Adriaan Minnaard

Search results

• 2023

  Aggregation pheromones have a non-linear effect on oviposition behavior in Drosophila melanogaster

  Verschut, T. A., Ng, R., Doubovetzky, N. P., Le Calvez, G., Sneep, J. L., Minnaard, A. J., Su, C-Y., Carlsson, M. A., Wertheim, B. & Billeter, J-C., 20-Mar-2023, In: Nature Communications. 14, 1, p. 1544 15 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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• A terpene nucleoside from M. tuberculosis induces lysosomal lipid storage in foamy macrophages

  Bedard, M., van der Niet, S., Bernard, E. M., Babunovic, G., Cheng, T. Y., Aylan, B., Grootemaat, A. E., Raman, S., Botella, L., Ishikawa, E., O'Sullivan, M. P., O'Leary, S., Mayfield, J. A., Buter, J., Minnaard, A. J., Fortune, S. M., Murphy, L. O., Ory, D. S., Keane, J., Yamasaki, S., & 3 othersGutierrez, M. G., van der Wel, N. & Moody, D. B., 15-Mar-2023, In: Journal of Clinical Investigation. 133, 6, 18 p., e161944.

  Research output: Contribution to journal › Article › Academic › peer-review

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  1 Citation (Scopus)

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• Divergent Total Synthesis of Fornicin A, Fornicin D, and Ganodercin D, Meroterpenoids from Ganoderma Mushrooms

  Bunt, D. V., Aidy, S. E. & Minnaard, A. J., 6-Feb-2023, In: European Journal of Organic Chemistry. 26, 6, 8 p., e202201446.

  Research output: Contribution to journal › Article › Academic › peer-review

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  7 Downloads (Pure)

• Site-Selective Electrochemical Oxidation of Glycosides

  Kidonakis, M., Villotet, A., Witte, M. D., Beil, S. B. & Minnaard, A. J., 17-Feb-2023, In: ACS Catalysis. 13, 4, p. 2335-2340 6 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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• Synthesis of Methylene Tetrahydrofurane-Fused Carbohydrates

  Ahmadian-Moghaddam, M., Reintjens, N. R. M., Witte, M. D. & Minnaard, A. J., 22-May-2023, In: European Journal of Organic Chemistry. 26, 20, 11 p., e202300281.

  Research output: Contribution to journal › Article › Academic › peer-review

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• π-Facial selectivity in the Diels-Alder reaction of glucosamine-based chiral furans and maleimides

  van der Loo, C. H. M., Schim van der Loeff, R., Martín, A., Gomez-Sal, P., Borst, M. L. G., Pouwer, K. & Minnaard, A. J., 7-Mar-2023, In: Organic and Biomolecular Chemistry. 21, 9, p. 1888-1894 7 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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• 2022

  CD4 and CD8 co-receptors modulate functional avidity of CD1b-restricted T cells

  James, C. A., Xu, Y., Aguilar, M. S., Jing, L., Layton, E. D., Gilleron, M., Minnaard, A. J., Scriba, T. J., Day, C. L., Warren, E. H., Koelle, D. M. & Seshadri, C., Dec-2022, In: Nature Communications. 13, 12 p., 78.

  Research output: Contribution to journal › Article › Academic › peer-review

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  2 Citations (Scopus)

  44 Downloads (Pure)

• Characterization of Mycobacterium tuberculosis Mycolic Acids by Multiple-Stage Linear Ion-Trap Mass Spectrometry

  Frankfater, C., Fujiwara, H., Williams, S. J., Minnaard, A. & Hsu, F-F., 5-Jan-2022, In: Journal of the American Society for Mass Spectrometry. 33, 1, p. 149–159 11 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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• Late-Stage Modification of Aminoglycoside Antibiotics Overcomes Bacterial Resistance Mediated by APH(3') Kinases

  Bastian, A. A., Bastian, M., Jäger, M., Loznik, M., Warszawik, E. M., Yang, X., Tahiri, N., Fodran, P., Witte, M. D., Thoma, A., Köhler, J., Minnaard, A. J. & Herrmann, A., 27-Jun-2022, In: Chemistry. 28, 36, 7 p., e202200883.

