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G7502

Sigma-Aldrich

Guanosine 5′-diphosphoglucose sodium salt

Synonym(s):

GDP-Glc, GDP-Glucose, GDPG

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About This Item

Empirical Formula (Hill Notation):
C16H25N5O16P2
CAS Number:
103301-72-0
Molecular Weight:
605.34
MDL number:
MFCD00070118
UNSPSC Code:
41106305
PubChem Substance ID:
24895308
NACRES:
NA.51

storage temp.

−20°C

SMILES string

[Na].NC1=NC(=O)c2ncn(C3OC(COP(O)(=O)OP(O)(=O)OC4OC(CO)C(O)C(O)C4O)C(O)C3O)c2N1

InChI

1S/C16H25N5O16P2.Na.H/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15;;/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28);;

InChI key

MEXITZOHWLXZKR-UHFFFAOYSA-N

Application

Guanosine 5′-diphosphoglucose (GDP-Glucose) is a nucleotide sugar donor substrate for glucosylation reactions mediated by enzymes called glucosyltransferases. GDP-Glucose provides a source of enzyme-available glucose residues for attachment to a wide range of polysaccharide structures.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCG8336
SLBV4262
SLBR3452V
036K7036
050K7038

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Paramita Chaudhuri et al.
Biochimica et biophysica acta, 1790(5), 368-374 (2009-03-18)
Purified trehalose-6-phosphate synthase (TPS) of Saccharomyces cerevisiae was effective over a wide range of substrates, although differing with regard to their relative activity. Polyanions heparin and chondroitin sulfate were seen to stimulate TPS activity, particularly when a pyrimidine glucose nucleotide
Aaron H Liepman et al.
Proceedings of the National Academy of Sciences of the United States of America, 102(6), 2221-2226 (2005-01-14)
Glucuronoarabinoxylan, xyloglucan, and galactomannan are noncellulosic polysaccharides found in plant cell walls. All consist of beta-linked glycan backbones substituted with sugar side chains. Although considerable progress has been made in characterizing the structure of these polysaccharides, little is known about
Joana Costa et al.
Journal of bacteriology, 189(5), 1648-1654 (2006-12-26)
The pathway for the synthesis of glucosylglycerate (GG) in the thermophilic bacterium Persephonella marina is proposed based on the activities of recombinant glucosyl-3-phosphoglycerate (GPG) synthase (GpgS) and glucosyl-3-phosphoglycerate phosphatase (GpgP). The sequences of gpgS and gpgP from the cold-adapted bacterium
Corbin J Zea et al.
Biopolymers, 79(2), 106-113 (2005-07-12)
The glycogen synthase found in Pyrococcus furiosus is a hyperthermophilic biocatalyst that transfers the glucose portion of nucleotide-diphosphoglucose onto a growing carbohydrate biopolymer chain at 80 degrees C. In contrast to the mesophilic rabbit muscle glycogen synthase, the biocatalyst from
Carlos Gustavo Baptista et al.
BMC microbiology, 15, 269-269 (2015-11-22)
Nucleotide sugar transporters (NSTs) play an essential role in translocating nucleotide sugars into the lumen of the endoplasmic reticulum and Golgi apparatus to be used as substrates in glycosylation reactions. This intracellular transport is an essential step in the biosynthesis
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Articles

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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