graphical contents list
TRANSCRIPT
Carbohydrate Research Vol. 375, 2013
Contents
REVIEW
Recent developments of ionic liquids in oligosaccharide synthesis: the sweet side of ionic liquids pp 35–46
M. Carmen Galan*, Rachel A. Jones, Anh-Tuan Tran
OLG
PO
IL/CH2Cl2r.t.
ROH
Recycling
IL
OORBnO
Product
N N+
-X
Ionic Liquids (IL)
Solvents and Promoters in Oligosaccharide Synthesis
Ionic Liquid Supported Oligosaccharide Synthesis
Carbohydrate Elongation
[m/z]LC-MS
Reaction MonitoringProductRELEASE
CLEAVABLE LINKER
CLEAVABLE LINKER
I-Tag
N N
+
N N
+
FULL PAPERS
Synthesis
A practical access to glucose- and allose-based (5+5) 3-spiropseudonucleosides from a common intermediate pp 5–15
M�aris Turks*, Vitalijs Rodins, Evija Rolava, P�avels Ostrovskis, Sergey Belyakov
Synthesis of all four stereoisomers of 5-formyl-4-hydroxymethyl-1,3-oxazolidin-2-ones from DD-glucosamine pp 47–54
Teiichi Murakami*
OHO
HO OH
NH
OH
O NH
O
PhO
O
OH
O NH
O
OHHOO
N-Phenoxycarbonyl-D-glucosamine
5-Formyl-4-hydroxymethyl-oxazolidinone
4,5-Bis(hydroxymethyl)-oxazolidinone
iii
Contents lists available at SciVerse ScienceDirect
Carbohydrate Research
journal homepage: www.elsevier .com/locate /carres
N-linked glycolipids by Staudinger coupling of glycosylated alkyl diazides with fatty acids pp 55–62
Salih Mahdi Salman, Thorsten Heidelberg*, Hairul Anuar Bin Tajuddin
One-pot synthesis of O-glycosyl triazoles by O-glycosylation–click reaction pp 79–89
Wadchara Mangsang, Uthaiwan Sirion, Rungnapha Saeeng*
Synthesis of a chlorogenin glycoside library using an orthogonal protecting group strategy pp 118–135
Ying-Hsin Wang, Hsien-Wei Yeh, Hsiao-Wen Wang, Chia-Chun Yu, Jih-Hwa Guh, Der-Zen Liu, Pi-Hui Liang*
O
OH
OHO
OO
R2
R1
R1 and R2 = H, monosaccharide, or disaccharide
O
O
OOAc
OLevOBnO
OBn
ONPAc
O
O
OH
Hydrazine
Zn
glycosylation
glycosylation
deprotection
Biochemistry and Enzymes
Kinetic analysis of inhibition of glucoamylase and active site mutants via chemoselective oxime immobilizationof acarbose on SPR chip surfaces
pp 21–28
Jørgen Sauer, Maher Abou Hachem, Birte Svensson, Knud J. Jensen, Mikkel B. Thygesen*
iv Contents / Carbohydrate Research 375 (2013) iii–viii
Parallel quantification of lectin–glycan interaction using ultrafiltration pp 112–117
Yoichi Takeda*, Akira Seko, Masafumi Sakono, Masakazu Hachisu, Akihiko Koizumi, Kohki Fujikawa, Yukishige Ito*
Furfural degradation in a dilute acidic and saline solution in the presence of glucose pp 145–152
B. Danon*, L. van der Aa, W. de Jong
Characterization, Naturalproducts
Comparative analysis of flagellin glycans among pathovars of phytopathogenic Pseudomonas syringae pp 100–104
Kazuhiro Chiku, Masanobu Yamamoto, Mayumi Ohnishi-Kameyama, Tadashi Ishii, Mitsuru Yoshida, Fumiko Taguchi,Yuki Ichinose, Hiroshi Ono*
OH
O
O
O
MeO
NHAc
HO
HO
O
HO
HO
HN N
HO
OH
OH
O
O
OO
OMe
NH
HO
HO
OH
HO
HO
HN N
OOH
O
O
O
OO
OMe
NH
HO
HO
OH
HO
HO
OOH
OH
OHO
HO
HN N
Polysaccharides from the edible mushroom Calocybe gambosa: structure and chain conformation of a(1fi4),(1fi6)-linked glucan
pp 153–157
Ana Villares*
Contents / Carbohydrate Research 375 (2013) iii–viii v
Polysaccharides
Evaluation of carbohydrates and lignocellulosic biomass from different wood species as raw material for the synthesisof 5-bromomethyfurfural
pp 63–67
Aleksei Bredihhin, Uno Mäeorg, Lauri Vares*
Microwave-assisted rapid conversion of carbohydrates into 5-hydroxymethylfurfural by ScCl3 in ionic liquids pp 68–72
Xuanmu Zhou, Zehui Zhang*, Bing Liu, Zheng Xu, Kejian Deng*
OO
OH
ScCl3, [Bmim]Cl
HMF
OOH
OH
HOH2C
Sucrose
HOO
HO OH
HOOHO
Microwave irradiation
Yield in 73.4% for 2.5 min
High molecular weight plant heteropolysaccharides stimulate fibroblasts but inhibit keratinocytes pp 90–99
Munira Shahbuddin, Dahlia Shahbuddin, Anthony J. Bullock, Halijah Ibrahim, Stephen Rimmer, Sheila MacNeil*
Glucomannan
Ker
atin
ocyt
esFi
brob
last
s
Con A FITC stained mannose receptors and lectins on cell surface.
