From supramolecular chemistry to the nucleosome: studies in biomolecular recognition

• Marcey L. Waters

Beilstein J. Org. Chem. 2016, 12, 1863–1869, doi:10.3762/bjoc.12.175

• significant impact on how I run my own group. A turn to bioorganic chemistry An interesting thing happened while I was in graduate school. I found myself reading papers in a relatively young field: supramolecular chemistry. This interest did not simply spring forth on its own, however; the seeds were planted

Recent advances in C(sp³)–H bond functionalization via metal–carbene insertions

• Bo Wang,
• Di Qiu,
• Yan Zhang and
• Jianbo Wang

Beilstein J. Org. Chem. 2016, 12, 796–804, doi:10.3762/bjoc.12.78

• Bo Wang Di Qiu Yan Zhang Jianbo Wang Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China 10.3762/bjoc.12.78 Abstract The recent

Nitro-Grela-type complexes containing iodides – robust and selective catalysts for olefin metathesis under challenging conditions

• Andrzej Tracz,
• Mateusz Matczak,
• Katarzyna Urbaniak and
• Krzysztof Skowerski

Beilstein J. Org. Chem. 2015, 11, 1823–1832, doi:10.3762/bjoc.11.198

• Andrzej Tracz Mateusz Matczak Katarzyna Urbaniak Krzysztof Skowerski Apeiron Synthesis SA, Duńska 9, 54-427 Wrocław, Poland Department of Bioorganic Chemistry, Faculty of Chemistry, Wroclaw University of Technology, Wybrzeże Wyspańskiego 27, 50-370 Wrocław, Poland 10.3762/bjoc.11.198 Abstract

A new method for the synthesis of α-aminoalkylidenebisphosphonates and their asymmetric phosphonyl-phosphinyl and phosphonyl-phosphinoyl analogues

• Anna Kuźnik,
• Roman Mazurkiewicz,
• Mirosława Grymel,
• Katarzyna Zielińska,
• Jakub Adamek,
• Ewa Chmielewska,
• Marta Bochno and
• Sonia Kubica

Beilstein J. Org. Chem. 2015, 11, 1418–1424, doi:10.3762/bjoc.11.153

• Anna Kuznik Roman Mazurkiewicz Miroslawa Grymel Katarzyna Zielinska Jakub Adamek Ewa Chmielewska Marta Bochno Sonia Kubica Department of Organic Chemistry, Biochemistry and Biotechnology, Silesian University of Technology, B. Krzywoustego 4, 44-100 Gliwice, Poland Department of Bioorganic

• Chemistry, Wrocław University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland 10.3762/bjoc.11.153 Abstract A convenient approach has been developed to α-aminoalkylidenebisphosphonates and their asymmetric phosphonyl-phosphinyl and phosphonyl-phosphinoyl analogues by α-phosphonylation, α

Terminal lipophilization of a unique DNA dodecamer by various nucleolipid headgroups: Their incorporation into artificial lipid bilayers and hydrodynamic properties

• Emma Werz and
• Helmut Rosemeyer

Beilstein J. Org. Chem. 2015, 11, 913–929, doi:10.3762/bjoc.11.103

• Emma Werz Helmut Rosemeyer Organic Chemistry I - Bioorganic Chemistry, Institute of Chemistry of New Materials, University of Osnabrück, Barbarastr. 7, 49069 Osnabrück, Germany Ionovation GmbH, Westerbreite 7, 49078 Osnabrück, Germany 10.3762/bjoc.11.103 Abstract A series of six cyanine-5-labeled

Synthesis of antibacterial 1,3-diyne-linked peptoids from an Ugi-4CR/Glaser coupling approach

• Martin C. N. Brauer,
• Ricardo A. W. Neves Filho,
• Bernhard Westermann,
• Ramona Heinke and
• Ludger A. Wessjohann

Beilstein J. Org. Chem. 2015, 11, 25–30, doi:10.3762/bjoc.11.4

• Martin C. N. Brauer Ricardo A. W. Neves Filho Bernhard Westermann Ramona Heinke Ludger A. Wessjohann Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120 Halle/Saale, Germany 10.3762/bjoc.11.4 Abstract A library of ten 1,3-diyne-linked peptoids has been

