Publications

• Journal Articles

Journal Articles

 back to the top of all publications

2020

 back to the year overview

• Li X, Gu C, Hostachy S, Sahu S, Wittwer C, Jessen HJ, Fiedler D, Wang H, Shears SB
  Control of XPR1-dependent cellular phosphate efflux by InsP8 is an exemplar for functionally-exclusive inositol pyrophosphate signaling
  2020 P Natl Acad Sci Usa
• Azevedo C, Desfougeres Y, Jiramongkol Y, Partington H, Trakansuebkul S, Singh J, Steck N, Jessen HJ, Saiardi A
  Development of a yeast model to study the contribution of vacuolar polyphosphate metabolism to lysine polyphosphorylation.
  2020 J Biol Chem, volume: 295, pages: 1439 - 1451

2019

 back to the year overview

• Singh J, Steck N, De D, Hofer A, Ripp A, Captain I, Keller M, Wender PA, Bhandari R, Jessen HJ
  A Phosphoramidite Analog of Cyclotriphosphate Enables Iterative Polyphosphorylations
  2019 Angew Chem Int Edit, volume: 58, pages: 3928 - 3933
• Laha D, Parvin N, Hofer A, Giehl R, Fernandez-Rebollo N, von Wiren N, Saiardi A, Jessen HJ, Schaaf G
  Arabidopsis ITPK1 and ITPK2 have an Evolutionary Conserved Phytic Acid Kinase Activity
  2019 Acs Chem Biol, volume: 14, pages: 2127 - 2123
• Wang H, Jessen HJ, Shears SB
  Comprehensive snapshots of an unusual reaction cycle for an atypical protein tyrosine phosphatase (PTP)
  2019 Faseb J, volume: 33
• Bezold D, Dürr T, Singh J, Jessen HJ
  Cyclotriphosphate: A Brief History, Recent Developments, and Perspectives in Synthesis
  2019 Chem-eur J
• An Y, Jessen HJ, Wang H, Shears S, Kireev D
  Dynamics of Substrate Processing by PPIP5K2, a Versatile Catalytic Machine
  2019 Structure, volume: 27, pages: 1022 - 1028
• Dong J, Ma G, Sui L, Wei M, Satheesh V, Zhang R, Ge S, Li J, Zhang TE, Wittwer C, Jessen HJ, Zhang H, An GY, Chao DY, Liu D, Lei M
  Inositol Pyrophosphate InsP8 Acts as an Intracellular Phosphate Signal in Arabidopsis
  2019 Mol Plant, volume: 12, pages: 1463 - 1473
  » show abstract« hide abstract
  Abstract

