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U4375

Sigma-Aldrich

Uridine 5′-diphospho-N-acetylglucosamine sodium salt

≥98%

Sinônimo(s):

UDP-GlcNAc, UDP-N-acetylglucosamine, UDPAG

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About This Item

Fórmula linear:
C17H25N3O17P2Na2
Número CAS:
91183-98-1
Peso molecular:
651.32
Número CE:
293-820-5
Número MDL:
MFCD00799985
Código UNSPSC:
41106305
ID de substância PubChem:
24900646
NACRES:
NA.51

fonte biológica

bakers yeast

Nível de qualidade

200

Ensaio

≥98%

forma

powder

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

[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

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

chave InChI

HXWKMJZFIJNGES-YZVFIFBQSA-L

Categorias relacionadas

Descrição geral

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.

Aplicação

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

Ações bioquímicas/fisiológicas

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).
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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Visite a Biblioteca de Documentos

Aksana A Labokha et al.
The EMBO journal, 32(2), 204-218 (2012-12-04)
Nuclear pore complexes (NPCs) control the traffic between cell nucleus and cytoplasm. While facilitating translocation of nuclear transport receptors (NTRs) and NTR·cargo complexes, they suppress passive passage of macromolecules 30 kDa. Previously, we reconstituted the NPC barrier as hydrogels comprising S.
Stephanie M Halmo et al.
The Journal of biological chemistry, 292(6), 2101-2109 (2016-12-10)
Disruption of the
Enhanced transfer of a photocross-linking N-acetylglucosamine (GlcNAc) analog by an O-GlcNAc transferase mutant with converted substrate specificity
Rodriguez AC, et al.
The Journal of biological chemistry, 290(37), 22638-22648 (2015)
A Golgi UDP-GlcNAc transporter delivers substrates for N-linked glycans and sphingolipids
Ebert B, et al.
Nature plants, 1-1 (2018)
Microsome-Based Assay for Analysis of Endoplasmic Reticulum to Golgi Transport in Mammalian Cells
Cell Biology, 209-214 (2006)
Exibir todos os documentos relacionados

Artigos

Glycosyltransferases: Tools for Synthesis and Modification of Glycans

The presence of multiple functional groups and stereocenters in complex carbohydrates makes them challenging targets for the organic chemist.

Glycosyltransferases

Glycosyltransferases were initially considered to be specific for a single glycosyl donor and acceptor, which led to the one enzyme-one linkage concept. Subsequent observations have refuted the theory of absolute enzymatic specificity by describing the transfer of analogs of some nucleoside mono- or diphosphate sugar donors.

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