David B Berkowitz, PhD

  • 2420 Citations
  • 32 h-Index
1987 …2020

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(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 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

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

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

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

A Hammett Study of Clostridium acetobutylicum Alcohol Dehydrogenase (CaADH): An Enzyme with Remarkable Substrate Promiscuity and Utility for Organic Synthesis

Kudalkar, G. P., Tiwari, V. K., Lee, J. D. & Berkowitz, D. B., 2020, In : Synlett. 31, 3, p. 237-247 11 p., st-2010-r0669-c.

Research output: Contribution to journalArticle

2 Scopus citations
5 Scopus citations

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
7 Scopus citations

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

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

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
15 Scopus citations

A thiocyanopalladation/carbocyclization transformation identified through enzymatic screening: Stereocontrolled tandem C-SCN and C-C bond formation

Malik, G., Swyka, R. A., Tiwari, V. K., Fei, X., Applegate, G. A. & Berkowitz, D. B., 2017, In : Chemical Science. 8, 12, p. 8050-8060 11 p.

Research output: Contribution to journalArticle

11 Scopus citations

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

A useful methoxyvinyl cation equivalent: α-t-butyldimethylsilyl-α-methoxyacetaldehyde

Mccune, C. D., Beio, M. L., Friest, J. A., Ginotra, S. & Berkowitz, D. B., May 25 2015, In : Tetrahedron Letters. 56, 23, p. 3575-3579 5 p., 45992.

Research output: Contribution to journalArticle

2 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

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
32 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

Combinatorial catalysis employing a visible enzymatic beacon in real time: Synthetically versatile (Pseudo)halometalation/carbocyclizations

Friest, J. A., Broussy, S., Chung, W. J. & Berkowitz, D. B., Sep 12 2011, In : Angewandte Chemie - International Edition. 50, 38, p. 8895-8899 5 p.

Research output: Contribution to journalArticle

17 Scopus citations
17 Scopus citations

Crystal Structures of Cystathionine β-Synthase from Saccharomyces cerevisiae: One Enzymatic Step at a Time

Tu, Y., Kreinbring, C. A., Hill, M., Liu, C., Petsko, G. A., McCune, C. D., Berkowitz, D. B., Liu, D. & Ringe, D., Jun 5 2018, In : Biochemistry. 57, 22, p. 3134-3145 12 p.

Research output: Contribution to journalArticle

5 Scopus citations
61 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

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
59 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

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
16 Scopus citations

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

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

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

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

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

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

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

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

General Linker Diversification Approach to Bivalent Ligand Assembly: Generation of an Array of Ligands for the Cation-Independent Mannose 6-Phosphate Receptor

Fei, X., Zavorka, M. E., Malik, G., Connelly, C. M., MacDonald, R. G. & Berkowitz, D. B., Aug 18 2017, In : Organic Letters. 19, 16, p. 4267-4270 4 p.

Research output: Contribution to journalArticle

4 Scopus citations

Halocarbocyclization entry into the oxabicyclo[4.3.1]decyl exomethylene-δ-lactone cores of linearifolin and zaluzanin A: Exploiting combinatorial catalysis

Ginotra, S. K., Friest, J. A. & Berkowitz, D. B., Feb 17 2012, In : Organic Letters. 14, 4, p. 968-971 4 p.

Research output: Contribution to journalArticle

15 Scopus citations

Human serine racemase structure/activity relationship studies provide mechanistic insight and point to position 84 as a hot spot for β-elimination function

Nelson, D. L., Applegate, G. A., Beio, M. L., Graham, D. L. & Berkowitz, D. B., Aug 25 2017, In : Journal of Biological Chemistry. 292, 34, p. 13986-14002 17 p.

Research output: Contribution to journalArticle

6 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

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

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

Mini-ISES identifies promising carbafructopyranose-based salens for asymmetric catalysis: Tuning ligand shape via the anomeric effect

Karukurichi, K. R., Fei, X., Swyka, R. A., Broussy, S., Shen, W., Dey, S., Roy, S. K. & Berkowitz, D. B., Jul 2015, In : Science Advances. 1, 6, e1500066.

Research output: Contribution to journalArticle

6 Scopus citations

Mix-and-inject XFEL crystallography reveals gated conformational dynamics during enzyme catalysis

Dasgupta, M., Budday, D., de Oliveira, S. H. P., Madzelan, P., Marchany-Rivera, D., Seravalli, J., Hayes, B., Sierra, R. G., Boutet, S., Hunter, M. S., Alonso-Mori, R., Batyuk, A., Wierman, J., Lyubimov, A., Brewster, A. S., Sauter, N. K., Applegate, G. A., Tiwari, V. K., Berkowitz, D. B., Thompson, M. C. & 5 others, Cohen, A. E., Fraser, J. S., Wall, M. E., van den Bedem, H. & Wilson, M. A., Dec 17 2019, In : Proceedings of the National Academy of Sciences of the United States of America. 116, 51, p. 25634-25640 7 p.

Research output: Contribution to journalArticle

2 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

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

Phosphatase-inert glucosamine 6-phosphate mimics serve as actuators of the glms riboswitch

Fei, X., Holmes, T., Diddle, J., Hintz, L., Delaney, D., Stock, A., Renner, D., McDevitt, M., Berkowitz, D. B. & Soukup, J. K., Dec 19 2014, In : ACS chemical biology. 9, 12, p. 2875-2882 8 p.

Research output: Contribution to journalArticle

16 Scopus citations