GDP-L-fucose disodium salt - ≥96% , CAS No.148296-47-3

CAS: 148296-47-3 Cat. No.: G407394 Molecular Weight: 633.31 PubChem CID: 135565374

GRADE & PURITY ≥96%

Synonyms

GUANOSINE 5'-(TRIHYDROGEN DIPHOSPHATE), P'-(6-DEOXY-.BETA.-L-GALACTOPYRANOSYL) ESTER, DISODIUM SALT | Guanosine5'-(trihydrogen diphosphate),p'-(6-deoxy-b-L-galactopyranosyl)ester | 1VG5M9827T | disodium guanosine-5'-diphosphofucose | DTXSID20163944 | GUAN

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

GDP-L-fucose disodium is a nucleotide sugar that is a key substrate for the biosynthesis of fucose oligosaccharides. GDP-L-fucose disodium provides the fucose moiety for the oligosaccharides. The formation of GDP-L-fucose disodium occurs through two pathways, the major de novo metabolic pathway and the minor remedial metabolic pathway.

Specifications

Synonyms

GUANOSINE 5'-(TRIHYDROGEN DIPHOSPHATE), P'-(6-DEOXY-.BETA.-L-GALACTOPYRANOSYL) ESTER, DISODIUM SALT | Guanosine5'-(trihydrogen diphosphate), p'-(6-deoxy-b-L-galactopyranosyl)ester | 1VG5M9827T | disodium guanosine-5'-diphosphofucose | DTXSID20163944 | GUAN

Specifications & Purity

≥96%

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.

Purity

≥96%

Names and Identifiers

• Canonical Smiles: CC1C(C(C(C(O1)OP(=O)([O-])OP(=O)([O-])OCC2C(C(C(O2)N3C=NC4=C3N=C(NC4=O)N)O)O)O)O)O.[Na+].[Na+]
• IUPAC Name: disodium;[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] [(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] phosphate
• InChIKey: BUWGXAMQXMUESR-JLTDHLQRSA-L
• INCHI: 1S/C16H25N5O15P2.2Na/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27;;/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27);;/q;2*+1/p-2/t4-,5+,7+,8+,9+,10+,11-,14+,15+;;/m0../s1
• Isomeric SMILES: C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)OP(=O)([O-])OP(=O)([O-])OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3N=C(NC4=O)N)O)O)O)O)O.[Na+].[Na+]
• PubChem CID: 135565374
• Molecular Weight: 633.31

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleotides
• Subclass: Purine nucleotide sugars
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine nucleotide sugars
• Alternative Parents: Purine ribonucleoside diphosphates Purine ribonucleoside monophosphates Pentose phosphates Glycosylamines Hypoxanthines 6-oxopurines Monosaccharide phosphates Organic pyrophosphates Pyrimidones Aminopyrimidines and derivatives N-substituted imidazoles Oxanes Alkyl phosphates Oxolanes Heteroaromatic compounds Vinylogous amides Secondary alcohols Azacyclic compounds Polyols Oxacyclic compounds Hydrocarbon derivatives Organic oxides Organic sodium salts Organic zwitterions Primary amines
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine nucleotide sugar - Purine ribonucleoside diphosphate - Purine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-oxopurine - Organic pyrophosphate - Hypoxanthine - Monosaccharide phosphate - Imidazopyrimidine - Purine - Aminopyrimidine - Pyrimidone - Monosaccharide - N-substituted imidazole - Phosphoric acid ester - Organic phosphoric acid derivative - Oxane - Alkyl phosphate - Pyrimidine - Azole - Heteroaromatic compound - Imidazole - Oxolane - Vinylogous amide - Secondary alcohol - Oxacycle - Azacycle - Organic alkali metal salt - Organoheterocyclic compound - Polyol - Organic salt - Organic oxygen compound - Organic sodium salt - Amine - Alcohol - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organic zwitterion - Primary amine - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine nucleotide sugars. These are purine 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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Molecular Weight: 633.300 g/mol
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 8
• Exact Mass: 633.046 Da
• Monoisotopic Mass: 633.046 Da
• Topological Polar Surface Area: 313.000 Ų
• Heavy Atom Count: 40
• Formal Charge: 0
• Complexity: 1020.000
• 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