David B Berkowitz, PhD

  • 2420 Citations
  • 32 h-Index
1987 …2020

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1987

Anomeric Specificity of L-Fucose Dehydrogenase: A Stereochemical Imperative in Aldopyranose Dehydrogenases?

Berkowitz, D. B. & Benner, S. A., 1987, In : Biochemistry. 26, 9, p. 2606-2611 6 p.

Research output: Contribution to journalArticle

12 Scopus citations
1990
5 Scopus citations
7 Scopus citations
1991

Enzymatic resolution of racemic glycals: an application of the wong acylation method

Berkowitz, D. B. & Danishefsky, S. J., Sep 30 1991, In : Tetrahedron Letters. 32, 40, p. 5497-5500 4 p.

Research output: Contribution to journalArticle

19 Scopus citations
1992

A new retro-aza-ene reaction: formal reductive amination of an α-keto acid to an α-amino acid

Berkowitz, D. B. & Bernd Schweizer, W., Feb 28 1992, In : Tetrahedron. 48, 9, p. 1715-1728 14 p.

Research output: Contribution to journalArticle

3 Scopus citations

A reagent for the efficient cleavage of N-benzoylhomoserine lactones: Access to α-(2-phenylseleno)ethyl amino acids

Pedersen, M. L. & Berkowitz, D. B., Nov 24 1992, In : Tetrahedron Letters. 33, 48, p. 7315-7318 4 p.

Research output: Contribution to journalArticle

11 Scopus citations
79 Scopus citations

Azasugar and glycal inhibitors of α-L-fucosidase

Dumas, D. P., Kajimoto, T., Liu, K. K. C., Wong, C. H., Berkowitz, D. B. & Danieshefsky, S. J., 1992, In : Bioorganic and Medicinal Chemistry Letters. 2, 1, p. 33-36 4 p.

Research output: Contribution to journalArticle

35 Scopus citations
1993

Formal α-Vinylation of Amino Acids. Use of a New Benzeneselenolate Equivalent

Pedersen, M. L. & Berkowitz, D. B., 1993, In : Journal of Organic Chemistry. 58, 25, p. 6966-6975 10 p.

Research output: Contribution to journalArticle

58 Scopus citations

Synthesis of (α,α-Difluoroalkyl)phosphonates by Displacement of Primary Triflates

Berkowitz, D. B., Eggen, M. J., Shen, Q. & Sloss, D. G., 1993, In : Journal of Organic Chemistry. 58, 23, p. 6174-6176 3 p.

Research output: Contribution to journalArticle

78 Scopus citations
1994

Binding Affinity and Site Selectivity of Daunomycin Analogues

Roche, C. J., Berkowitz, D., Sulikowski, G. A., Danishefsky, S. J. & Crothers, D. M., Feb 1 1994, In : Biochemistry. 33, 4, p. 936-942 7 p.

Research output: Contribution to journalArticle

26 Scopus citations

Displacement of sugar triflates with c-nucleophiles: D-glucopyranose and d-ribofuranose chain extension and functionalization

Shen, Q., Sloss, D. G. & Berkowitz, D. B., Jun 1 1994, In : Synthetic Communications. 24, 11, p. 1519-1530 12 p.

Research output: Contribution to journalArticle

30 Scopus citations

Enantiomerically enriched α-vinyl amino acids via lipase-mediated "reverse transesterification"

Berkowitz, D. B., Pumphrey, J. A. & Shen, Q., Nov 21 1994, In : Tetrahedron Letters. 35, 47, p. 8743-8746 4 p.

Research output: Contribution to journalArticle

34 Scopus citations

Synthesis of the (α,α-difluoroalkyl)phosphonate analogue of phosphoserine

Berkowitz, D. B., Shen, Q. & Maeng, J. H., Aug 29 1994, In : Tetrahedron Letters. 35, 35, p. 6445-6448 4 p.

Research output: Contribution to journalArticle

63 Scopus citations
1995
61 Scopus citations
59 Scopus citations

Free α-Oxiranyl Amino Acids

Berkowitz, D. B. & Pedersen, M. L., Sep 1 1995, In : Journal of Organic Chemistry. 60, 17, p. 5368-5369 2 p.

Research output: Contribution to journalArticle

16 Scopus citations
1996

A convenient synthesis of L-α-vinylglycine from L-homoserine lactone

Berkowitz, D. B. & Smith, M. K., 1996, In : Synthesis. 1, p. 39-41 3 p.

Research output: Contribution to journalArticle

30 Scopus citations

Chemoenzymatic and ring E-molecular approach to the (-)-podophyllotoxin skeleton. Synthesis of 3',4',5'-tridemethoxy-(-)-podophyllotoxin

Berkowitz, D. B., Maeng, J. H., Dantzig, A. H., Shepard, R. L. & Norman, B. H., Oct 2 1996, In : Journal of the American Chemical Society. 118, 39, p. 9426-9427 2 p.

