography of Bilirubin and Related Compounds in Unconjugated and Glyco-Conjugated Bile Salt Solutions", J. Liq. Chrom. & Rel. Technol., 23, 113-125, (2000).

C. Maeder*, G. Beaudoin*, E-kai Hsu*, V. Escobar*, W. E. Kurtin, and M. M. Bushey, "Measurement of Bilirubin Partition Coefficients in Bile Salt Micelle / Aqueous Buffer Solutions by Micellar Electrokinetic Chromatography", Electrophoresis, 21, 706-714, (2000).

W. E. Kurtin, J. Enz*, C. Dunsmoor*, N. Evans*, D. A. Lightner, "Acid Dissociation Constants of Bilirubin and Related Carboxylic Acid Compounds in Bile Salt Solutions", Arch. Biochem. Biophys., 81, 83-91, (2000).

W. E. Kurtin, W. H. Schwesinger, and A. K. Diehl, "Changes in Chemical Composition and Type of Gallstones Associated with Patient Age", Int. J. Surg. Invest., 2, 299-307, (2000).

W. E. Kurtin and J. M. Lee, "The Free Energy of Denaturation of Lysozyme", Biochemistry and Molecular Biology Education, 30(4), 244-247, (2002).
 
 

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