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Synthesis of 2-NBDLG, a fluorescent derivative of l-glucosamine; the antipode of d-glucose tracer 2-NBDG |
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| Authors: | Toshihiro Yamamoto Yuji Nishiuchi Hideaki Matsuoka |
| Institution: | a Peptide Institute, Inc., Saito Research Center, Ibaraki, Osaka 567-0085, Japan b Department of Biotechnology and Life Science Faculty of Technology, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan c Department of Physiology, Hirosaki University Graduate School of Medicine, Hirosaki, Aomori 036-8562, Japan |
| Abstract: | 2-N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)amino]-2-deoxy-l-glucose 2-NBDLG] (2) is a long-awaited control substance compensating the non-specific uptake of 2-NBDG (1), which has been widely used as a fluorescent tracer for monitoring d-glucose uptake into single, living cells. A new synthetic method of optically pure l-glucosamine, which is not available as a natural product, has been developed. The first and one-step synthesis of 2-NBDLG (2) from l-glucosamine is also described. |
| Keywords: | l-Glucosamine" target="_blank">l-Glucosamine 2-NBDG 2-NBDLG GLUTs SGLTs Glucose uptake |
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