Research output: Contribution to journalArticle

34 Scopus citations
16 Scopus citations
125 Scopus citations

Synthesis of higher α-chlorovinyl and α-bromovinyl amino acids: The amino protecting group determines the reaction course

Berkowitz, D. B., Pedersen, M. L. & Jahng, W. J., Jun 17 1996, In : Tetrahedron Letters. 37, 25, p. 4309-4312 4 p.

Research output: Contribution to journalArticle

13 Scopus citations

α-Vinyllysine and α-vinylarginine are time-dependent inhibitors of their cognate decarboxylases

Berkowitz, D. B., Jahng, W. J. & Pedersen, M. L., Sep 17 1996, In : Bioorganic and Medicinal Chemistry Letters. 6, 18, p. 2151-2156 6 p.

Research output: Contribution to journalArticle

33 Scopus citations
1999

Facile installation of the phosphonate and (α,α- difluoromethyl)phosphonate functionalities equipped with benzyl protection

Berkowitz, D. B., Bhuniya, D. & Peris, G., Mar 5 1999, In : Tetrahedron Letters. 40, 10, p. 1869-1872 4 p.

Research output: Contribution to journalArticle

40 Scopus citations

Hydrolytic enzymatic transformation of advanced synthetic intermediates: On the choice of the organic cosolvent

Berkowitz, D. B., Hartung, R. E. & Choi, S., Dec 3 1999, In : Tetrahedron Asymmetry. 10, 23, p. 4513-4520 8 p.

Research output: Contribution to journalArticle

12 Scopus citations
2000

Engineering acyclic stereocontrol in the alkylation of vinylglycine- derived dianions: Asymmetric synthesis of higher α-vinyl amino acids

Berkowitz, D. B., McFadden, J. M. & Sloss, M. K., May 19 2000, In : Journal of Organic Chemistry. 65, 10, p. 2907-2918 12 p.

Research output: Contribution to journalArticle

47 Scopus citations

Enzyme-assisted asymmetric total synthesis of (-)-podophyllotoxin and (- )-picropodophyllin

Berkowitz, D. B., Choi, S. & Maeng, J. H., Feb 11 2000, In : Journal of Organic Chemistry. 65, 3, p. 847-860 14 p.

Research output: Contribution to journalArticle

85 Scopus citations

Novel "reverse Kahne-type glycosylation": Access to O-, N-, and C-linked epipodophyllotoxin conjugates

Berkowitz, D. B., Choi, S., Bhuniya, D. & Shoemaker, R. K., Apr 20 2000, In : Organic Letters. 2, 8, p. 1149-1152 4 p.

Research output: Contribution to journalArticle

16 Scopus citations

α-Fluorinated phosphonates as substrate mimics for glucose 6-phosphate dehydrogenase: The CHF stereochemistry matters

Berkowitz, D. B., Bose, M., Pfannenstiel, T. J. & Doukov, T., Jul 28 2000, In : Journal of Organic Chemistry. 65, 15, p. 4498-4508 11 p.

Research output: Contribution to journalArticle

110 Scopus citations
2001

(α-Monofluoroalkyl)phosphonates: A class of isoacidic and "tunable" mimics of biological phosphates

Berkowitz, D. B. & Bose, M., 2001, In : Journal of Fluorine Chemistry. 112, 1, p. 13-33 21 p.

Research output: Contribution to journalArticle

125 Scopus citations

A Convergent Triflate Displacement Approach to (α-Monofluoroalkyl)phosphonates

Berkowitz, D. B., Bose, M. & Asher, N. G., Jun 28 2001, In : Organic Letters. 3, 13, p. 2009-2012 4 p.

Research output: Contribution to journalArticle

30 Scopus citations

Stereocontrolled synthesis of quaternary β,γ-unsaturated amino acids: Chain extension of D- and L-α-(2-tributylstannyl)vinyl amino acids

Berkowitz, D. B., Chisowa, E. & McFadden, J. M., Jul 23 2001, In : Tetrahedron. 57, 30, p. 6329-6343 15 p.

Research output: Contribution to journalArticle

39 Scopus citations
2002

In situ enzymatic screening (ISES): A tool for catalyst discovery and reaction development

Berkowitz, D. B., Bose, M. & Choi, S., May 3 2002, In : Angewandte Chemie - International Edition. 41, 9, p. 1603-1607 5 p.

Research output: Contribution to journalArticle

35 Scopus citations
2003

Structure-Activity Analysis of Guanidine Group in Agmatine for Brain Agmatinase

Huang, M. J., Regunathan, S., Botta, M., Lee, K., McClendon, E., Yi, G. B., Pedersen, M. L., Berkowitz, D. B., Wang, G., Travagli, M. & Piletz, J. E., 2003, In : Annals of the New York Academy of Sciences. 1009, p. 52-63 12 p.

Research output: Contribution to journalArticle

13 Scopus citations
2004

Following an ISES lead: The first examples of asymmetric Ni(0)-mediated allylic amination

Berkowitz, D. B. & Maiti, G., Aug 5 2004, In : Organic Letters. 6, 16, p. 2661-2664 4 p.

