P-GlcNAc
Control compound for experiments utilizing glucosamine derivatives
Product ID: | SV6528 |
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Synonyms: | Ac4GlcNAc |
Tags: | Control compound, N-Acetyl-Glucosamine |
Product | Price | Estimated Shipping Time | Purchase |
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€125.00 | 1-3 days | |
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€225.00 | 1-3 days | |
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€525.00 | 1-3 days |
Product information
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Function
P-GlcNAc is a control compound for labeling/inhibition experiments utilizing acetylated glucosamine derivatives P-GlcNAc4D, P-GlcNAc6Ac, P-GlcNAz, P-GlcNPoc, P-GlcNTFA
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Mode of action
P-GlcNAc is taken up by cells via passive diffusion because this compound contains O-acetyl (OAc) groups. These groups make the molecule more lipophilic so that it can passively diffuse over mammalian cell membranes. Inside cells, these O-acetyl groups are removed via non-specific esterase releasing N-acetylglucosamine and acetic acid. It is possible that at high concentrations, the released acetic acid or the partially acetylated intermediates are toxic. In addition, at high concentrations, non-specific reactions of acetylated precursors and cysteine residues have been observed.2 At low µM concentrations, these effects may be negligible but it is advisable to use a control compounds such as P-GlcNAc. Finally, P-GlcNAc may be used to boost intracellular GlcNAc levels. It has for example been shown that P-Neu5Ac can be used to boost intracellular neuraminic acid levels.3
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Applications
Control compound for labeling/inhibition experiments utilizing acetylated glucosamine derivatives. P-GlcNAc4D, P-GlcNAc6Ac, P-GlcNAz, P-GlcNPoc, P-GlcNTFA
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Handling
P-GlcNAc is soluble in a mixture of DMSO and PBS and is added to cell culture from a stock solution.
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Chemical Information
CAS No.: 14086-90-9
SMILES: O=C(C)OC1[C@H](NC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1
Chemical formula: C16H23NO10
Molecular weight: 389.35
Purity: > 95%
Identity: 1H NMR
Shipping temperature: 20°C
Storage temperature: -20°C
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