Synthesis of the tetrasaccharide repeating unit of the cryoprotectant capsular polysaccharide from Colwellia psychrerythraea 34H
Literature Information
Giulia Vessella, Angela Casillo, Antonio Fabozzi, Serena Traboni, Alfonso Iadonisi, Maria Michela Corsaro, Emiliano Bedini
Colwellia psychrerythraea 34H is a psychrophilic Gram-negative bacterium, able to survive at subzero temperatures by producing a unique capsular polysaccharide (CPS) with anti-freeze properties similar to those of the well-known anti-freeze (glyco)proteins. The tetrasaccharide repeating unit of the CPS – constituted of alternating amino sugars and uronic acid moieties in a glycosaminoglycan-like fashion with an amide-linked threonine (Thr) decoration – was synthesized as an O-n-propyl glycoside. The synthesis faced some challenging features such as building up a crowded [→2)α-D-Galp(1→] moiety as well as differentiating the two uronic units for the regioselective insertion of the Thr amide only on one of them. NMR data for the obtained tetrasaccharide confirmed the structure proposed for the C. psychrerythraea polysaccharide.
Related Literature
Jahn–Teller effect in LiMn2O4: influence on charge ordering, magnetoresistance and battery performance
K. Ragavendran, H. Xia, P. Mandal, A. K. Arof
DOI: 10.1039/C6CP07289E
Modeling the active sites of Co-promoted MoS2 particles by DFT
Manuel Šarić, Jan Rossmeisl, Poul Georg Moses
DOI: 10.1039/C6CP06881B
A simple guiding principle for the temperature dependence of the solubility of light gases in imidazolium-based ionic liquids derived from molecular simulations
Daniela Kerlé, Majid Namayandeh Jorabchi, Sebastian Wohlrab, Dietmar Paschek
DOI: 10.1039/C6CP06792A
Incorporation of aspirin modulates the dynamical and phase behavior of the phospholipid membrane
V. K. Sharma, E. Mamontov, M. Ohl
DOI: 10.1039/C6CP06202D
Doping the cage. Re@Au11Pt and Ta@Au11Hg, as novel 18-ve trimetallic superatoms displaying a doped icosahedral golden cage
DOI: 10.1039/C6CP07519C
Distant ultrafast energy transfer in a trimetallic {Ru–Ru–Cr} complex facilitated by hole delocalization
Alejandro Cadranel, Jaired E. Tate, Paola S. Oviedo, Shiori Yamazaki, José H. Hodak, Luis M. Baraldo, Valeria D. Kleiman
DOI: 10.1039/C6CP06562G
Screening out unfeasible hypothetical zeolite structures via the closest non-adjacent O⋯O pairs
Junran Lu, Lin Li, Hongxiao Cao, Yi Li, Jihong Yu
DOI: 10.1039/C6CP06217B
The strongest CO binding and the highest C–O stretching frequency
Ranajit Saha, Sudip Pan, Gernot Frenking, Pratim K. Chattaraj, Gabriel Merino
DOI: 10.1039/C6CP06824C
Probing nonlinear optical coefficients in self-assembled peptide nanotubes
Soma Khanra, Kartik Ghosh, Fabio F. Ferreira, Wendel A. Alves, Francesco Punzo, Ping Yu, Suchismita Guha
DOI: 10.1039/C6CP07879F
A new potential for methylammonium lead iodide
C. M. Handley, C. L. Freeman
DOI: 10.1039/C6CP05829A
You might also like
Is 2-(2-chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) safe?
2-(2-Chloroacetamido)-3-phenylpropanoic acid (CAS: 7765-11-9) is generally consi...
Is 2-(Benzyloxy)-5-bromobenzoic acid (CAS: 62176-31-2) safe?
2-(Benzyloxy)-5-bromobenzoic acid can be handled safely if appropriate precautio...
What is (4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride (CAS: 1159825-48-5)?
(4-Methyl-1,2,5-oxadiazol-3-yl)methanamine hydrochloride is a chemical compound ...
What is 2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54-7)?
2-(5-Hexylthiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 917985-54...
Are there alternatives to 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS: 102771-26-6) in synthesis?
While 4-(8-Methyl-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepin-5-yl)benzenamine (CAS:...
What is the market or research trend for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine-6-carboxylate (CAS: 851376-80-2)?
The market for tert-butyl 3-hydroxy-4,5,7,8-tetrahydro-2H-pyrazolo[3,4-d]azepine...
How should waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) be handled?
Waste containing 3,5-Diamino-1H-pyrazole-4-carbonitrile (CAS: 6844-58-2) should ...
How is (6-Fluoro-3-pyridinyl)boronic acid (CAS: 351019-18-6) typically synthesized?
(6-Fluoro-3-pyridinyl)boronic acid can be synthesized through the reaction of 6-...
What industries use Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9)?
Dibenzyl carbonimidoylbiscarbamate (CAS: 10065-79-9) finds applications in vario...
What is the market or research trend for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4)?
The market for (beta,beta,2,3,4,5,6-~2~H_7_)Phenylalanine (CAS: 74228-83-4) is g...
Source Journal
Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.










![2-[(E)-(2-Methoxyphenyl)diazenyl]-3-oxo-N-(2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)butanamide structure 2-[(E)-(2-Methoxyphenyl)diazenyl]-3-oxo-N-(2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)butanamide structure](https://static.chemtradehub.com/structs/821/82199-12-0-f1d0.webp)