Come-back of phenanthridine and phenanthridinium derivatives in the 21st century

• Lidija-Marija Tumir,
• Marijana Radić Stojković and
• Ivo Piantanida

Beilstein J. Org. Chem. 2014, 10, 2930–2954, doi:10.3762/bjoc.10.312

• phenanthridine derivatives resulted in the strong increase of the scientific interest about the turn of this century. Here are summarized phenanthridine-related advances in the 21st century (2000-present period) with emphasis on the supramolecular interactions and bioorganic chemistry, as well as novel or

Nucleic acid chemistry

• Hans-Achim Wagenknecht

Beilstein J. Org. Chem. 2014, 10, 2928–2929, doi:10.3762/bjoc.10.311

• mature part of organic and bioorganic chemistry, the many questions that are still being raised by research in biology and chemical biology give sufficient motivation to continue to synthesize new nucleic acid probes and thereby further develop nucleic acid chemistry. Moreover, in addition to their

Versatile synthesis of amino acid functionalized nucleosides via a domino carboxamidation reaction

• Vicky Gheerardijn,
• Jos Van den Begin and
• Annemieke Madder

Beilstein J. Org. Chem. 2014, 10, 2566–2572, doi:10.3762/bjoc.10.268

• -intermediates in DNA- and RNAzymes via an efficient and straightforward domino carboxamidation reaction. Keywords: amino acids; bioorganic chemistry; carboxamidation reaction; chemically modified; DNA nucleosides; nucleic acids; Introduction For decades DNA has been known as the carrier of the genetic

Specific DNA duplex formation at an artificial lipid bilayer: fluorescence microscopy after Sybr Green I staining

• Emma Werz and
• Helmut Rosemeyer

Beilstein J. Org. Chem. 2014, 10, 2307–2321, doi:10.3762/bjoc.10.240

• Emma Werz Helmut Rosemeyer Organic Materials Chemistry and Bioorganic Chemistry, Institute of Chemistry of New Materials, University of Osnabrück, Barbarastr. 7, D-49069 Osnabrück, Germany Ionovation GmbH, Westerbreite 7 (CUT), D-49084 Osnabrück, Germany 10.3762/bjoc.10.240 Abstract The article

The chemoenzymatic synthesis of clofarabine and related 2′-deoxyfluoroarabinosyl nucleosides: the electronic and stereochemical factors determining substrate recognition by E. coli nucleoside phosphorylases

• Ilja V. Fateev,
• Konstantin V. Antonov,
• Irina D. Konstantinova,
• Tatyana I. Muravyova,
• Frank Seela,
• Roman S. Esipov,
• Anatoly I. Miroshnikov and
• Igor A. Mikhailopulo

Beilstein J. Org. Chem. 2014, 10, 1657–1669, doi:10.3762/bjoc.10.173

• Ilja V. Fateev Konstantin V. Antonov Irina D. Konstantinova Tatyana I. Muravyova Frank Seela Roman S. Esipov Anatoly I. Miroshnikov Igor A. Mikhailopulo Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, 117997 GSP, Moscow B-437

• , Russia Laboratory of Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Heisenbergstraße 11, D-48149 Münster, Germany Institute of Bioorganic Chemistry, National Academy of Sciences, Acad. Kuprevicha 5/2, 220141 Minsk, Belarus 10.3762/bjoc.10.173 Abstract Two approaches to the

Biantennary oligoglycines and glyco-oligoglycines self-associating in aqueous medium

• Svetlana V. Tsygankova,
• Alexander A. Chinarev,
• Alexander B. Tuzikov,
• Nikolai Severin,
• Alexey A. Kalachev,
• Juergen P. Rabe,
• Alexandra S. Gambaryan and
• Nicolai V. Bovin

Beilstein J. Org. Chem. 2014, 10, 1372–1382, doi:10.3762/bjoc.10.140

• Svetlana V. Tsygankova Alexander A. Chinarev Alexander B. Tuzikov Nikolai Severin Alexey A. Kalachev Juergen P. Rabe Alexandra S. Gambaryan Nicolai V. Bovin Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, ul. Miklukho-Maklaya 16/10 Moscow V-437, 117997, Russia Department of Physics

Consecutive isocyanide-based multicomponent reactions: synthesis of cyclic pentadepsipeptoids

• Angélica de Fátima S. Barreto,
• Otilie E. Vercillo,
• Ludger A. Wessjohann and
• Carlos Kleber Z. Andrade