  Research output: Contribution to journal › Article › Academic › peer-review

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  2 Citations (Scopus)

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• Palladium-Catalyzed Oxidation of Glucose in Glycopeptides

  Reintjens, N. R. M., Yakovlieva, L., Marinus, N., Hekelaar, J., Nuti, F., Papini, A. M., Witte, M. D., Minnaard, A. J. & Walvoort, M. T. C., 7-Jul-2022, In: European Journal of Organic Chemistry. 2022, 25, 7 p., e202200677.

  Research output: Contribution to journal › Article › Academic › peer-review

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  2 Citations (Scopus)

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• Racemic Total Synthesis of Elmonin and Pratenone A, from Streptomyces, Using a Common Intermediate Prepared by peri-Directed C-H Functionalization

  Uiterweerd, M. T. & Minnaard, A. J., 30-Dec-2022, In: Organic letters. 24, 51, p. 9361-9365 5 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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• Site-Selective Dehydroxy-Chlorination of Secondary Alcohols in Unprotected Glycosides

  Zhang, J., Reintjens, N. R. M., Dhineshkumar, J., Witte, M. D. & Minnaard, A. J., 29-Jul-2022, In: Organic letters. 24, 29, p. 5339-5344 6 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  3 Citations (Scopus)

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• Site-selective Electrochemical Oxidation of Glucosides

  Kidonakis, M., Villotet, A., Witte, M., Beil, S. B. & Minnaard, A., 1-Aug-2022.

  Research output: Working paper › Academic

  Open Access

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  6 Downloads (Pure)

• Site-Selective Modification of (Oligo)Saccharides

  Witte, M. D. & Minnaard, A. J., 7-Oct-2022, In: ACS Catalysis. 12, 19, p. 12195-12205 11 p.

  Research output: Contribution to journal › Review article › peer-review

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  2 Citations (Scopus)

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• Synthesis of phosphatidic acids via cobalt(salen) catalyzed epoxide ring-opening with dibenzyl phosphate

  Andringa, R. L. H., Jonker, M. & Minnaard, A. J., 3-Mar-2022, In: Organic & Biomolecular Chemistry. 20, 11, p. 2200-2204 5 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  2 Citations (Scopus)

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• α-C-H Photoalkylation of a Glucose Derivative in Continuous Flow

  Mouthaan, M. L. M. C., Pouwer, K., Borst, M. L. G., Witte, M. D. & Minnaard, A. J., 2022, In: Synthesis (Germany). 54, 21, p. 4683-4689 7 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  1 Citation (Scopus)

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• 2021

  A promiscuous archaeal cardiolipin synthase enables construction of diverse natural and unnatural phospholipids

  Exterkate, M., de Kok, N. A. W., Andringa, R. L. H., Wolbert, N. H. J., Minnaard, A. J. & Driessen, A. J. M., Jun-2021, In: The Journal of Biological Chemistry. 296, 15 p., 100691.

  Research output: Contribution to journal › Article › Academic › peer-review

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  5 Citations (Scopus)

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• A Unified Approach for the Total Synthesis of cyclo-Archaeol, iso-Caldarchaeol, Caldarchaeol, and Mycoketide

  Andringa, R. L. H., de Kok, N. A. W., Driessen, A. J. M. & Minnaard, A. J., 2-Aug-2021, In: Angewandte Chemie (International ed. in English). 60, 32, p. 17497-17503 7 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  5 Citations (Scopus)

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• A versatile method to separate complex lipid mixtures using 1-butanol as eluent in a reverse-phase UHPLC-ESI-MS system

  de Kok, N. A. W., Exterkate, M., Andringa, R. L. H., Minnaard, A. J. & Driessen, A. J. M., Oct-2021, In: Chemistry and physics of lipids. 240, 9 p., 105125.