  The maintenance of cellular phosphate (Pi) homeostasis is of great importance in living organisms. The SPX domain-containing proteins, SPX1, from both Arabidopsis and rice have been proposed to act as sensors of Pi status. The molecule signaling the cellular Pi status to regulate Pi homeostasis in plants, however, remains to be identified, as Pi itself does not bind to the SPX domain. Here, we report the identification of the inositol pyrophosphate InsP8 as a signaling molecule that regulates Pi homeostasis in Arabidopsis. Polyacrylamide gel electrophoresis profiling of InsPs revealed that InsP8 level positively correlates with cellular Pi concentration. We demonstrated that the homologs of diphosphoinositol pentakisphosphate kinase PPIP5K, VIH1 and VIH2, function redundantly to synthesize InsP8, and the vih1 vih2 double mutants over-accumulate Pi. SPX1 directly interacts with PHR1, the central regulator of Pi starvation responses, to inhibit its function under Pi-replete condition. However, this interaction is compromised in vih1 vih2 double mutant, resulting in the constitutive induction of Pi starvation-induced genes, indicating that plant cells cannot sense cellular Pi status without InsP8. Furthermore, InsP8 can directly bind to the SPX domain of SPX1 and is essential for the interaction between SPX1 and PHR1. Our study revealed that InsP8 acts as the ligand that binds to the intracellular Pi sensor SPX1 to control Pi homeostasis in plants.
• Kim W, Kim E, Min H, Kim MG, Eisenbeis VB, Dutta AK, Pavlovic I, Jessen HJ, Kim S, Seong RH
  Inositol polyphosphates promote T cell-independent humoral immunity via the regulation of Bruton's tyrosine kinase
  2019 P Natl Acad Sci Usa, volume: 116, pages: 12952 - 12957
• Duss M, Vallooran J, Salvati Manni L, Handschin S, Mezzenga R, Jessen HJ, Landau E
  Lipidic Mesophase-embedded Palladium Nanoparticles: Synthesis and Tunable Catalysts in Suzuki-Miyaura Cross Coupling Reactions
  2019 Langmuir, volume: 35, pages: 120 - 127
• Haas TM, Ebensperger P, Eisenbeis VB, Nopper C, Dürr T, Jork N, Steck N, Jessen-Trefzer C, Jessen HJ
  Magic Spot Nucleotides: Tunable Target-specific Chemoenzymatic Synthesis
  2019 Chem Commun, volume: 55, pages: 5339 - 5342
• Hauke S, Dutta AK, Eisenbeis V, Bezold D, Bittner T, Wittwer C, Thakor D, Pavlovic I, Schultz C*, Jessen HJ*
  Photolysis of cell-permeant caged inositol pyrophosphates controls oscillations of cytosolic calcium in a β-cell line
  2019 Chem Sci, volume: 10, pages: 2687 - 2692
• Mordhorst S, Singh J, Mohr MKF, Hinkelmann R, Keppler M, Jessen HJ*, Andexer JN*
  Several Polyphosphate Kinase 2 Enzymes Catalyse the Production of Adenosine 5′‐Polyphosphates
  2019 Chembiochem, volume: 20, pages: 1019 - 1022
• Singh J, Ripp A, Haas TM, Qiu D, Keller M, Wender PA, Siegel JS, Baldridge KK, Jessen HJ
  Synthesis of modified nucleoside oligophosphates simplified: Fast, pure, and protecting group free
  2019 J Am Chem Soc, volume: 141, pages: 15013 - 15017
• Wilson MS, Jessen HJ, Saiardi A
  The inositol hexakisphosphate kinases IP6K1 and -2 regulate human cellular phosphate homeostasis, including XPR1-mediated phosphate export
  2019 J Biol Chem, volume: 294, pages: 11597 - 11608
• Dutta AK, Choudhary E, Wang X, Zahorszka M, Forbak M, Lohner P, Jessen HJ, Agarwal N, Kordulakova J, Jessen-Trefzer C
  Trehalose-conjugation enhances toxicity of photosensitizers against mycobacteria
  2019 Acs Central Sci, volume: 5, pages: 644 - 650
• Zhu J, Lau K, Puschmann R, Harmel RK, Zhang Y, Pries V, Gaugler P, Broger L, Dutta AK, Jessen HJ, Schaaf G, Fernie AR, Hothorn LA, Fiedler D, Hothorn M
  Two bifunctional inositol pyrophosphate kinases/phosphatases control plant phosphate homeostasis
  2019 Elife, volume: 8
  » show abstract« hide abstract
  Abstract

  Many eukaryotic proteins regulating phosphate (Pi) homeostasis contain SPX domains that are receptors for inositol pyrophosphates (PP-InsP), suggesting that PP-InsPs may regulate Pi homeostasis. Here we report that deletion of two diphosphoinositol pentakisphosphate kinases VIH1/2 impairs plant growth and leads to constitutive Pi starvation responses. Deletion of phosphate starvation response transcription factors partially rescues vih1 vih2 mutant phenotypes, placing diphosphoinositol pentakisphosphate kinases in plant Pi signal transduction cascades. VIH1/2 are bifunctional enzymes able to generate and break-down PP-InsPs. Mutations in the kinase active site lead to increased Pi levels and constitutive Pi starvation responses. ATP levels change significantly in different Pi growth conditions. ATP-Mg(2+) concentrations shift the relative kinase and phosphatase activities of diphosphoinositol pentakisphosphate kinases in vitro. Pi inhibits the phosphatase activity of the enzyme. Thus, VIH1 and VIH2 relay changes in cellular ATP and Pi concentrations to changes in PP-InsP levels, allowing plants to maintain sufficient Pi levels.

