Uridine 5′-diphospho-N-acetylglucosamine sodium salt

SIGMA/U4375 - ≥98%

Synonym: UDP-GlcNAc; UDP-N-acetylglucosamine; UDPAG

CAS Number: 91183-98-1
Empirical Formula (Hill Notation): C₁₇H₂₅N₃Na₂O₁₇P₂
Molecular Weight: 651.32
EC Number: 293-820-5
MDL Number: MFCD00799985
Linear Formula: C₁₇H₂₅N₃O₁₇P₂Na₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-U4375-25MG	25 mg	$91.20 1/EA	Add To Favorites
45-U4375-100MG	100 mg	$310.00 1/EA	Add To Favorites
45-U4375-500MG	500 mg	$935.00 1/EA	Add To Favorites
45-U4375-1G	1 g	$1620.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: U4375-100MG

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98%
InChI	1S/C17H27N3O17P2.2Na/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28;;/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28);;/q;2*+1/p-2/t7-,8-,10-,11-,12-,13-,14-,15-,16-;;/m1../s1
InChI key	HXWKMJZFIJNGES-YZVFIFBQSA-L
Quality Level	200
SMILES string	[Na+].[Na+].CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O
storage temp.	−20°C

Application:	Uridine 5′-diphospho-N-acetylglucosamine (UDP-GlcNAc) sodium salt has been used: • as a component of reaction cocktail in endoplasmic reticulum to Golgi transport assay • as a reference standard for the quantification of UDP-GlcNAc in liver tissues using high-performance liquid chromatography (HPLC) • in testing the glycosylation activity of O-GlcNAc transferase (OGT) against peptide substrate
Biochem/physiol Actions:	Donor substrate for transfer of GlcNAc to the dolichol precursor in the synthesis of N-glycans. UDP-GlcNAc also functions as the source of GlcNAc attached to serine/threonine residues by O-GlcNAc transferase (OGT) in O-GlcNAc signaling.
Biochem/physiol Actions:	Uridine 5′-diphospho-N-acetylglucosamine (UDP-GlcNAc) is a sugar donor and aids in the endomembrane glycosylation of endoplasmic reticulum and Golgi. The decreased levels of UDP-GlcNAc has an influence on the normal cellular proliferation and apoptosis. UDP-GlcNAc elicits feedback inhibition of the enzyme glutamine:fructose-6-phosphate amidotransferase (GFAT).
General description:	Uridine 5′-diphospho-N-acetylglucosamine (UDP-GlcNAc) is a nucleotide sugar. It is synthesized from glucose via the hexosamine biosynthetic pathway (HBP). UDP-GlcNAc is transported actively into Golgi, nucleotide sugar transporter (NST). The levels of UDP-GlcNAc is modulated by the concentration of nutrients exposed to the cell.
Other Notes:	Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. U4375.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Packaging:	1 g in poly bottle
Packaging:	25, 100, 500 mg in poly bottle

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	22-26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98%
Storage Temp.	−20°C
UNSPSC	41106305

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