  Research output: Contribution to journal › Article › Academic › peer-review

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  1 Citation (Scopus)

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• Chemical Synthesis of Cell Wall Constituents of Mycobacterium tuberculosis

  Holzheimer, M., Buter, J. & Minnaard, A. J., 11-Aug-2021, In: Chemical reviews. 121, 15, p. 9554–9643 90 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  11 Citations (Scopus)

  45 Downloads (Pure)

• Correction: Structural and Functional Insights into an Archaeal Lipid Synthase

  Ren, S., de Kok, N. A. W., Gu, Y., Yan, W., Sun, Q., Chen, Y., He, J., Tian, L., Andringa, R. L. H., Zhu, X., Tang, M., Qi, S., Xu, H., Ren, H., Fu, X., Minnaard, A. J., Yang, S., Zhang, W., Li, W., Wei, Y., & 2 othersDriessen, A. J. M. & Cheng, W., 18-May-2021, In: Cell reports. 35, 7, 109182.

  Research output: Contribution to journal › Erratum

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  1 Citation (Scopus)

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• Novel hydrocarbon-utilizing soil mycobacteria synthesize unique mycocerosic acids at a Sicilian everlasting fire

  Smit, N. T., Villanueva, L., Rush, D., Grassa, F., Witkowski, C. R., Holzheimer, M., Minnaard, A. J., Sinninghe Damsté, J. S. & Schouten, S., 1-Mar-2021, In: Biogeosciences. 18, 4, p. 1463-1479 17 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  1 Citation (Scopus)

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• On the Origin of Regioselectivity in Palladium-Catalyzed Oxidation of Glucosides

  Wan, I. C., Hamlin, T. A., Eisink, N. N. H. M., Marinus, N., de Boer, C., Vis, C. A., Codée, J. D. C., Witte, M. D., Minnaard, A. J. & Bickelhaupt, F. M., 26-Jan-2021, In: European Journal of Organic Chemistry. 2021, 4, p. 632-636 5 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  8 Citations (Scopus)

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• Potential Modulatory Microbiome Therapies for Prevention or Treatment of Inflammatory Bowel Diseases

  Bunt, D. V., Minnaard, A. J. & El Aidy, S., 2021, In: Pharmaceuticals. 14, 6, 18 p., 506.

  Research output: Contribution to journal › Review article › peer-review

  Open Access

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  3 Citations (Scopus)

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• Rational design of a hydrolysis-resistant mycobacterial phosphoglycolipid antigen presented by CD1c to T cells

  Reijneveld, J. F., Marino, L., Cao, T-P., Cheng, T-Y., Dam, D., Shahine, A., Witte, M. D., Filippov, D. V., Suliman, S., van der Marel, G. A., Moody, D. B., Minnaard, A. J., Rossjohn, J., Codée, J. D. C. & Van Rhijn, I., Oct-2021, In: Journal of Biological Chemistry. 297, 4, 101197.

  Research output: Contribution to journal › Article › Academic › peer-review

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  2 Citations (Scopus)

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• Synthetic mycobacterial diacyl trehaloses reveal differential recognition by human T cell receptors and the C-type lectin Mincle

  Reijneveld, J. F., Holzheimer, M., Young, D. C., Lopez, K., Suliman, S., Jimenez, J., Calderon, R., Lecca, L., Murray, M. B., Ishikawa, E., Yamasaki, S., Minnaard, A. J., Moody, D. B. & Van Rhijn, I., 21-Jan-2021, In: Scientific Reports. 11, 1, 10 p., 2010.

