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Key Documents

G5131

Sigma-Aldrich

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

Type I, ≥97% (HPLC)

Synonyme(s) :

GDP-Man, GDP-mannose

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About This Item

Formule linéaire :
C16H23N5O16P2Na2
Numéro CAS:
Poids moléculaire :
649.30
Numéro MDL:
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Type

Type I

Niveau de qualité

Pureté

≥97% (HPLC)

Température de stockage

−20°C

Chaîne SMILES 

[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);;

Clé InChI

MEXITZOHWLXZKR-UHFFFAOYSA-N

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Description générale

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.

Actions biochimiques/physiologiques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

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)

Articles

The presence of multiple functional groups and stereocenters in complex carbohydrates makes them challenging targets for the organic chemist.

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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