2018

 back to the year overview

• Potapenko E, Cordeiro C, Huang G, Storey M, Wittwer C, Dutta A, Jessen HJ, Starai VJ, Docampo R
  5-Diphospho-Inositol Pentakisphosphate (5-IP7) Regulates Phosphate Release from Acidocalcisomes of Trypanosoma brucei and Vacuoles of Saccharomyces cerevisiae
  2018 J Biol Chem, volume: 293, pages: 19101 - 19112
• Fernandes-Cunha GM, McKinlay C, Vargas J, Jessen HJ, Waymouth R, Wender PA
  Delivery of Inorganic Polyphosphate into Cells using Amphipathic Oligocarbonate Transporters
  2018 Acs Central Sci, volume: 4, pages: 1394 - 1402
• Ito M, Fujii N, Wittwer C, Sasaki A, Tanaka M, Bittner T, Jessen HJ, Saiardi A, Takizawa S
  Hydrophilic interaction liquid chromatography-tandem mass spectrometry for the quantitative analysis of mammalian-derived inositol poly/pyrophosphates
  2018 J Chromatogr A, volume: 1573, pages: 87 - 97
• Nair VS, Gu C, Janoshazi AK, Jessen HJ, Wang H, Shears SB
  Inositol Pyrophosphate Synthesis by Diphosphoinositol Pentakisphosphate Kinase-1 is Regulated by Phosphatidylinositol(4,5)bisphosphate.
  2018 Bioscience Rep, volume: 38, page: BSR2017154
• Duss M, Salvati Manni L, Moser L, Handschin S, Mezzenga R, Jessen HJ, Landau E
  Lipidic mesophases as novel nanoreactor scaffolds for organocatalysts: Heterogeneously catalyzed asymmetric aldol reactions in confined water
  2018 Acs Appl Mater Inter, volume: 10, pages: 5114 - 5124
• Azevedo C, Singh J, Steck N, Hofer A, Ruiz F, Singh T, Jessen HJ*, Saiardi A*
  Screening a protein array with synthetic biotinylated inorganic polyphosphate to define the human polyP-ome
  2018 Acs Chem Biol, volume: 13, pages: 1958 - 1963
• Wang H, Gu C, Rolfes R, Jessen HJ, Shears SB
  Structural and biochemical characterization of Siw14: a protein-tyrosine phosphatase fold that metabolizes inositol pyrophosphates.
  2018 J Biol Chem, volume: 293, pages: 6905 - 6914
• Parnell A, Mordhorst S, Kemper F, Giurrandino M, Prince JR, Schwarzer NJ, Hofer A, Wohlwend D, Jessen HJ, Gerhardt S, Einsle O, Oyston PCF, Andexer JN, Roach PL
  Substrate Recognition and Mechanism Revealed by Ligand-Bound Polyphosphate Kinase 2 Structures
  2018 P Natl Acad Sci Usa, volume: 115, pages: 3350 - 3355
• Jessen HJ
  The Hitchhiker’s Guide to Organophosphate Chemistry
  2018 Synlett, volume: 29, pages: 699 - 713
• Puhl-Rubio AC, Stashko MA, Wang H, Hardy PB, Tyagi V, Li B, Wang X, Kireev D, Jessen HJ, Frye SV, Shears SB, Pearce KH
  Use of Protein Kinase-Focused Compound Libraries for the Discovery of New Inositol Phosphate Kinase Inhibitors.
  2018 SLAS Discovery, volume: 23, pages: 1 - 7

2017

 back to the year overview

• Blüher D, Laha D, Thieme S, Hofer A, Eschen-Lippold L, Masch A, Balcke G, Pavlovic I, Nagel O, Schonsky A, Hinkelmann R, Wörner J, Parvin N, Greiner R, Weber S, Tissier A, Schutkowski M, Lee J, Jessen HJ*, Schaaf G*, Bonas U*
  A 1-phytase type III effector interferes with plant hormone signaling
  2017 Nat Commun, volume: 8, page: 2159
• Chicca A, Berg R, Jessen HJ, Marck N, Schmid F, Burch P, Gertsch J, Gademann K
  Biological Evaluation of Pyridone Alkaloids on the Endocannabinoid System
  2017 Bioorgan Med Chem, volume: 25, pages: 6102 - 6114
  