Beilstein J. Org. Chem. 2014, 10, 1017–1022, doi:10.3762/bjoc.10.101

• Nossa Senhora de Fátima, Planaltina, 73300-000, Brasília, DF, Brazil Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, D-06120 Halle (Saale), Germany 10.3762/bjoc.10.101 Abstract The synthesis of six cyclic depsipeptoids inspired by the natural depsipeptide

Addition of H-phosphonates to quinine-derived carbonyl compounds. An unexpected C9 phosphonate–phosphate rearrangement and tandem intramolecular piperidine elimination

• Łukasz Górecki,
• Artur Mucha and
• Paweł Kafarski

Beilstein J. Org. Chem. 2014, 10, 883–889, doi:10.3762/bjoc.10.85

• Lukasz Gorecki Artur Mucha Pawel Kafarski Department of Bioorganic Chemistry, Faculty of Chemistry, Wrocław University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland 10.3762/bjoc.10.85 Abstract The Abramov reaction, a base-catalyzed nucleophilic addition of dialkyl H

Synthesis of fluorescent (benzyloxycarbonylamino)(aryl)methylphosphonates

• Michał Górny vel Górniak,
• Anna Czernicka,
• Piotr Młynarz,
• Waldemar Balcerzak and
• Paweł Kafarski

Beilstein J. Org. Chem. 2014, 10, 741–745, doi:10.3762/bjoc.10.68

• Michal Gorny vel Gorniak Anna Czernicka Piotr Mlynarz Waldemar Balcerzak Pawel Kafarski Department of Bioorganic Chemistry, Faculty of Chemistry, Wrocław University of Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland Department of Chemistry, University of Opole, pl. Kopernika 11a, 45

A novel family of (1-aminoalkyl)(trifluoromethyl)- and -(difluoromethyl)phosphinic acids – analogues of α-amino acids

• Natalia V. Pavlenko,
• Tatiana I. Oos,
• Yurii L. Yagupolskii,
• Igor I. Gerus,
• Uwe Doeller and
• Lothar Willms

Beilstein J. Org. Chem. 2014, 10, 722–731, doi:10.3762/bjoc.10.66

• Natalia V. Pavlenko Tatiana I. Oos Yurii L. Yagupolskii Igor I. Gerus Uwe Doeller Lothar Willms Institute of Organic Chemistry National Academy of Sciences of Ukraine, Murmanskaya str. 5, 02660 Kiev-94, Ukraine Institute of Bioorganic Chemistry and Petrochemistry National Academy of Sciences of

Conformation of dehydropentapeptides containing four achiral amino acid residues – controlling the role of L-valine

• Michał Jewgiński,
• Joanna Krzciuk-Gula,
• Maciej Makowski,
• Rafał Latajka and
• Paweł Kafarski

Beilstein J. Org. Chem. 2014, 10, 660–666, doi:10.3762/bjoc.10.58

• Michal Jewginski Joanna Krzciuk-Gula Maciej Makowski Rafal Latajka Pawel Kafarski Department of Bioorganic Chemistry, Faculty of Chemistry, Wrocław University of Technology, Wybrzeze Wyspianskiego 27, 50-370 Wroclaw, Poland Faculty of Chemistry, University of Opole, Oleska 48, 45-052 Opole, Poland

Advancements in the mechanistic understanding of the copper-catalyzed azide–alkyne cycloaddition

• Regina Berg and
• Bernd F. Straub

Beilstein J. Org. Chem. 2013, 9, 2715–2750, doi:10.3762/bjoc.9.308

• tris(hydroxypropyltriazolylmethyl)amine (THPTA, Figure 1) was present [64]. In bioorganic chemistry, research efforts have focused on developing ligands that can prevent the copper ions from causing biological damage [68][69][70]. Apart from TBTA that had been shown to increase the biocompatibility of

Molecular assembly of amino acid interlinked, topologically symmetric, π-complementary donor–acceptor–donor triads

• M. B. Avinash,
• K. V. Sandeepa and
• T. Govindaraju

Beilstein J. Org. Chem. 2013, 9, 1565–1571, doi:10.3762/bjoc.9.178

• M. B. Avinash K. V. Sandeepa T. Govindaraju Bioorganic Chemistry Laboratory, New Chemistry Unit, Jawaharlal Nehru Centre for Advanced Scientific Research, Jakkur, Bangalore-560064, India. Fax: +91 80 2208 2627; Tel: +91 80 2208 2969 10.3762/bjoc.9.178 Abstract Amino acid interlinked pyrene and