Research output: Contribution to journalArticle

65 Scopus citations

In situ enzymatic screening (ISES) of P,N-ligands for Ni(0)-mediated asymmetric intramolecular allylic amination

Berkowitz, D. B., Shen, W. & Maiti, G., Sep 20 2004, In : Tetrahedron Asymmetry. 15, 18, p. 2845-2851 7 p.

Research output: Contribution to journalArticle

18 Scopus citations

Mono- and bivalent ligands bearing mannose 6-phosphate (M6P) surrogates: Targeting the M6P/ insulin-like growth factor II receptor

Berkowitz, D. B., Maiti, G., Charette, B. D., Dreis, C. D. & MacDonald, R. G., Dec 23 2004, In : Organic Letters. 6, 26, p. 4921-4924 4 p.

Research output: Contribution to journalArticle

41 Scopus citations

Synthesis of quaternary amino acids bearing a (2′Z)-fluorovinyl α-branch: Potential PLP enzyme inactivators

Berkowitz, D. B., De La Salud-Bea, R. & Jahng, W. J., May 27 2004, In : Organic Letters. 6, 11, p. 1821-1824 4 p.

Research output: Contribution to journalArticle

34 Scopus citations
2005

A continuous spectrophotometric assay for human cystathionine beta-synthase

Shen, W., McGath, M. K., Evande, R. & Berkowitz, D. B., Jul 1 2005, In : Analytical Biochemistry. 342, 1, p. 103-110 8 p.

Research output: Contribution to journalArticle

5 Scopus citations

Double-cuvette ISES: In situ estimation of enantioselectivity and relative rate for catalyst screening

Dey, S., Karukurichi, K. R., Shen, W. & Berkowitz, D. B., Jun 22 2005, In : Journal of the American Chemical Society. 127, 24, p. 8610-8611 2 p.

Research output: Contribution to journalArticle

41 Scopus citations
2006

A formal [3,3]-sigmatropic rearrangement route to quaternary α-vinyl amino acids: Use of allylic N-PMP trifluoroacetimidates

Berkowitz, D. B., Wu, B. & Li, H., Mar 2 2006, In : Organic Letters. 8, 5, p. 971-974 4 p.

Research output: Contribution to journalArticle

22 Scopus citations

Protein structure similarity clustering: Dynamic treatment of PDB structures facilitates clustering

Charette, B. D., MacDonald, R. G., Wetzel, S., Berkowitz, D. B. & Waldmann, H., Nov 27 2006, In : Angewandte Chemie - International Edition. 45, 46, p. 7766-7770 5 p.

Research output: Contribution to journalArticle

15 Scopus citations
2007
32 Scopus citations

Examination of the new α-(2′Z-fluoro)vinyl trigger with lysine decarboxylase: The absolute stereochemistry dictates the reaction course

Karukurichi, K. R., De La Salud-Bea, R., Jahng, W. J. & Berkowitz, D. B., Jan 17 2007, In : Journal of the American Chemical Society. 129, 2, p. 258-259 2 p.

Research output: Contribution to journalArticle

22 Scopus citations

Topoisomerase II-drug interaction domains: Identification of substituents on etoposide that interact with the enzyme

Wilstermann, A. M., Bender, R. P., Godfrey, M., Choi, S., Anklin, C., Berkowitz, D. B., Osheroff, N. & Graves, D. E., Jul 17 2007, In : Biochemistry. 46, 28, p. 8217-8225 9 p.

Research output: Contribution to journalArticle

52 Scopus citations
2008
15 Scopus citations
2009

Enantioselective, ketoreductase-based entry into pharmaceutical building blocks: Ethanol as tunable nicotinamide reductant

Broussy, S., Cheloha, R. W. & Berkowitz, D. B., Jan 15 2009, In : Organic Letters. 11, 2, p. 305-308 4 p.

Research output: Contribution to journalArticle

55 Scopus citations
2010

Atomic details of near-transition state conformers for enzyme phosphoryl transfer revealed by MgF3- rather than by phosphoranes

Baxter, N. J., Bowler, M. W., Alizadeh, T., Cliff, M. J., Hounslow, A. M., Wu, B., Berkowitz, D. B., Williams, N. H., Blackburn, G. M. & Waltho, J. P., Mar 9 2010, In : Proceedings of the National Academy of Sciences of the United States of America. 107, 10, p. 4555-4560 6 p.

Research output: Contribution to journalArticle

64 Scopus citations

Use of a robust dehydrogenase from an archael hyperthermophile in asymmetric catalysis-dynamic reductive kinetic resolution entry into (s)-profens

Friest, J. A., Maezato, Y., Broussy, S., Blum, P. & Berkowitz, D. B., May 5 2010, In : Journal of the American Chemical Society. 132, 17, p. 5930-5931 2 p.

Research output: Contribution to journalArticle

62 Scopus citations
2011

A new dehydrogenase from Clostridium acetobutylicum for asymmetric synthesis: Dynamic reductive kinetic resolution entry into the Taxotère side chain

Applegate, G. A., Cheloha, R. W., Nelson, D. L. & Berkowitz, D. B., Feb 7 2011, In : Chemical Communications. 47, 8, p. 2420-2422 3 p.

Research output: Contribution to journalArticle

35 Scopus citations