   
  Download file
• Jessen HJ
  Editorial: Phosphate Labeling and Sensing in Chemical Biology
  2017 Topics Curr Chem, volume: 375, issue: 51, pages: i - viii
• Gerasimaite R, Pavlovic I, Capolicchio S, Hofer A, Schmidt A, Jessen HJ*, Mayer A*
  Inositol pyrophosphate specificity of the SPX-dependent polyphosphate polymerase VTC
  2017 Acs Chem Biol, volume: 12, pages: 648 - 653
  
   
  Download file
• Gu C, Nguyen H-N, Ganini D, Chen Z, Jessen HJ, Gu Z, Wang H, Shears SB
  Knockout of 5-InsP7 Kinase Activity Transforms the HCT116 Colon Cancer Cell line into a Hypermetabolic, Growth-Inhibited Phenotype.
  2017 P Natl Acad Sci Usa, volume: 114, pages: 11968 - 11973
• Dutta A, Captain I, Jessen HJ
  New Synthetic Methods for Phosphate Labeling
  2017 Topics Curr Chem, volume: 375, issue: 51, pages: 105 - 152
  
   
  Download file
• Gu C, Nguyen H-N, Hofer A, Jessen HJ, Dai X, Wang H, Shears SB
  The Significance of the Bifunctional Kinase/Phosphatase Activities of PPIP5Ks for Coupling Inositol Pyrophosphate Cell-Signaling to Cellular Phosphate Homeostasis
  2017 J Biol Chem, volume: 292, pages: 4544 - 4555
  
   
  Download file

2016

 back to the year overview

• Pavlovic I, Thakor DT, Vargas JR, McKinlay CJ, Hauke S, Anstaett P, Camuna RC, Bigler L, Gasser G, Schultz C, Wender PA*, Jessen HJ*
  Cellular delivery and photochemical release of a caged inositol-pyrophosphate induces PH-domain translocation in cellulo.
  2016 Nat Commun, volume: 7, pages: 10622 - 10622
• Hofer A, Marques E, Kieliger N, Gatter SK, Jordi S, Ferrari E, Hofmann M, Fitzpatrick TB, Hottiger MO, Jessen HJ
  Chemoselective Dimerization of Phosphates.
  2016 Org Lett, volume: 18, issue: 13, pages: 3222 - 3225
• Wild R, Gerasimaite R, Jung JY, Truffault V, Pavlovic I, Schmidt A, Saiardi A, Jessen HJ, Poirier Y, Hothorn M, Mayer A
  Control of eukaryotic phosphate homeostasis by inositol polyphosphate sensor domains.
  2016 Science, volume: 352, issue: 6288, pages: 986 - 990
• Muller AC, Giambruno R, Weisser J, Majek P, Hofer A, Bigenzahn JW, Superti-Furga G, Jessen HJ*, Bennett KL*
  Identifying Kinase Substrates via a Heavy ATP Kinase Assay and Quantitative Mass Spectrometry.
  2016 Sci Rep-uk, volume: 6, pages: 28107 - 28107
• Gu C, Wilson MS, Jessen HJ, Saiardi A, Shears SB
  Inositol Pyrophosphate Profiling of Two HCT116 Cell Lines Uncovers Variation in InsP8 Levels.
  2016 Plos One, volume: 11, issue: 10, pages: e0165286 - e0165286
• Lee TS, Lee JY, Kyung JW, Yang Y, Park SJ, Lee S, Pavlovic I, Kong B, Jho YS, Jessen HJ, Kweon DH, Shin YK, Kim SH, Yoon TY, Kim S
  Inositol pyrophosphates inhibit synaptotagmin-dependent exocytosis.
  2016 P Natl Acad Sci Usa, volume: 113, issue: 29, pages: 8314 - 8319
• Pavlovic I, Thakor DT, Jessen HJ
  Synthesis of 2-diphospho-myo-inositol 1,3,4,5,6-pentakisphosphate and a photocaged analogue.
  2016 Org Biomol Chem, volume: 14, issue: 24, pages: 5559 - 5562
• Desfougeres Y, Gerasimaite R, Jessen HJ, Mayer A
  Vtc5, a novel subunit of the vacuolar transporter chaperone complex, regulates polyphosphate synthesis and phosphate homeostasis in yeast
  2016 J Biol Chem, volume: 291, pages: 22262 - 22275