Live/Dead staining showing the effect of KGM. (Scale 200ηm)
Amorphophalluskonjac
The structure of the O-specific polysaccharide from marine bacterium Litorimonas taeanensisG5T containing 2-acetamido-4-((3S,5S)-3,5-dihydroxyhexanamido)-2,4-dideoxy-DD-quinovoseand2-acetamido-2,6-dideoxy-LL-xylo-hexos-4-ulose
pp 105–111
Maxim S. Kokoulin*, Anatoliy I. Kalinovsky, Nadezhda A. Komandrova,Victoria E. Tovarchi, Svetlana V. Tomshich, Ol’ga I. Nedashkovskaya, Victor E. Vaskovsky
vi Contents / Carbohydrate Research 375 (2013) iii–viii
Chemical shift assignment of the complicated monomers comprising cellulose acetate by two-dimensional NMRspectroscopy
pp 136–144
Hiroyuki Kono*
123
4 56
ppm
3.43.63.84.04.24.44.64.85.05.25.4 ppm
3.4
3.6
3.8
4.0
4.2
4.4
4.6
4.8
5.0
5.2
5.4
NOTES
Biochemistry and Enzymes
TMG-chitotriomycin as a probe for the prediction of substrate specificity of b-N-acetylhexosaminidases pp 29–34
Hiroto Shiota, Hiroshi Kanzaki, Tadashi Hatanaka, Teruhiko Nitoda*
Inhibitor 1(TMG-chitotriomycin)
1-sensitive 1-insensitive
β-N-acetylhexosaminidases (HexNAcases)
Enzymes involved in
chitin degradationEnzymes involved in
glycoconjugate processing
Characterization, Naturalproducts
A new cytotoxic triterpene saponin from Lysimachia nummularia L. pp 16–20
Irma Podolak*, Paulina Koczurkiewicz, Marta Michalik, Agnieszka Galanty, Paweł Zajdel, Zbigniew Janeczko
Polysaccharides
Structure of the O-polysaccharide of Providencia alcalifaciens O35 containing an N-[(S)-1-carboxyethyl]-LL-alanine(alanopine) derivative of 4-amino-4,6-dideoxyglucose
pp 73–78
Olga G. Ovchinnikova*, Olga A. Valueva, Nina A. Kocharova, Nikolay P. Arbatsky,Agnieszka Maszewska, Agnieszka Zablotni, Alexander S. Shashkov, Antoni Rozalski,Yuriy A. Knirel
Contents / Carbohydrate Research 375 (2013) iii–viii vii
Physical, X-Ray, Chromatography
Comparative decomposition kinetics of neutral monosaccharides by microwave and induction heating treatments pp 1–4
Shuntaro Tsubaki*, Kiriyo Oono, Ayumu Onda, Kazumichi Yanagisawa, Jun-ichi Azuma
*Corresponding authorSupplementary data available via SciVerse ScienceDirect
COVER
Multi-functionalisation of cyclodextrins (CD) has entered a new era thanks to the regioselective chemistry developed by M. Sollogoub’s group.As illustrated on the cover, many applications can now be reached using CDs with various functions on specific positions. An example offunctionalisation of CDs is given in the first issue of this journal. Image realised by Mickaël Ménand.
Available online at www.sciencedirect.com
Abstracted/Indexed in: Chem. Abstr.: Curr. Contents: Phys., Chem. & Earth Sci. Life Sci. Current Awareness in Bio. Sci. (CABS).Science Citation Index. Full texts are incorporated in CJELSEVIER, a file in the Chemical Journals Online database whichis availabe on STN� International. Also covered in the abstract and citation database SciVerse Scopus�. Full text available onSciVerse ScienceDirect�
ISSN 0008-6215
viii Contents / Carbohydrate Research 375 (2013) iii–viii