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G5131

Sigma-Aldrich

Guanosine 5′-diphospho-D-mannose sodium salt from Saccharomyces cerevisiae

Type I, ≥97% (HPLC)

Synonym(s):

GDP-Man, GDP-mannose

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About This Item

Linear Formula:
C16H23N5O16P2Na2
CAS Number:
Molecular Weight:
649.30
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

type

Type I

Quality Level

Assay

≥97% (HPLC)

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

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General description

Guanosine 5′-diphospho-D-mannose (GDP-D-mannose) is present in high cytosolic levels in Saccharomyces cerevisiae. It is crucial for protein mannosylation. GDP-D-mannose is an important precursor to produce GDP-l-fucose.

Application

Guanosine 5′-diphospho-D-mannose sodium salt from Saccharomyces cerevisiae has been used as a nucleotide sugar in transglycosylation enzymatic assay and hydrolysis based catalytic reactions with S-glycosyltransferases (SunS).
Guanosine 5′-diphospho-D-mannose sodium salt has been used as a component of ATP regeneration system for in vitro vesicle formation from Saccharomyces cerevisiae microsomes. It has also been used as a component of the buffer for mannosyl transferase activity assay.

Biochem/physiol Actions

Guanosine diphosphate mannose (GDP-mannose) is a nucleotide sugar substrate for glycosyltransferase (mannosylation) reactions mediated by mannosyltransferases.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Direct investigation of the Aspergillus GDP-mannose transporter by STD NMR spectroscopy.
Andrea Maggioni et al.
Chembiochem : a European journal of chemical biology, 12(16), 2421-2425 (2011-09-29)
Two KTR Mannosyltransferases Are Responsible for the Biosynthesis of Cell Wall Mannans and Control Polarized Growth in Aspergillus fumigatus
Henry C, et al.
mBio, 10(1), e02647-e02618 (2019)
Lysophospholipids facilitate COPII vesicle formation
Melero A, et al.
Current Biology, 28(12), 1950-1958 (2018)
N Smirnoff
Philosophical transactions of the Royal Society of London. Series B, Biological sciences, 355(1402), 1455-1464 (2000-12-29)
Ascorbate (vitamin C) can reach very high concentrations in chloroplasts (20-300 mM). The pool size in leaves and chloroplasts increases during acclimation to high light intensity and the highest concentrations recorded are in high alpine plants. Multiple functions for ascorbate
Daniel C Turnock et al.
Eukaryotic cell, 6(8), 1450-1463 (2007-06-15)
The cell surface glycoconjugates of trypanosomatid parasites are intimately involved in parasite survival, infectivity, and virulence in their insect vectors and mammalian hosts. Although there is a considerable body of work describing their structure, biosynthesis, and function, little is known

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