2015

 back to the year overview

• Hofer A, Cremosnik GS, Muller AC, Giambruno R, Trefzer C, Superti-Furga G, Bennett KL, Jessen HJ
  A Modular Synthesis of Modified Phosphoanhydrides.
  2015 Chem-eur J, volume: 21, issue: 28, pages: 10116 - 10122
• Wang H, Nair VS, Holland AA, Capolicchio S, Jessen HJ, Johnson MK, Shears SB
  Asp1 from Schizosaccharomyces pombe binds a [2Fe-2S](2+) cluster which inhibits inositol pyrophosphate 1-phosphatase activity.
  2015 Biochemistry-us, volume: 54, issue: 42, pages: 6462 - 6474
• Duss M, Capolicchio S, Linden A, Ahmed N, Jessen HJ
  Desymmetrization of myo-inositol derivatives by lanthanide catalyzed phosphitylation with C2-symmetric phosphites.
  2015 Bioorgan Med Chem, volume: 23, issue: 12, pages: 2854 - 2861
• Pavlovic I, Thakor DT, Bigler L, Wilson MS, Laha D, Schaaf G, Saiardi A, Jessen HJ
  Prometabolites of 5-Diphospho-myo-inositol Pentakisphosphate.
  2015 Angew Chem Int Edit, volume: 54, issue: 33, pages: 9622 - 9626
• Meier C, Jessen HJ, Schulz T, Weinschenk L, Pertenbreiter ., Balzarini J
  Rational Development of Nucleoside Diphosphate Prodrugs: DiPPro-Compounds
  2015 Curr Med Chem, volume: 22, issue: 3933, supplement: 3950
  » show abstract« hide abstract
  Abstract

  The bio-reversible protection of nucleoside diphosphates is summarized. The design, the hydrolysis behavior, and the antiviral activity of these prodrugs of NDPs are described. In contrast to earlier attempts, the DiPPro-approach [-(bis (acyloxybenzyl) nucleoside diphosphates)] successfully led to the delivery of the nucleoside diphosphates. It was proven [by hydrolysis studies in aqueous PBS buffer (pH 7.3), 20 % human plasma in PBS, RPMI-1640 culture medium, and CEM cell extracts] that the stability towards hydrolysis was dependent on the acyl moieties in the bis (acyloxybenzyl) unit as well as on the nucleoside analogue. Contrary to a high chemical and plasma stability, the compounds showed a very low half-life in CEM cell extracts, and efficiently released the nucleoside analogues diphosphates, e.g. of AZT, d4T and BVDU. Two types of cycloSal-NDP prodrugs were also initially studied but proved to be not useful as nucleoside diphosphate prodrugs. Finally the obtained results led to the development of non-symmetric nucleoside diphosphate prodrugs that selectively deliver the nucleoside diphosphate in cell extracts.
• Laha D, Johnen P, Azevedo C, Dynowski M, Weiss M, Capolicchio S, Mao H, Iven T, Steenbergen M, Freyer M, Gaugler P, de Campos MK, Zheng N, Feussner I, Jessen HJ, Van Wees SC, Saiardi A, Schaaf G
  VIH2 Regulates the Synthesis of Inositol Pyrophosphate InsP8 and Jasmonate-Dependent Defenses in Arabidopsis.
  2015 Plant Cell, volume: 27, issue: 4, pages: 1082 - 1097

2014

 back to the year overview

• Schmid, F., Bernasconi, M., Jessen, H. J., Pfaltz, A., Gademann, K.
  Catalytic Enantioselective Total Synthesis of (-)-Pyridovericin
  2014 Synthesis-Stuttgart, volume: 46, issue: 7, pages: 864 - 870
  » show abstract« hide abstract
  Abstract

  The first enantioselective catalytic total synthesis of (-)-pyridovericin is reported. The key steps involve a modified HWE reaction under aqueous conditions and an asymmetric iridium-catalyzed hydrogenation. This resulted in a highly modular and stereoselective approach that delivered the target natural product in high yield and stereoselectivity.
• Jessen HJ, Capolicchio S, Pavlovic I, Thakor D
  Diphosphoinositol Polyphosphates: Polar Stars in Cell Signaling
  2014 Synlett, volume: 25, pages: 1494 - 1498
  
   
  Download file as PDF
• Wu M, Chong LS, Capolicchio S, Jessen HJ, Resnick AC, Fiedler D
  Elucidating diphosphoinositol polyphosphate function with nonhydrolyzable analogues.
  2014 Angew Chem Int Edit, volume: 53, issue: 28, pages: 7192 - 7197
• Cremosnik GS, Hofer A, Jessen HJ
  Iterative synthesis of nucleoside oligophosphates with phosphoramidites.
  2014 Angew Chem Int Edit, volume: 53, issue: 1, pages: 286 - 289
• Jessen HJ, Ahmed N, Hofer A
  Phosphate esters and anhydrides-recent strategies targeting nature's favoured modifications.
  2014 Org Biomol Chem, volume: 12, issue: 22, pages: 3526 - 3530
• Capolicchio S, Wang H, Thakor DT, Shears SB, Jessen HJ
  Synthesis of densely phosphorylated bis-1,5-diphospho-myo-inositol tetrakisphosphate and its enantiomer by bidirectional P-anhydride formation.
  2014 Angew Chem Int Edit, volume: 53, issue: 36, pages: 9508 - 9511

2013

 back to the year overview

• Benz S, Notzli S, Siegel JS, Eberli D, Jessen HJ
  Controlled oxygen release from pyridone endoperoxides promotes cell survival under anoxic conditions.
  2013 J Med Chem, volume: 56, issue: 24, pages: 10171 - 10182
• Capolicchio S, Thakor DT, Linden A, Jessen HJ
  Synthesis of unsymmetric diphospho-inositol polyphosphates.
  2013 Angew Chem Int Edit, volume: 52, issue: 27, pages: 6912 - 6916
• Schoenebeck F, Jessen HJ
  The 48 EUCHEMS Conference on Stereochemistry Burgenstock Conference 2013.
  2013 Chimia, volume: 67, issue: 9, pages: 671 - 673
• Schmid, F., Jessen, H. J., Burch, P., Gademann, K.
  Truncated militarinone fragments identified by total chemical synthesis induce neurite outgrowth
  2013 Medchemcomm, volume: 4, issue: 1, pages: 135 - 139
  » show abstract« hide abstract
  Abstract

  A group of natural products produced by entomopathogenic fungi has recently been shown to induce neurite outgrowth in the absence of nerve growth factor (NGF) in pheochromocytoma PC-12 cell culture. After completion of a total synthesis program, we continued our efforts in reducing complexity by synthetically preparing truncated analogs. Using this approach we were able to not only significantly simplify the structures but also decrease the minimum concentration needed for neuritogenic activity by a factor of 20. This activity was suppressed in the presence of an ERK1/2 inhibitor suggesting activation of the mitogen activated protein kinase (MAPK) pathway as a potential mode of action of these pyridone alkaloids.
• Liffert, R., Hoecker, J., Jana, C. K., Woods, T. M., Burch, P., Jessen, H. J., Neuburger, M., Gademann, K.
  Withanolide A: synthesis and structural requirements for neurite outgrowth
  2013 Chemical Science, volume: 4, issue: 7, pages: 2851 - 2857
  » show abstract« hide abstract
  Abstract

  The exploration of different routes leading to the stereoselective synthesis of the neuritogenic steroid withanolide A is reported in full detail. Notable features of the synthesis include a Corey-Seebach homologation, a vinylogous aldol reaction, a singlet oxygen Schenck-ene reaction, and finally, a late-stage Wharton transposition. Semi-synthetic elaboration of the natural product resulted in 15 derivatives allowing a better understanding of its inherent reactivity pattern as well as its biological properties related to neuronal differentiation and neurite outgrowth.