Coupling of C-nitro-NH-azoles with arylboronic acids. A route to N-aryl-C-nitroazoles

• Marta K. Kurpet,
• Aleksandra Dąbrowska,
• Małgorzata M. Jarosz,
• Katarzyna Kajewska-Kania,
• Nikodem Kuźnik and
• Jerzy W. Suwiński

Beilstein J. Org. Chem. 2013, 9, 1517–1525, doi:10.3762/bjoc.9.173

• Marta K. Kurpet Aleksandra Dabrowska Malgorzata M. Jarosz Katarzyna Kajewska-Kania Nikodem Kuznik Jerzy W. Suwinski Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, Silesian University of Technology, Krzywoustego 4, Gliwice 44-100, Poland Centre of Polymer and Carbon

Tandem dinucleophilic cyclization of cyclohexane-1,3-diones with pyridinium salts

• Mostafa Kiamehr,
• Firouz Matloubi Moghaddam,
• Satenik Mkrtchyan,
• Volodymyr Semeniuchenko,
• Linda Supe,
• Alexander Villinger,
• Peter Langer and
• Viktor O. Iaroshenko

Beilstein J. Org. Chem. 2013, 9, 1119–1126, doi:10.3762/bjoc.9.124

• been proven to be a powerful method for the construction of various dihydropyridines [1][2][3][4], which are not only valuable intermediates in organic synthesis [5][6][7][8][9][10][11][12], but also interesting compounds in medicinal [13] and bioorganic chemistry [14][15][16]. The tetrahydropyridine

Methylidynetrisphosphonates: Promising C₁ building block for the design of phosphate mimetics

• Vadim D. Romanenko and
• Valery P. Kukhar

Beilstein J. Org. Chem. 2013, 9, 991–1001, doi:10.3762/bjoc.9.114

• Vadim D. Romanenko Valery P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences, 02660 Kyiv, Ukraine. Fax: 38 044 5732552; Tel: 38 044 5732525 10.3762/bjoc.9.114 Abstract Methylidynetrisphosphonates are representatives of geminal polyphosphonates bearing

The multicomponent approach to N-methyl peptides: total synthesis of antibacterial (–)-viridic acid and analogues

• Ricardo A. W. Neves Filho,
• Sebastian Stark,
• Bernhard Westermann and
• Ludger A. Wessjohann

Beilstein J. Org. Chem. 2012, 8, 2085–2090, doi:10.3762/bjoc.8.234

• Ricardo A. W. Neves Filho Sebastian Stark Bernhard Westermann Ludger A. Wessjohann Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Weinberg 3, 06120 Halle (Saale), Germany, Tel: +49 345 5582 1301, Fax: +49 345 5582 1309 (Address for correspondence) Martin-Luther

Total synthesis and biological evaluation of fluorinated cryptophycins

• Christine Weiß,
• Tobias Bogner,
• Benedikt Sammet and
• Norbert Sewald

Beilstein J. Org. Chem. 2012, 8, 2060–2066, doi:10.3762/bjoc.8.231

• Christine Weiss Tobias Bogner Benedikt Sammet Norbert Sewald Organic and Bioorganic Chemistry, Department of Chemistry, Bielefeld University, PO Box 100131, 33501 Bielefeld, Germany 10.3762/bjoc.8.231 Abstract Cryptophycins are cytotoxic natural products that exhibit considerable activities even

Antifreeze glycopeptide diastereomers

• Lilly Nagel,
• Carsten Budke,
• Axel Dreyer,
• Thomas Koop and
• Norbert Sewald

Beilstein J. Org. Chem. 2012, 8, 1657–1667, doi:10.3762/bjoc.8.190

• Lilly Nagel Carsten Budke Axel Dreyer Thomas Koop Norbert Sewald Organic and Bioorganic Chemistry, Department of Chemistry, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany Physical Chemistry, Department of Chemistry, Bielefeld University, Universitätsstraße 25, 33615

• replacement of L-threonine by its allo-L-diastereomer. Both glycopeptides were analyzed regarding their conformational properties, by circular dichroism (CD), and their ability to inhibit ice recrystallization in microphysical experiments. Keywords: bioorganic chemistry; circular dichroism; glycopeptides