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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:
103301-73-1
Molecular Weight:
649.30
MDL number:
MFCD00070120
UNSPSC Code:
41106305
PubChem Substance ID:
24895196
NACRES:
NA.51

Key Documents

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type

Type I

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SLCK4008
SLCC3110
SLBT0193
041M5154V
041M5154

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The coronary club.
M M Gilliland
Supervisor nurse, 10(3), 50-51 (1979-03-01)
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
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
Lysophospholipids facilitate COPII vesicle formation
Melero A, et al.
Current Biology, 28(12), 1950-1958 (2018)
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)
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