  Research output: Contribution to journal › Article › Academic › peer-review

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  6 Citations (Scopus)

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• T Cells Specific for a Mycobacterial Glycolipid Expand after Intravenous Bacillus Calmette-Guérin Vaccination

  Layton, E. D., Barman, S., Wilburn, D. B., Yu, K. K. Q., Smith, M. T., Altman, J. D., Scriba, T. J., Tahiri, N., Minnaard, A. J., Roederer, M., Seder, R. A., Darrah, P. A. & Seshadri, C., 2021, In: Journal of Immunology. 206, 6, p. 1240-1250 11 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  13 Citations (Scopus)

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• The dehydration of N-acetylglucosamine (GlcNAc) to enantiopure dihydroxyethyl acetamidofuran (Di-HAF)

  van der Loo, C. H. M., Borst, M. L. G., Pouwer, K. & Minnaard, A. J., 2021, In: Organic & Biomolecular Chemistry. 19, 46, p. 10105–10111 7 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  3 Citations (Scopus)

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• Total Synthesis of the Alleged Structure of Crenarchaeol enables Structure Revision

  Holzheimer, M., Sinninghe Damsté, J. S., Schouten, S., Havenith, R. W. A., Cunha, A. V. & Minnaard, A. J., 2-Aug-2021, In: Angewandte Chemie (International ed. in English). 60, 32, p. 17504-17513 10 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  8 Citations (Scopus)

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• 2020

  Asymmetric Total Synthesis of Mycobacterial Diacyl Trehaloses Demonstrates a Role for Lipid Structure in Immunogenicity

  Holzheimer, M., Reijneveld, J. F., Ramnarine, A., Misiakos, G., Young, D. C., Ishikawa, E., Cheng, T-Y., Yamasaki, S., Moody, D. B., Van Rhijn, I. & Minnaard, A. J., 17-Jul-2020, In: ACS chemical biology. 15, 7, p. 1835-1841 7 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  9 Citations (Scopus)

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• Heterologous Production of 1-Tuberculosinyladenosine in Mycobacterium kansasii Models Pathoevolution towards the Transcellular Lifestyle of Mycobacterium tuberculosis

  Ghanem, M., Dubé, J-Y., Wang, J., McIntosh, F., Houle, D., Domenech, P., Reed, M. B., Raman, S., Buter, J., Minnaard, A. J., Moody, D. B. & Behr, M. A., 20-Oct-2020, In: Mbio. 11, 5, p. 1-15 15 p., e02645-20.

  Research output: Contribution to journal › Article › Academic › peer-review

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  5 Citations (Scopus)

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• Iso-maleimycin, a Constitutional Isomer of Maleimycin, fromStreptomycessp. QL37

  Uiterweerd, M. T., Santiago, I. N., van der Heul, H., van Wezel, G. P. & Minnaard, A. J., 31-Aug-2020, In: European Journal of Organic Chemistry. 2020, 32, p. 5145-5152 8 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  1 Citation (Scopus)

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• Novel compositions and methods for trehalose phospholipids

  Tan-Yun, C., Buter, J., van Rhijn, I., Minnaard, A. J. & Moody, J. B., 16-Jul-2020, Patent No. WO2020146523, 8-Jan-2020, Priority date 8-Jan-2019

  Research output: Patent

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• Selective Modification of Streptozotocin at the C3 Position to Improve Its Bioactivity as Antibiotic and Reduce Its Cytotoxicity towards Insulin-Producing β Cells

  Zhang, J., Yakovlieva, L., de Haan, B. J., de Vos, P., Minnaard, A. J., Witte, M. D. & Walvoort, M. T. C., Apr-2020, In: Antibiotics . 9, 4, 11 p., 182.

  Research output: Contribution to journal › Article › Academic › peer-review

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  6 Citations (Scopus)

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• Stereoselective Protection-Free Modification of 3-Keto-saccharides

  Marinus, N., Tahiri, N., Duca, M., Mouthaan, L. M. C. M., Bianca, S., van den Noort, M., Poolman, B., Witte, M. D. & Minnaard, A. J., 17-Jul-2020, In: Organic letters. 22, 14, p. 5622-5626 5 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  20 Citations (Scopus)

  145 Downloads (Pure)

• Structural and Functional Insights into an Archaeal Lipid Synthase

  Ren, S., de Kok, N. A. W., Gu, Y., Yan, W., Sun, Q., Chen, Y., He, J., Tian, L., Andringa, R. L. H., Zhu, X., Tang, M., Qi, S., Xu, H., Ren, H., Fu, X., Minnaard, A. J., Yang, S., Zhang, W., Li, W., Wei, Y., & 2 othersDriessen, A. J. M. & Cheng, W., 20-Oct-2020, In: Cell reports. 33, 3, 13 p., 108294.