2011

 back to the year overview

• Jessen HJ, Schumacher A, Shaw T, Pfaltz A, Gademann K
  A unified approach for the stereoselective total synthesis of pyridone alkaloids and their neuritogenic activity.
  2011 Angew Chem Int Edit, volume: 50, issue: 18, pages: 4222 - 4226
• Jessen HJ, Schumacher A, Schmid F, Pfaltz A, Gademann K
  Catalytic enantioselective total synthesis of (+)-torrubiellone C.
  2011 Org Lett, volume: 13, issue: 16, pages: 4368 - 4370
• Jana CK, Hoecker J, Woods TM, Jessen HJ, Neuburger M, Gademann K
  Synthesis of withanolide A, biological evaluation of its neuritogenic properties, and studies on secretase inhibition.
  2011 Angew Chem Int Edit, volume: 50, issue: 36, pages: 8407 - 8411

2010

 back to the year overview

• Jessen HJ, Gademann K
  4-Hydroxy-2-pyridone alkaloids: structures and synthetic approaches.
  2010 Nat Prod Rep, volume: 27, issue: 8, pages: 1168 - 1185
• Jessen HJ, Gademann K
  Total synthesis of the marine alkaloid palau'amine.
  2010 Angew Chem Int Edit, volume: 49, issue: 17, pages: 2972 - 2974

2009

 back to the year overview

• Jessen HJ, Barbaras D, Hamburger M, Gademann K
  Total synthesis and neuritotrophic activity of farinosone C and derivatives.
  2009 Org Lett, volume: 11, issue: 15, pages: 3446 - 3449

2008

 back to the year overview

• Jessen HJ, Schulz T, Balzarini J, Meier C
  Bioreversible protection of nucleoside diphosphates.
  2008 Angew Chem Int Edit, volume: 47, issue: 45, pages: 8719 - 8722
• Jessen HJ, Balzarini J, Meier C
  Intracellular trapping of cycloSal-pronucleotides: modification of prodrugs with amino acid esters.
  2008 J Med Chem, volume: 51, issue: 20, pages: 6592 - 6598
• Meier, C., Jessen, H. J., Balzarini, J.
  Nucleoside diphosphate prodrugs
  2008 Nucleic Acids Symp Ser (Oxf), issue: 52, pages: 83 - 4
  » show abstract« hide abstract
  Abstract

  Nucleoside analogs are widely applied in antiviral and antitumor therapy. A severe limitation of these compounds arises from the need of biotransformation to the eventually active nucleoside triphosphates by stepwise addition of phosphate by kinases. This problem can be circumvented by employing reversibly masked nucleotides (prodrugs). However, the known concepts to bypass enzyme activation have almost exclusively been applied to nucleoside monophosphates. Here, we report on the transfer of the bis-(acyloxybenzyl)-concept (BAB-concept) from nucleoside monophosphates to nucleoside diphosphates (NDP) of the anti HIV drugs AZT and d4T. After successful synthesis and isolation of the compounds (BAB-NDPs), it was shown that these compounds exhibit promising hydrolytic properties ranging from high stability at physiological pH to very low stability in cellular extracts. Furthermore, we demonstrated that for some of the compounds a selective cleavage mechanism resulted in the exclusive delivery of the corresponding nucleoside diphosphate within 15 minutes without any degradation of the pyrophosphate unit, which is a unique result in the field of NDP-prodrugs.

2007

 back to the year overview

• Jessen, H. J., Tonn, V., Meier, C.
  Intracellular trapping of cycloSal-pronucleotides by enzymatic cleavage
  2007 Nucleos Nucleot Nucl, volume: 26, issue: 6-7, pages: 827 - 30
  » show abstract« hide abstract
  Abstract

  A new synthesis for cycloSal-pronucleotides bearing enzymatically cleavable triggers is presented. This trigger is introduced to trap the pronucleotide inside cells. The general concept and hydrolysis data in different media are discussed.

2006

 back to the year overview

• Meier C, Ducho C, Jessen HJ, Vukadinovic-Tenter D, Balzarini J
  Second‐Generation cycloSal‐d4TMP Pronucleotides Bearing Esterase‐Cleavable Sites—The “Trapping” Concept
  2006 Eur J Org Chem, volume: 1, pages: 197 - 206
• Jessen HJ, Fendrich W, Meier C
  Synthesis and Properties of Fluorescent cycloSal Nucleotides Based on the Pyrimidine Nucleoside m5K and Its 2′, 3′‐Dideoxy Analog dm5K
  2006 Eur J Org Chem, volume: 4, pages: 924 - 931

2005

 back to the year overview

• Meier, C., Ducho, C., Jessen, H. J., Balzarini, J.
  Novel "lock-in" modified cycloSal nucleotides (II): Application of the AM- and the POM-group
  2005 Antiviral Research, volume: 65, issue: 3, pages: A27 - A27