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GDP-L-fucose

CAT: 0013-GTR19243665-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19243665-01Size:500 mg
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Description
GDP-L-fucose is a nucleotide sugar that is a key substrate for the biosynthesis of fucose oligosaccharides, providing the fucose moiety for the oligosaccharides.The formation of GDP-L-fucose occurs through two pathways, the major ab initio metabolic pathway and the minor remedial metabolic pathway.
CAS Number
15839-70-0
Purity
>98% (HPLC)
Solubility
In Vitro: H2O : 250 mg/mL (424.20 mM; Ultrasonic)
Smiles
O[C@H]1[C@H] (N2C3=C (N=C2) C (=O) N=C (N) N3) O[C@H] (COP (OP (O[C@@H]4[C@@H] (O) [C@H] (O) [C@H] (O) [C@H] (C) O4) (=O) O) (=O) O) [C@H]1O
Molecular Formula
C16H25N5O15P2
Molecular Weight
589.34
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Guanosine Diphosphate Fucose

GDP-L-fucose is a GDP-fucose in which the fucosyl residue has L-configuration. It is a conjugate acid of a GDP-L-fucose(2-).

CAS Number15839-70-0
PubChem CID135412609
IUPAC Name[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl] hydrogen phosphate
Molecular FormulaC16H25N5O15P2
Molecular Weight589.3
XLogP-5.7
Topological Polar Surface Area307
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count17
Rotatable Bond Count8
Heavy Atom Count38
Formal Charge0
Complexity1040
SMILES
C[C@H]1[C@H]([C@H]([C@@H](C(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
InChI
InChI=1S/C16H25N5O15P2/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)/t4-,5+,7+,8+,9+,10+,11-,14+,15?/m0/s1
InChIKey
LQEBEXMHBLQMDB-QIXZNPMTSA-N
Chemical Structure
2D Structure
2D structure of Guanosine Diphosphate Fucose
CAS: 15839-70-0
CID: 135412609
Formula: C16H25N5O15P2
MW: 589.3
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight589.3
XLogP3-5.7
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count17
Rotatable Bond Count8
Exact Mass589.08223910
Monoisotopic Mass589.08223910
Topological Polar Surface Area307 Ų
Heavy Atom Count38
Formal Charge0
Complexity1040
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes