Org. and Biomol. Chem.

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RSC - Org. Biomol. Chem. latest articles
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Thiol-assisted one-pot synthesis of peptide/protein C-terminal thioacids from peptide/protein hydrazides at neutral conditions

26 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01885K, PaperChenchen Chen, Yichao Huang, Ling Xu, Yong Zheng, Huajian Xu, Qingxiang Guo, Changlin Tian, Yiming Li, Jing Shi
An efficient thiol-assisted one-pot synthesis of peptide/protein C-terminal thioacids was achieved by using peptide/protein hydrazides precursors at neutral pH and room temperature (about 20 [degree]C).
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Thermodynamic epimeric equilibration and crystallisation-induced dynamic resolution of lobelanine, norlobelanine and related analogues

26 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01787K, PaperZ. Amara, G. Bernadat, P.-E. Venot, P. Retailleau, C. Troufflard, E. Drege, F. Le Bideau, D. Joseph
The step-economical synthesis of lobelanine involving a ring closing double aza-Michael (RCDAM) reaction is revisited and successfully extended to the synthesis of various configurationally more stable analogues.
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Trienamines derived from 5-substituted furfurals: remote [varepsilon]-functionalization of 2,4-dienals

26 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01759E, CommunicationJaime A. S. Coelho, Alexandre F. Trindade, Vania Andre, M. Teresa Duarte, Luis F. Veiros, Carlos A. M. Afonso
The remote selective [varepsilon]-functionalization of 5-substituted furfurals by trienamine catalysis is described, resulting in a new scaffold.
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Antibacterial epipolythiodioxopiperazine and unprecedented sesquiterpene from Pseudallescheria boydii, a beetle (coleoptera)-associated fungus

26 October, 2014 - 09:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01494D, PaperQi Wu, Nan Jiang, Wen Bo Han, Ya Ning Mei, Hui Ming Ge, Zhi Kai Guo, Ng Seik Weng, Ren Xiang Tan
Pseudallescheria boydii produces four new epipolythiodioxopiperazine (ETP) boydines A-D and two novel sesquiterpene boydenes A and B.
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Palladium catalyzed dual C-H functionalization of indoles with cyclic diaryliodoniums, an approach to ring fused carbazole derivatives

24 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02170C, CommunicationYongcheng Wu, Xiaopeng Peng, Bingling Luo, Fu-Hai Wu, Bo Liu, Fen-Yun Song, Shijun Wen, Peng Huang
Palladium (Ⅱ)-catalyzed dual C-H functionalization of indoles with cyclic diaryliodoniums was successfully achieved, providing a concise method to synthesize dibenzocarbazoles. In one single operation, two C-C bonds and one ring...
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Corrin-based chemosensors for the ASSURED detection of endogenous cyanide

24 October, 2014 - 09:17

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01889C, PerspectiveFelix Zelder, Lucas Tivana
Cassava (Manihot esculenta Crantz) is a staple food for more than 500 million people, especially in Africa and South America.
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The Direct Electrophilic Cyanation of [small beta]-Keto Esters and Amides with Cyano Benziodoxole

24 October, 2014 - 09:17
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB02032D, CommunicationYao-Feng Wang, Jiashen Qiu, Dejie Kong, Yongtao Gao, Feipeng Lu, Pran Gopal Karmaker, fuxue chen
The direct electrophilic [small alpha]-cyanation of [small beta]-keto esters and amides has been developed using hypervalent iodine benziodoxole-derived cyano reagent. It accomplishes within 10 min without any catalyst in DMF at room...
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QSAR Study on the Inhibition Mechanism of Matrix Metalloproteinase-12 by Arylsulfone Analogues Based on Molecular Orbital Calculations

22 October, 2014 - 08:54
Org. Biomol. Chem., 2014, Accepted Manuscript
DOI: 10.1039/C4OB01843E, PaperSeiji Hitaoka, Hiroshi Chuman, Kazunari Yoshizawa
A binding mechanism between human matrix metalloproteinase-12 (MMP-12) and eight arylsulfone analogs having two types of carboxylic and hydroxamic acids as the most representative zinc binding group is investigated by...
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Design strategies for bioorthogonal smart probes

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01632G, Review ArticlePeyton Shieh, Carolyn R. Bertozzi
This review covers approaches used to develop probes activated by bioorthogonal ligation reactions.
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Remote conformational control of a molecular switch via methylation and deprotonation

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01991A, PaperPeter C. Knipe, Ian M. Jones, Sam Thompson, Andrew D. Hamilton
Methylation and deprotonation at remote sites of a diphenylacetylene-based molecular switch exert global conformational changes through subtle tuning of a hydrogen-bonding network.
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Magnetic resonance and optical imaging probes for NMDA receptors on the cell surface of neurons: synthesis and evaluation in cellulo

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01848F, PaperNeil Sim, Robert Pal, David Parker, Joern Engelmann, Anurag Mishra, Sven Gottschalk
A second generation of N-methyl-D-aspartate (NMDA) receptor-targeted MRI contrast agents has been synthesised, based on bicyclic NMDA receptor antagonists and show selective and reversible cell-surface binding.
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Pyridoxine-derived bicyclic amido-, ureido-, and carbamato-pyridinols: synthesis and antiangiogenic activities

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8702-8710
DOI: 10.1039/C4OB01221F, PaperHyunji Lee, Dong-Guk Kim, Suhrid Banskota, You Kyoung Lee, Tae-gyu Nam, Jung-Ae Kim, Byeong-Seon Jeong
Preparation of a series of five- and six-membered cyclic amide-, urea-, and carbamate-fused bicyclic pyridinols and their inhibitory capacities against VEGF-induced angiogenesis are described.
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Profiling substrate specificity of two series of phenethylamine analogs at monoamine oxidase A and B

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8689-8695
DOI: 10.1039/C4OB01377H, PaperEgon Heuson, Morten Storgaard, Tri H. V. Huynh, Franck Charmantray, Thierry Gefflaut, Lennart Bunch
The membrane bound enzyme monoamine oxidase exists in two splice variants designated A and B (MAO-A and MAO-B) and are key players in the oxidative metabolism of monoamines in mammalians.
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Effects of (5[prime or minute]S)-5[prime or minute],8-cyclo-2[prime or minute]-deoxyadenosine on the base excision repair of oxidatively generated clustered DNA damage. A biochemical and theoretical study

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8671-8682
DOI: 10.1039/C4OB01089B, PaperBoleslaw T. Karwowski, Sophie Bellon, Peter O'Neill, Martine E. Lomax, Jean Cadet
Rejoining of an AP-site in ds-DNA containing the (5[prime or minute]S)-cdA in the complementary strand. Distance betwene AP-site and (5[prime or minute]S)-cdA, lanes: (1-6) -8 bases; (7-12) no (5[prime or minute]S)-cdA (control); (13-18) +8 bases.
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Rapid assembly of heterocycle grafted macrocycles via tandem one-pot double 1,3-dipolar cycloaddition reaction

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01778A, PaperR. Prasanna, S. Purushothaman, R. Raghunathan
Synthesis of triazole linked macrocycles grafted with glycospiroheterocycle was accomplished by stereo- and regioselective tandem double 1,3-dipolar cycloaddition (1,3-DC) reaction.
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Carbohydrates as a reagent in multicomponent reactions: one-pot access to a new library of hydrophilic substituted pyrimidine-fused heterocycles

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, Advance Article
DOI: 10.1039/C4OB01791A, PaperMaryam Nourisefat, Farhad Panahi, Ali Khalafi-Nezhad
A new multicomponent reaction containing carbohydrates is developed for one-pot synthesis of a new class of hydrophilic substituted pyrimidine-fused heterocycles.
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Regioselective ruthenium catalysed H-D exchange using D2O as the deuterium source

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8683-8688
DOI: 10.1039/C4OB01798F, PaperLorenzo Piola, Jose A. Fernandez-Salas, Simone Manzini, Steven P. Nolan
An efficient and convenient ruthenium catalysed method for a regiospecific H/D exchange using D2O is described.
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Organocatalysts of oxidative protein folding inspired by protein disulfide isomerase

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8598-8602
DOI: 10.1039/C4OB01738B, CommunicationJohn C. Lukesh III, Kristen A. Andersen, Kelly K. Wallin, Ronald T. Raines
Organocatalysts derived from ethylenetriamine and containing a hydrophobic moiety effect the isomerization of non-native protein disulfide bonds to native ones.
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Relative stability of benziporphyrin and naphthiporphyrin tautomers and the emergence of macrocyclic diatropicity

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8719-8736
DOI: 10.1039/C4OB01659A, PaperDeyaa I. AbuSalim, Timothy D. Lash
The conformations and relative stabilities of a series of benziporphyrin and naphthiporphyrin tautomers were calculated and the diatropic properties of each of these species were assessed. The results were in good agreement with experimental observations and allow favorable delocalization pathways to be identified.
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Selective chromo-fluorogenic detection of DFP (a Sarin and Soman mimic) and DCNP (a Tabun mimic) with a unique probe based on a boron dipyrromethene (BODIPY) dye

22 October, 2014 - 08:54

Org. Biomol. Chem., 2014, 12,8745-8751
DOI: 10.1039/C4OB01299B, PaperAndrea Barba-Bon, Ana M. Costero, Salvador Gil, Ramon Martinez-Manez, Felix Sancenon
A new naked eye colorimetric BODIPY probe able to discriminate DCNP and DFP nerve agent mimics with good LODs.
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