  Research output: Contribution to journal › Article › Academic › peer-review

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  5 Citations (Scopus)

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• Total Synthesis of a Mycolic Acid from Mycobacterium tuberculosis

  Tahiri, N., Fodran, P., Jayaraman, D., Buter, J., Witte, M. D., Ocampo, T. A., Moody, D. B., Van Rhijn, I. & Minnaard, A. J., 4-May-2020, In: Angewandte Chemie (International ed. in English). 59, 19, p. 7555-7560 6 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  8 Citations (Scopus)

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• 2019

  1,8-diiodooctane acts as a photo-acid in organic solar cells

  Doumon, N. Y., Wang, G., Qiu, X., Minnaard, A., Chiechi, R. & Koster, L., 13-Mar-2019, In: Scientific Reports. 9, 14 p., 4350.

  Research output: Contribution to journal › Article › Academic › peer-review

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  36 Citations (Scopus)

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• A T-cell receptor escape channel allows broad T-cell response to CD1b and membrane phospholipids

  Shahine, A., Reinink, P., Reijneveld, J. F., Gras, S., Holzheimer, M., Cheng, T-Y., Minnaard, A. J., Altman, J. D., Lenz, S., Prandi, J., Kubler-Kielb, J., Moody, D. B., Rossjohn, J. & Van Rhijn, I., 4-Jan-2019, In: Nature Communications. 10, 1, 56.

  Research output: Contribution to journal › Article › Academic › peer-review

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  19 Citations (Scopus)

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• Discovery of Salmonella trehalose phospholipids reveals functional convergence with mycobacteria

  Reinink, P., Buter, J., Mishra, V. K., Ishikawa, E., Cheng, T-Y., Willemsen, P. T. J., Porwollik, S., Brennan, P. J., Heinz, E., Mayfield, J. A., Dougan, G., van Els, C. A., Cerundolo, V., Napolitani, G., Yamasaki, S., Minnaard, A. J., McCeland, M., Moody, D. B. & Van Rhijn, I., Apr-2019, In: Journal of Experimental Medicine. 216, 4, p. 757-771 15 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  14 Citations (Scopus)

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• From d- to l-Monosaccharide Derivatives via Photodecarboxylation-Alkylation

  Wan, I. C. S., Witte, M. D. & Minnaard, A. J., 20-Sept-2019, In: Organic letters. 21, 18, p. 7669-7673 5 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  32 Citations (Scopus)

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• Lugdunomycin, an Angucycline-Derived Molecule with Unprecedented Chemical Architecture

  Wu, C., van der Heul, H. U., Melnik, A. V., Luebben, J., Dorrestein, P. C., Minnaard, A. J., Choi, Y. H. & van Wezel, G. P., 25-Feb-2019, In: Angewandte Chemie-International Edition. 58, 9, p. 2809-2814 6 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  35 Citations (Scopus)

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• Mycobacterium tuberculosis releases an antacid that remodels phagosomes

  Buter, J., Cheng, T-Y., Ghanem, M., Grootemaat, A. E., Raman, S., Feng, X., Plantijn, A. R., Ennis, T., Wang, J., Cotton, R. N., Layre, E., Ramnarine, A. K., Mayfield, J. A., Young, D. C., Martinot, A. J., Siddiqi, N., Wakabayashi, S., Botella, H., Calderon, R., Murray, M., & 10 othersEhrt, S., Snider, B. B., Reed, M. B., Oldfield, E., Tan, S., Rubin, E. J., Behr, M. A., van der Wel, N. N., Minnaard, A. J. & Moody, D. B., Sept-2019, In: Nature Chemical Biology. 15, 9, p. 889-+ 13 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  34 Citations (Scopus)

