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Carbohydrate Research Vol. 366, 2013 Contents FULL PAPERS Synthesis Synthesis of a fluorescent acceptor substrate for glycosyltransferases involved in the assembly of O-antigens of enterohemorrhagic Escherichia coli O157 and O5 pp 17–24 Anna N. Vinnikova, Tatyana N. Druzhinina, Leonid L. Danilov, Natalia S. Utkina, Vladimir I. Torgov, Vladimir V. Veselovsky, Shuo Wang, Bin Liu, Lei Wang, Inka Brockhausen* O O P O P O O O - O - O HO O OH OH O OH HO O OH AcHN 9 O O P O P O O O - O - O OH O OH AcHN 9 Substrate Product A O HO O OH OH O O P O P O O O - O - O OH O OH AcHN 9 Product B OH HO a b Synthesis of highly branched anionic a-glucans by thermostable phosphorylase-catalyzed a-glucuronylation pp 38–44 Yasutaka Takemoto, Hironori Izawa, Yuta Umegatani, Kazuya Yamamoto, Akiko Kubo, Michiyo Yanase, Takeshi Takaha, Jun-ichi Kadokawa* A convenient and highly stereoselective method for synthesis of octahydropyrano[3,2-b]pyrrole derivatives pp 55–62 Xiaofeng Ma, Qin Tang, Jun Ke, Haibo Wang, Wei Zou, Huawu Shao* O BnO BnO O OBn R 1 O R 2 NH 2 , AcOH, NaBH(OAc) 3 CH 2 Cl 2 , rt R 1 = Me,3 R 1 = H,4 6a-6p O OBn N BnO OBn R2 R1 iii Contents lists available at SciVerse ScienceDirect Carbohydrate Research journal homepage: www.elsevier.com/locate/carres
Transcript

Carbohydrate Research Vol. 366, 2013

Contents

FULL PAPERS

Synthesis

Synthesis of a fluorescent acceptor substrate for glycosyltransferases involved in the assembly of O-antigens ofenterohemorrhagic Escherichia coli O157 and O5

pp 17–24

Anna N. Vinnikova, Tatyana N. Druzhinina, Leonid L. Danilov, Natalia S. Utkina, Vladimir I. Torgov, Vladimir V. Veselovsky,Shuo Wang, Bin Liu, Lei Wang, Inka Brockhausen*

OOPOP

O O

O- O-

O

HOO

OH

OH

O

OH

HO

O

OH

AcHN

9

OOPOP

O O

O- O-

O

OH

O

OH

AcHN

9

Substrate

Product A

O

HOO

OH

OH

OOPOP

O O

O- O-

O

OH

O

OH

AcHN

9

Product B

OH

HO

a

b

Synthesis of highly branched anionic a-glucans by thermostable phosphorylase-catalyzed a-glucuronylation pp 38–44

Yasutaka Takemoto, Hironori Izawa, Yuta Umegatani, Kazuya Yamamoto, Akiko Kubo, Michiyo Yanase, Takeshi Takaha,Jun-ichi Kadokawa*

A convenient and highly stereoselective method for synthesis of octahydropyrano[3,2-b]pyrrole derivatives pp 55–62

Xiaofeng Ma, Qin Tang, Jun Ke, Haibo Wang, Wei Zou, Huawu Shao*

OBnO

BnO

O

OBn

R1

O

R2NH2, AcOH, NaBH(OAc)3

CH2Cl2, rt

R1 = Me,3R1 = H,4

6a-6p

O

OBnNBnO

OBn

R2

R1

iii

Contents lists available at SciVerse ScienceDirect

Carbohydrate Research

journal homepage: www.elsevier .com/locate /carres

Biochemistry and Enzymes

Mode of action of a b-(1fi6)-glucanase from Penicillium multicolor pp 6–16

Takeshi Hattori, Yasuna Kato, Shuji Uno, Taichi Usui*

Endo-type

Saccharifyng-type

β-(1 6)-glucan

Fast

Slow

Extremely slow

G-G-G-G-G-G-G-G-G-G-G-G-G-G-G*

G-G-G·····G-G-G-G-G-G-G-G-G·····G-G-G*

G-G-G-G-G-G-G-G-G-G*

G-G*

Cleavage siteG GlcG* Glc (reducing-end)− β-(1 6)-linkage

DP>15

DP 15

DP 10

DP=1, 2

G-G-G*G-G-G-G* DP=3, 4

G*

Very slow

Endo-type

Saccharifyng-type

β-(1 6)-glucan

Fast

Slow

Extremely slow

G-G-G-G-G-G-G-G-G-G-G-G-G-G-G*

G-G-G·····G-G-G-G-G-G-G-G-G·····G-G-G*

G-G-G-G-G-G-G-G-G-G*

G-G*

Cleavage siteG GlcG* Glc (reducing-end)− β-(1 6)-linkage

DP>15

DP 15

DP 10

DP=1, 2

G-G-G*G-G-G-G* DP=3, 4

G*

Very slow

Polysaccharides

Amounts and compositional analysis of glycosaminoglycans in the tissue of fish pp 25–32

Kazuya Arima, Hiroyuki Fujita, Ryosuke Toita, Ayaka Imazu-Okada, Nao Tsutsumishita-Nakai, Naoko Takeda, Yasuhiro Nakao,Hui Wang, Manami Kawano, Kenya Matsushita, Haruna Tanaka, Shin Morimoto, Ayumi Nakamura, Masahiro Kitagaki,Yuka Hieda, Ryuya Hatto, Ayako Watanabe, Takeru Yumura, Takashi Okuhara, Hiroki Hayashi, Katsuhiko Shimizu,Kiyoshi Nakayama, Shinya Masuda, Yukio Ishihara, Shunsuke Yoshioka, Shinobu Yoshioka, Seizo Shirade, Jun-ichi Tamura*

Glycosaminoglycans (GAGs) such as chondroitin sulfate (CS), dermatan sulfate (DS), and hyaluronic acid were isolated from unused fishes and inedible parts of fish. The amountsof GAGs contained in the tissues and ratios of CS/DS differed remarkably among fish. The dorsal fin of the yellowfin sole contained more than 1300 mg of CS–DS per 100 g ofdefatted-dry tissue.

The study of the core part and non-repeating elements of the O-antigen of Brucella lipopolysaccharide pp 33–37

Joanna Kubler-Kielb, Evgeny Vinogradov*

The design of a capsule polysaccharide conjugate vaccine against Campylobacter jejuni serotype HS15 pp 45–49

Lisa Bertolo, Cheryl P. Ewing, Alexander Maue, Frederic Poly, Patricia Guerry, Mario A. Monteiro*

iv Contents / Carbohydrate Research 366 (2013) iii–v

Determination of chitosan with a modified acid hydrolysis and HPLC method pp 50–54

Bo Li, Jiali Zhang, Fen Bu, Wenshui Xia*

NOTES

Synthesis

Transformation of the (2-nitrophenyl)acetyl protecting group in the presence of trichloroacetonitrile and1,8-diazabicyclo[5,4,0]-undec-7-ene

pp 1–5

Jean-Claude Jacquinet*

O O

O

O

NO2

O

O

O

NO2

HOOR OROR

H, Cl

Cl3C-CN

DBU

Zn / NH4Cl

or Thiourea

*Corresponding authorSupplementary data available via SciVerse ScienceDirect

COVER

Carbohydrate synthesis and different functional supports are synergistically combined to generate new tools for biosensing, imaging, andtherapeutics.

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

Contents / Carbohydrate Research 366 (2013) iii–v v


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