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Carbohydrate Research Vol. 370, 2013
Contents
FULL PAPERS
Synthesis
A new type of rearrangement in branched-chain carbohydrates: isomerization of 3-C-branched aldoses pp 1–8
Zuzana Hricovíniová*, Miloš Hricovíni
O
H
HO
CH3
HO
H
H
OHHOH
OH
O
H
HO
OH
H3C
H
H
OHHOH
OH
Mo(VI)
MW 5 min
O
H
HOHO
H
H
OHHOH
OH
O
H
HO
OH
H
H
OHHOH
OH
Mo(VI)
MW 5 minH2C=HC
H2C=CH
6
7
11
12
Synthesis and biological activity of hydroxylated analogues of KRN7000 (a-galactosylceramide) pp 46–66
Masao Shiozaki*, Takuya Tashiro, Hiroyuki Koshino, Tomokuni Shigeura, Hiroshi Watarai, Masaru Taniguchi, Kenji Mori
OHO
HO
OHHO
ONH
O
59 (RCAI-147)
C12H25OH
C23H47
OH OH
OH
HO
OH
73 (RCAI-160)
OHO
HO
HO
OC14H29
OH
OHNH
OHO
C22H45HO
OH
OH
These two hydroxylated analogues of KRN7000 showed activity for EAE suppression.
A novel synthesis of ethyl carbonate derivatives of b-cyclodextrin pp 82–85
Dechao Huang, Yimin Zhang*, Huiying Zhang
O
O
7
OH
OHHO
70-130°C, DMF
O
O
7-n
OH
OHHO
O
O
n (n=0~4)
OCOOCH2CH3
OHHO+
O
O
O
CH2CH3
CH2CH3
+ CH3CH2OHK2CO3
iii
Contents lists available at SciVerse ScienceDirect
Carbohydrate Research
journal homepage: www.elsevier .com/locate /carres
Biochemistry and Enzymes
Deactivation of chloroperoxidase by monosaccharides (DD-glucose, DD-galactose, and DD-xylose) pp 72–75
Rixiao Jin, Chaonan Li, Lifei Zhi, Yucheng Jiang*, Mancheng Hu, Shuni Li, Quanguo Zhai
Characterization, Naturalproducts
Structural characterization of novel extracellular liamocins (mannitol oils) produced by Aureobasidium pullulans strainNRRL 50380
pp 24–32
Neil P.J. Price*, Pennapa Manitchotpisit, Karl E. Vermillion, Michael J. Bowman, Timothy D. Leathers
CH2OH
HHO
HHO
OHH
OHH
CH2O
O OH O
O OH O
O OH O
O OH OH
Liamocins B1 and B2
(OAc)
Improved homopolymer separation to enable the application of 1H NMR and HPLC for the determination of the reactionparameters of the graft copolymerization of acrylic acid onto starch
pp 38–45
Judy R. Witono, Jan Henk Marsman, Inge-Willem Noordergraaf*, Hero J. Heeres, Leon P.B.M. Janssen
Cholestane steroid glycosides from the rhizomes of Dioscorea villosa (wild yam) pp 86–91
Zulfiqar Ali, Troy J. Smillie, Ikhlas A. Khan*
O
O
H
H H
H
OH
O
OH
O
HO
OH
HOHOO
HO OH
HO
2
O
O
H
H H
H
OH
OH
OH
O
HO
OH
HOHO
O
HO OH
HO
1
iv Contents / Carbohydrate Research 370 (2013) iii–vi
NOTES
Synthesis
Improved and large-scale synthesis of different protected DD-glucuronals pp 19–23
Hannes Mikula*, Dominik Matscheko, Markus Schwarz, Christian Hametner, Johannes Fröhlich
Biochemistry and Enzymes
The structure of an alternative wall teichoic acid produced by a Lactobacillus plantarum WCFS1 mutant contains a1,5-linked poly(ribitol phosphate) backbone with 2-a-DD-glucosyl substitutions
pp 67–71
Satoru Tomita, Pieter de Waard, Edwin J. Bakx, Henk A. Schols, Michiel Kleerebezem*, Peter A. Bron
Characterization, Naturalproducts
Isolation and characterization of new minor triterpenoid saponins from the buds of Lonicera macranthoides pp 76–81
Jiang Liu, Jing Zhang, Feng Wang, Yuan-feng Zou, Xing-fu Chen*
O
R1O
HO
OR2
3-721
12
34 5
67
89
10
11
12
1314
1516
17
18
19 20 21
22
28
2324
25 26
27
29 30
O
R1O
HO
OR21
2
34 5
67
89
10
11
12
1314
1516
17
18
19
22
28
2324
25 26
27
H20
21
2930
O
R1O
HO
OR21
2
34 5
67
89
10
11
12
1314
1516
17
18
19 20 21
22
28
2324
25 26
27
29 30
Polysaccharides
The structural elucidation of the Salmonella enterica subsp. enterica, reveals that it contains both O-factors 4 and 5on the LPS antigen
pp 9–12
Cristina De Castro*, Rosa Lanzetta, Serena Leone, Michelangelo Parrilli, Antonio Molinaro
Biological repeating unitA B CD
EF
G
H
I
L, M
5.05.15.25.35.4 ppmppm
I
O-factor 4: R = HO-factor 5: R = 2-OAc
-Abep-(1R
3)-D-Manp-(1 4)- -L-Rhap-(1 3)- -D-Galp-(1 2)- -D-Manp-(1 4)- -L-Rhap-(1 3)- -D-Galp-(1
nL, M
-Abep-(1R
3)
D,H
I, I E, F
A, B
I, I
E, F
C, G
Biological repeating unitA B CD
EF
G
H
I
L, M
5.05.15.25.35.4 ppmppm
IA B C
D
EF
G
H
I
L, M
5.05.15.25.35.4 5.05.15.25.35.4 ppmppm
I
O-factor 4: R = HO-factor 5: R = 2-OAc
-Abep-(1R
3)-D-Manp-(1 4)- -L-Rhap-(1 3)- -D-Galp-(1 2)- -D-Manp-(1 4)- -L-Rhap-(1 3)- -D-Galp-(1
nL, M
-Abep-(1R
3)
D,H
I, I E, F
A, B
I, I
E, F
C, G-Abep-(1R
3)-D-Manp-(1 4)- -L-Rhap-(1 3)- -D-Galp-(1 2)- -D-Manp-(1 4)- -L-Rhap-(1 3)- -D-Galp-(1
nL, M
-Abep-(1R
3)
D,H
I, I E, F
A, B
I, I
E, F
C, G
Contents / Carbohydrate Research 370 (2013) iii–vi v
A b-glucan from the alkaline extract of a somatic hybrid (PfloVv5FB) of Pleurotus florida and Volvariella volvacea:structural characterization and study of immunoactivation
pp 13–18
Kankan K. Maity, Sukesh Patra, Biswajit Dey, Sanjoy K. Bhunia, Soumitra Mandal, Birendra Bahera, Tapas K. Maiti,Samir R. Sikdar, Syed S. Islam*
Tin-catalyzed efficient conversion of carbohydrates for the production of 5-hydroxymethylfurfural in the presenceof quaternary ammonium salts
pp 33–37
Guo Tian, Xinli Tong*, Yi Cheng, Song Xue*
CHOOHHHOOHHOHH
CH2OH
OOH
SnCl4-TBAB
O
TBAB: tetrabutyl ammonium bromide
H
Yield = 69.1%
Surcose, Inulin,starch and cellulose
*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
vi Contents / Carbohydrate Research 370 (2013) iii–vi