Graphical contents list

Carbohydrate Research Vol. 346, Issue 18, 2011
Contents
FULL PAPERS
A new approach for the N- and S-galactosylation of 5-arylidene-2-thioxo-4-thiazolidinones pp 2831–2837
Ahmed I. Khodair*, Jean-Pierre Gesson
Ar
O
S NH
S
3a-f
MeCN/NaH/6
or CH 3CN/BSA
70-80 o C/7
AcO
S
N
OAc OAc
O
AcO
Ar
S
Ar
OAc
8a-f
+
O
S N
OAc OAc
S
O
OAc
9a-f
O
HCl/MeOH
50 o C
HCl/MeOH/reflux
or MeONa/MeOH
HO
O
O
Ar
S
S
N
OH OH
O
Glycosylation studies on conformationally restricted 3,5-O-(di-tert-butylsilylene)-D-galactofuranosyl
trichloroacetimidate donors for 1,2-cis a-D-galactofuranosylation
Mariano J. Tilve, Carola Gallo-Rodriguez*
HO
HO
HO O
O
OH
Contents lists available at SciVerse ScienceDirect
Carbohydrate Research
journal homepage: www.elsevier.com/locate/carres
t-Bu
t-Bu Si
O O
O
OBn
RO
R=Ac
R=Bn
O CCl 3
NH
ROH
TMSOTf
MS4Å
-78 ºC
t-Bu
t-Bu Si
O
RO
OH
10a-f
O O
O
O
S NH
O
11
OBn
OR
1.7:1—0:1 α/β ratio, 87-66% in Cl 2CH 2
7.7:1—1:1 α/β ratio, 95-66% in Et 2O
pp 2838–2848
Chemical synthesis of polyprenyl sialyl phosphate, a probable biosynthetic intermediate of bacterial polysialic acid pp 2849–2854
Anna M. Shpirt, Leonid O. Kononov*, Sergey D. Maltsev, Vladimir N. Shibaev
OH
-+
OH CO2 NH4
HO
O O
AcHN
HO
P
O
O
–
O
NH +
4
2825
6-8 3

2826 Contents / Carbohydrate Research 346 (2011) 2825–2830
Chiral pool synthesis of calystegine A3 from 2-deoxyglucose via a Brown allylation pp 2855–2861
Tina Secher Rasmussen, Henrik Helligsø Jensen*
HO HO
OH
O
OH
PMBO
BnO
O
Brown allylation
PMBO
BnO
dr 11:1
OH
HO
HO NH
OH
Calystegine A3 Preparation of 2-amino-2-C-glycosyl-acetonitriles from C-glycosyl aldehydes by Strecker reaction pp 2862–2871
Szabolcs Sipos, István Jablonkai*, Orsolya Egyed, Mátyás Czugler
(OPg) 4
O
H
O
H
(OBn) 3
(OBn) 3
O
CHO
CHO
CHO
(OPg)n
n = 3 or 4
O
Pg = Bn or Me
Controversial behavior of aminoguanidine in the presence of either reducing sugars or soluble glycated bovine
serum albumin
Andreea Iren Serban*, Marieta Costache, Anca Dinischiotu
NC
H
R and S
N
H
R
pp 2872–2880
New triterpenoid saponins from Patrinia scabiosaefolia pp 2881–2885
Liang Gao, Lin Zhang, Nan Li, Jiang-Yun Liu*, Pei-lie Cai, Shi-lin Yang
HO
HO
HO CH 3
RO
1 R = Xyl
2 R = H
O
O
OH
O
O
HOCH2 OH
O
2 1
3 5
4 6
O
7
30
29
20
19
12
11
13 18
25 26
14
9
10 8 15
27
21
28
22
17
16
24
23
HO
HO
3
HO
HO HO
O
OH
O
O
O
HO HO
4
HOCH 2
OH O
OH
O
OH
O
O
HO
HO HO
HO CH 3
O
OH
O
O
O
O OH
O
HO HO
OH
O
OH
O
O

Carbohydrate-conjugate heterobimetallic complexes: synthesis, DNA binding studies, artificial nuclease activity
and in vitro cytotoxicity
Sartaj Tabassum*, Rais Ahmad Khan, Farukh Arjmand, Mubashira Aziz, Aarti S. Juvekar, Surekha M. Zingde
Supercoiled Form
Circular Form
Linear Form
1 2 3 4 5 6
DNA Photocleavage Pattern
Form II
Form III
Form I
pp 2886–2895
Green synthesis of xylan hemicellulose esters pp 2896–2904
Fatima-Zohra Belmokaddem, Catherine Pinel*, Patrick Huber, Michel Petit-Conil, Denilson Da Silva Perez
O-Acetyl location on Cepacian, the principal exopolysaccharide of Burkholderia cepacia complex bacteria pp 2905–2912
Paola Cescutti*, Giuseppe Impallomeni, Domenico Garozzo, Roberto Rizzo
β-D-Galp-(1→2)-α-D-Rhap
4
OAc
Contents / Carbohydrate Research 346 (2011) 2825–2830 2827
OAc
6
3
OAc
13%
2
OAc
1
↓
4
OAc
[3)-α-D-GlcpA-(1→3)-α-D-Manp-(1→3)-β-D-Glcp-(1→]n
2
6
↑ ↑
1
1
α-D-Galp β-D-Galp
4
OAc
3
OAc
14%
6
OAc
4 3
OAc OAc
Structures of building blocks in clusters of sweetpotato amylopectin pp 2913–2925
Fan Zhu*, Harold Corke, Per Åman, Eric Bertoft
Possible influence of building block size on the amorphous region in starch granule: Black cylinders symbolize the double-helix in the crystalline
lamellae. Gray circles denote building blocks. A: Two chains from one building block with internal chain length of three interact to form a double
helix with little twisted amorphous region. B: Two building blocks are close in space, but separated by a longer chain (bold line), which contributes to
the formation of more twisted amorphous region.
2
OAc
OAc

2828 Contents / Carbohydrate Research 346 (2011) 2825–2830
Structural studies of the exopolysaccharide consisting of a nonasaccharide repeating unit isolated from
Lactobacillus rhamnosus KL37B
Sabina Górska-Frazczek*, Corine Sandström, Lennart Kenne, Jacek Rybka, Magdalena Strus, Piotr Heczko, Andrzej Gamian
pp 2926–2932
During the structural investigation of the exopolysaccharide it was found that the repeating unit is a nonasaccharide, which is the largest repeating unit found in LAB
exopolysaccharides so far. Chemical structure of the EPS isolated from Lactobacillus rhamnosus KL37B.
Computational study of mutarotation in erythrose and threose pp 2933–2939
Ibon Alkorta*, Paul L.A. Popelier
Open Chain
H 2O
(H 2O) 2
Molecular dynamics simulation of the dissolution process of a cellulose triacetate-II nano-sized crystal in DMSO pp 2940–2947
Daichi Hayakawa, Kazuyoshi Ueda*, Chihiro Yamane, Hitomi Miyamoto, Fumitaka Horii
Furanose
A reevaluation of the epimeric and anomeric relationship of glucosides and galactosides in thermotropic liquid
crystal self-assemblies
Rauzah Hashim*, Seyed M. Mirzadeh, Thorsten Heidelberg, Hiroyuki Minamikawa, Tanaka Yoshiaki, Akhiko Sugimura
pp 2948–2956

Contents / Carbohydrate Research 346 (2011) 2825–2830 2829
NOTES
Stereoselective synthesis of b-N-glycosides through 2-deoxy-2-nitroglycal pp 2957–2959
Shaohua Xiang, Jimei Ma, Bala Kishan Gorityala, Xue-Wei Liu*
Covalent linkage of N-methyl-6-oxyquinolinium betaine to trehalose pp 2960–2964
Falko Berndt, Mohsen Sajadi, Nikolaus P. Ernsting, Rainer Mahrwald*
Photochemical conversion of the o-nitrobenzyl-C-glucoside to a sugar lactone pp 2965–2969
Michinari Kohri*, Takuma Kimura, Yoshihiro Shinoda, Tatsuo Taniguchi, Takayuki Nakahira
Green microwave-assisted synthesis of cellulose/calcium silicate nanocomposites in ionic liquids and recycled ionic
liquids
Ning Jia, Shu-Ming Li, Ming-Guo Ma*, Run-Cang Sun, Lei Zhu
pp 2970–2974

2830 Contents / Carbohydrate Research 346 (2011) 2825–2830
Investigation of a sulfate transfer during autohydrolysis of a fucoidan from the brown alga Fucus evanescens
by tandem ESIMS
Stanislav D. Anastyuk*, Natalia M. Shevchenko, Pavel S. Dmitrenok, Tatyana N. Zvyagintseva
1
H3C O
4
OR
RO
O
Autohydrolysis
- R=SO3 ,Ac
H
1
3C O
OR
ESIMS analysis
O 3
OR
H
1
3C O
4
OR
RO
O
Autohydrolysis
+D-Rib, D-Glc
1
H3C O
ESIMS analysis
OR
O 3
OR
-
[Fuc(SO3Na)-Na] 2-
[Fuc2(SO3Na)2-2Na] 2-
[FucGal(SO3Na)2-2Na] [Fuc4(SO3Na)3-3Na]
4-
[Fuc4(SO3Na)4-4Na] 3-
[Fuc6(SO3Na)4-4Na] 4-
[Fuc3(SO3Na)3-2Na] 2-
[Fuc6(SO3Na)3-3Na] 3-
[Fuc4(SO3Na)2-2Na] 2-
-
[Fuc2(SO3Na)-Na] [RibSO3Na-Na] -
[GlcSO 3Na-Na] -
pp 2975–2977
Chemical structure of the O-polysaccharide isolated from Pectobacterium atrosepticum SCRI 1039 pp 2978–2981
Małgorzata Czerwicka, Kinga Marszewska, Anna Bychowska, Halina Dziadziuszko, Krzysztof Brzozowski, Ewa Łojkowska,
Piotr Stepnowski, Zbigniew Kaczyński*
*Corresponding author
Supplementary data available via ScienceDirect
COVER
Three dimensional structure of the molecular complex formed upon interaction of hevein, a plant lectin isolated from Hevea Brasiliensis tree,
with the Manbeta1-4GlcNAcbeta14GlcNAcbetaAsn fragment of mammalian glycoproteins. The structure has been deduced by combination of
NMR methods and molecular modelling protocols. The molecular recognition mode involves the typical interactions present in the recognition
of neutral sugars by lectins, mainly CH-pi stacking interactions, hydrogen bonds and van der Waals forces. The figure has been designed by Dr.
Ana Ardá and represents the first part of an ongoing collaboration with Prof. Carlo Unverzagt, at the University of Bayreuth, performed with the
support of EUROCarbDB: http://www.eurocarbdb.org) and EU-NMR (http://www.eu-nmr.eu), and was presented at Tokyo during the XXV
International Carbohydrate Symposium on the occasion of the Whistler Award to Jesús Jiménez-Barbero.
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 which
is availabe on STN â International. Also covered in the abstract and citation database SciVerse Scopus â . Full text available on
SciVerse ScienceDirect â
ISSN 0008-6215