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Merck

U4375

Uridine 5′-diphospho-N-acetylglucosamine sodium salt

≥98%, from bakers yeast, powder

동의어(들):

UDP-GlcNAc, UDP-N-acetylglucosamine, UDPAG

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제품정보 (DICE 배송 시 비용 별도)

Linear Formula:
C17H25N3O17P2Na2
CAS 번호:
Molecular Weight:
651.32
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
293-820-5
MDL number:
Assay:
≥98%
Biological source:
bakers yeast
Form:
powder
Solubility:
water: 50 mg/mL, clear to hazy, colorless
Storage temp.:
−20°C
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제품 이름

Uridine 5′-diphospho-N-acetylglucosamine sodium salt, ≥98%

biological source

bakers yeast

Quality Level

assay

≥98%

form

powder

solubility

water: 50 mg/mL, clear to hazy, colorless

storage temp.

−20°C

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

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

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.

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.
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).

저장 등급

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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)
Thanuja Gangi Setty et al.
ACS omega, 5(48), 30923-30936 (2020-12-17)
Several pathogenic bacteria import and catabolize sialic acids as a source of carbon and nitrogen. Within the sialic acid catabolic pathway, the enzyme N-acetylmannosamine kinase (NanK) catalyzes the phosphorylation of N-acetylmannosamine to N-acetylmannosamine-6-phosphate. This kinase belongs to the ROK superfamily
A Golgi UDP-GlcNAc transporter delivers substrates for N-linked glycans and sphingolipids
Ebert B, et al.
Nature plants, 1-1 (2018)

문서

LC-MS/MS method quantifies similar polar nucleotide activated sugars using Supel™ Carbon LC column for simultaneous analysis.

Enzymatic glycosyltransferase specificity challenges the one enzyme-one linkage concept.

Explore tools for glycosyltransferase synthesis and modification of glycans, such as glycosyltransferases and nucleotide sugar donors.

Understand sialic acid structure, function, signaling, and modifications. Easily find products for sialic acid research.

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