Uridine 5’-Diphospho-N-acetylglucosamine Disodium Salt - ≥98% , CAS No.91183-98-1

CAS: 91183-98-1 Cat. No.: U134893 Molecular Weight: 651.32 EC Number: 293-820-5 PubChem CID: 16069658

GRADE & PURITY ≥98%

Synonyms

UDP-GlcNAc | UDPAG | UDP-GlcNAc Disodium Salt | AKOS037646463 | DTXSID401036036 | Uridine 5'-diphospho-N-acetylglucosamine disodium salt | UDP-N-acetyl-D-glucosamine disodium salt | UDPAG | Uridine 5'-diphospho-N-acetylglucosamine sodium salt, >=98% | UDP

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

Synonyms

UDP-GlcNAc | UDPAG | UDP-GlcNAc Disodium Salt | AKOS037646463 | DTXSID401036036 | Uridine 5'-diphospho-N-acetylglucosamine disodium salt | UDP-N-acetyl-D-glucosamine disodium salt | UDPAG | Uridine 5'-diphospho-N-acetylglucosamine sodium salt, >=98% | UDP

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

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.UD

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC(=O)NC1C(C(C(OC1OP(=O)([O-])OP(=O)([O-])OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)CO)O)O.[Na+].[Na+]
• IUPAC Name: disodium;[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] phosphate
• InChIKey: HXWKMJZFIJNGES-YZVFIFBQSA-L
• 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
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1OP(=O)([O-])OP(=O)([O-])OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O)CO)O)O.[Na+].[Na+]
• WGK Germany: 3
• PubChem CID: 16069658
• Molecular Weight: 651.32

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleotides
      • Subclass Pyrimidine nucleotide sugars

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleotides
• Subclass: Pyrimidine nucleotide sugars
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine nucleotide sugars
• Alternative Parents: Pyrimidine ribonucleoside diphosphates Pentose phosphates N-acyl-alpha-hexosamines Glycosylamines Monosaccharide phosphates Organic pyrophosphates Pyrimidones Alkyl phosphates Hydropyrimidines Oxanes Vinylogous amides Heteroaromatic compounds Acetamides Tetrahydrofurans Secondary alcohols Lactams Ureas Secondary carboxylic acid amides Azacyclic compounds Oxacyclic compounds Primary alcohols Organonitrogen compounds Hydrocarbon derivatives Organopnictogen compounds Organic zwitterions Organic oxides Carbonyl compounds Organic sodium salts
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine nucleotide sugar - Pyrimidine ribonucleoside diphosphate - Pentose phosphate - Pentose-5-phosphate - N-acyl-alpha-hexosamine - Glycosyl compound - N-glycosyl compound - Organic pyrophosphate - Monosaccharide phosphate - Pyrimidone - Organic phosphoric acid derivative - Oxane - Monosaccharide - Phosphoric acid ester - Alkyl phosphate - Hydropyrimidine - Pyrimidine - Heteroaromatic compound - Acetamide - Vinylogous amide - Tetrahydrofuran - Carboxamide group - Lactam - Urea - Secondary carboxylic acid amide - Secondary alcohol - Carboxylic acid derivative - Azacycle - Organic alkali metal salt - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Alcohol - Organic nitrogen compound - Organic oxygen compound - Primary alcohol - Organopnictogen compound - Organic oxide - Organic zwitterion - Organic salt - Organic sodium salt - Carbonyl group - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: DMSO: 10mM( < 1 mg/ml refers to the product slightly soluble or insoluble )
• Molecular Weight: 651.300 g/mol
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 10
• Exact Mass: 651.045 Da
• Monoisotopic Mass: 651.045 Da
• Topological Polar Surface Area: 306.000 Ų
• Heavy Atom Count: 41
• Formal Charge: 0
• Complexity: 1060.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Meng Qiao, Junjie Zhang, Jingmin Li, Lu Xing, Xue Zhou, Yunchang Xie, Xing Zhang.  (2023)  Self-assembly immobilization of a universal catalytic microreactor for glycosyltransferases.  PROCESS BIOCHEMISTRY,      [PMID:] [10.1016/j.procbio.2023.09.004]

2. Jiao Li, Ruiyang Li, Na Shang, Yan Men, Yi Cai, Yan Zeng, Weidong Liu, Jiangang Yang, Yuanxia Sun.  (2024)  Enzymatic Synthesis of Novel Terpenoid Glycoside Derivatives Decorated with N-Acetylglucosamine Catalyzed by UGT74AC1.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:38867497] [10.1021/acs.jafc.4c02832]

3. Wanning Gao, Shengyuan Shi, Youcong Li, Fangyuan Liu, Yudi Cheng, Jie Zheng, Meng Qiao, Shuai Yuan, Xing Zhang.  (2026)  DNA-directed assembly of core-satellite MOF structures for spatially compartmentalized multi-enzyme cascade catalysis.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2026.173137]