دورية أكاديمية
Effect of aglycon structure on saccharide elongation by cells.
| العنوان: | Effect of aglycon structure on saccharide elongation by cells. |
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| المؤلفون: | Kimura T; Institute of Industrial Science, The University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505, Japan (phone: +81-3-54526356); Division of Material Science, Graduate School of Science and Engineering, Saitama University, 255 Shimo-okubo, Sakura-ku, Saitama 338-8570, Japan., Kasuya MC, Hatanaka K, Matsuoka K |
| المصدر: | Chemistry & biodiversity [Chem Biodivers] 2015 Feb; Vol. 12 (2), pp. 239-47. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Verlag Helvetica Chimica Acta Country of Publication: Switzerland NLM ID: 101197449 Publication Model: Print Cited Medium: Internet ISSN: 1612-1880 (Electronic) Linking ISSN: 16121872 NLM ISO Abbreviation: Chem Biodivers Subsets: MEDLINE |
| أسماء مطبوعة: | Original Publication: Zürich, Switzerland : Hoboken, NJ : Verlag Helvetica Chimica Acta ; Distributed in the USA by Wiley, c2004- |
| مواضيع طبية MeSH: | Glucosamine/*chemistry , Glycolipids/*chemistry , Oligosaccharides/*biosynthesis, Animals ; Cell Line, Tumor ; Glucosamine/metabolism ; Glycolipids/metabolism ; Glycosylation ; Melanoma, Experimental/metabolism ; Melanoma, Experimental/pathology ; Mice ; Oligosaccharides/chemistry |
| مستخلص: | Alkyl N-acetyl-β-D-glucosaminide (GlcNAc primers) with different aglycon moieties were synthesized and used to determine the effect of the aglycon structure on cellular saccharide elongation. Dodecyl N-acetyl-β-D-glucosaminide (GlcNAc-C12), tridecan-7-yl N-acetyl-β-D-glucosaminide (GlcNAc-2C6), and pentacosan-13-yl N-acetyl-β-D-glucosaminide (GlcNAc-2C12) primers were synthesized by glycosylation of dodecan-1-ol, tridecan-7-ol, and pentacosan-13-ol, respectively, with peracetylglucosamine. These primers were introduced to mouse B16 melanoma cells to prepare glycolipids. After 48 h incubation, results showed that GlcNAc-C12 was elongated to give NeuAc-Gal-GlcNAc-C12. GlcNAc-2C6 was also elongated to afford Gal-GlcNAc-2C6 and NeuAc-Gal-GlcNAc-2C6. On the other hand, GlcNAc-2C12 primer was not elongated. Significantly, the results demonstrated that the amount of glycosylated product increased 1.5-times by modifying the aglycon structure of GlcNAc from C12 to 2 C6 despite having almost the same number of C-units. (Copyright © 2015 Verlag Helvetica Chimica Acta AG, Zürich.) |
| فهرسة مساهمة: | Keywords: Alkyl glycoside primer; Mouse melanoma B16 cells; N-Acetyl-β-D-glucosamine; Saccharide chain elongation |
| المشرفين على المادة: | 0 (Glycolipids) 0 (Oligosaccharides) N08U5BOQ1K (Glucosamine) |
| تواريخ الأحداث: | Date Created: 20150214 Date Completed: 20151026 Latest Revision: 20150214 |
| رمز التحديث: | 20221213 |
| DOI: | 10.1002/cbdv.201400278 |
| PMID: | 25676505 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 1612-1880 |
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| DOI: | 10.1002/cbdv.201400278 |