Systematic synthesis of sulfur-containing p-nitrophenyl alpha-maltopentaoside derivatives for a differential assay of human alpha-amylases.

Article abstract of DOI:10.1271/bbb.57.821

For use in a differential assay of human alpha-amylases, a variety of 6(5)-S-substituted p-nitrophenyl alpha-maltopentaoside derivatives (6-54) were systematically synthesized via the key intermediate, p-nitrophenyl O-(2,3-di-O-acetyl-6-S-acetyl-4-O-benzoyl-6-thio-alpha-D-glucopyranosyl) - (-->4)-tris[O-(2,3,6-tri-O-acetyl-alpha-D-glucopyranosyl)-(1-->4)]-2,3,6 -tri-O-acetyl-alpha-D-glucopyranoside (4), which was easily prepared from p-nitrophenyl alpha-maltopentaoside (G5P) in four steps. The sulfoxide and sulfone derivatives were prepared by oxidizing the corresponding sulfides with m-chloroperbenzoic acid.

Full text of DOI:10.1271/bbb.57.821

This article was downloaded by: [North Dakota State University]
On: 17 November 2014, At: 18:52
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954 Registered office: Mortimer
House, 37-41 Mortimer Street, London W1T 3JH, UK
Bioscience, Biotechnology, and Biochemistry
Publication details, including instructions for authors and subscription information:
http://www.tandfonline.com/loi/tbbb20
Systematic Synthesis of Sulfur-containing p-
Nitrophenyl α-Maltopentaoside Derivatives for a
Differential Assay of Human α-Amylases
Kaori Ozawaa, Yukako Takia, Hideharu Ishidaa, Yukari Yamagataab, Shinji Satomuraab,
Makoto Kisoa & Akira Hasegawaa
a Department of Applied Bioorganic Chemistry, Gifu University, Gifu 501-11, Japan
b Osaka Research Laboratory, Wako Pure Chemical Industries Ltd., Takada-cho,
Amagasaki, Hyogo 661, Japan
Published online: 12 Jun 2014.
To cite this article: Kaori Ozawa, Yukako Taki, Hideharu Ishida, Yukari Yamagata, Shinji Satomura, Makoto Kiso & Akira
Hasegawa (1993) Systematic Synthesis of Sulfur-containing p-Nitrophenyl α-Maltopentaoside Derivatives for a Differential
Assay of Human α-Amylases, Bioscience, Biotechnology, and Biochemistry, 57:5, 821-828, DOI: 10.1271/bbb.57.821
To link to this article: http://dx.doi.org/10.1271/bbb.57.821
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the information (the “Content”) contained
in the publications on our platform. However, Taylor & Francis, our agents, and our licensors make no
representations or warranties whatsoever as to the accuracy, completeness, or suitability for any purpose of
the Content. Any opinions and views expressed in this publication are the opinions and views of the authors,
and are not the views of or endorsed by Taylor & Francis. The accuracy of the Content should not be relied
upon and should be independently verified with primary sources of information. Taylor and Francis shall
not be liable for any losses, actions, claims, proceedings, demands, costs, expenses, damages, and other
liabilities whatsoever or howsoever caused arising directly or indirectly in connection with, in relation to or
arising out of the use of the Content.
This article may be used for research, teaching, and private study purposes. Any substantial or systematic
reproduction, redistribution, reselling, loan, sub-licensing, systematic supply, or distribution in any
form to anyone is expressly forbidden. Terms & Conditions of access and use can be found at http://
www.tandfonline.com/page/terms-and-conditions

NII-Electronic Library Service

NII-Electronic Library Service

NII-Electronic Library Service

NII-Electronic Library Service

NII-Electronic Library Service

NII-Electronic Library Service

NII-Electronic Library Service

NII-Electronic Library Service