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• Regioselective Manipulation of GlcNAc Provides Allosamine, Lividosamine, and Related Compounds

  Zhang, J., Eisink, N. N. H. M., Witte, M. D. & Minnaard, A. J., 18-Jan-2019, In: Journal of Organic Chemistry. 84, 2, p. 516-525 10 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  15 Citations (Scopus)

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• The late stage of COPI vesicle fission requires shorter forms of phosphatidic acid and diacylglycerol

  Park, S-Y., Yang, J-S., Li, Z., Deng, P., Zhu, X., Young, D., Ericsson, M., Andringa, R. L. H., Minnaard, A. J., Zhu, C., Sun, F., Moody, D. B., Morris, A. J., Fan, J. & Hsu, V. W., 30-Jul-2019, In: Nature Communications. 10, 14 p., 3409.

  Research output: Contribution to journal › Article › Academic › peer-review

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  8 Citations (Scopus)

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• Total Synthesis of an Immunogenic Trehalose Phospholipid from Salmonella Typhi and Elucidation of Its sn-Regiochemistry by Mass Spectrometry

  Mishra, V. K., Buter, J., Blevins, M. S., Witte, M. D., Van Rhijn, I., Moody, D. B., Brodbelt, J. S. & Minnaard, A. J., 5-Jul-2019, In: Organic letters. 21, 13, p. 5126-5131 6 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  4 Citations (Scopus)

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• 2018

  CD1b Tetramers Identify T Cells that Recognize Natural and Synthetic Diacylated Sulfoglycolipids from Mycobacterium tuberculosis

  James, C. A., Yu, K. K. Q., Gilleron, M., Prandi, J., Yedulla, V. R., Moleda, Z. Z., Diamanti, E., Khan, M., Aggarwal, V. K., Reijneveld, J. F., Reinink, P., Lenz, S., Emerson, R. O., Scriba, T. J., Souter, M. N. T., Godfrey, D. I., Pellicci, D. G., Moody, D. B., Minnaard, A. J., Seshadri, C., & 1 othersVan Rhijn, I., 19-Apr-2018, In: Cell Chemical Biology. 25, 4, p. 392-402.e14 25 p.

  Research output: Contribution to journal › Article › Academic › peer-review

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  20 Citations (Scopus)

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• Converting into an archaebacterium with a hybrid heterochiral membrane

  Caforio, A., Siliakus, M. F., Exterkate, M., Jain, S., Jumde, V. R., Andringa, R. L. H., Kengen, S. W. M., Minnaard, A. J., Driessen, A. J. M. & van der Oost, J., 3-Apr-2018, In: Proceedings of the National Academy of Sciences of the United States of America. 115, 14, p. 3704-3709 6 p., pnas.1721604115.

  Research output: Contribution to journal › Article › Academic › peer-review

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  47 Citations (Scopus)

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• Importance of the Reducing Agent in Direct Reductive Heck Reactions

  Raoufmoghaddam, S., Mannathan, S., Minnaard, A. J., de Vries, J. G., de Bruin, B. & Reek, J. N. H., 9-Jan-2018, In: ChemCatChem. 10, 1, p. 266-272 7 p.

  Research output: Contribution to journal › Article › Academic › peer-review

  Open Access

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  15 Citations (Scopus)

  9 Downloads (Pure)
• 2017

  Asymmetric autoinduction in the copper/phosphine catalyzed alkylation of carbonyl compounds

  Pellegrini, T., Minnaard, A. & Harutyunyan, S., 20-Aug-2017, In: Abstracts of Papers of the American Chemical Society. 254, 1 p.

  Research output: Contribution to journal › Meeting Abstract › Academic