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D4407

Sigma-Aldrich

2-Deoxy-D-galactose

98%

Synonyme(s) :

2-Deoxy-D-lyxohexose

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About This Item

Formule empirique (notation de Hill):
C6H12O5
Numéro CAS:
1949-89-9
Poids moléculaire :
164.16
Numéro Beilstein :
1723333
Numéro CE :
217-765-3
Numéro MDL:
MFCD00014649
Code UNSPSC :
12352201
ID de substance PubChem :
24893869
Nomenclature NACRES :
NA.22

Pureté

98%

Forme

powder

Activité optique

[α]20/D +59.7°, c = 2 in H2O

Couleur

white to off-white

Pf

107 - 110 °C ((225 - 230 °F))
107-110 °C (lit.)

Chaîne SMILES 

OC[C@H]1OC(O)C[C@@H](O)[C@H]1O

InChI

1S/C6H12O5/c7-2-4-6(10)3(8)1-5(9)11-4/h3-10H,1-2H2/t3-,4-,5?,6-/m1/s1

Clé InChI

PMMURAAUARKVCB-DUVQVXGLSA-N

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Catégories apparentées

Description générale

2-Deoxy-D-galactose is a glucose analog that shows a wide range of biological activities such as inhibition of glycolysis and thereby tumor growth, interference with the biosynthetic processing of glycoproteins, antiviral activity, and hepatotoxicity. It is being extensively studied as trapping agents for phosphate and uridylate in mammalian cells due to its ability to interfere in the phosphate and nucleotide metabolism.

Application


  • FUT1-mediated terminal fucosylation acts as a new target to attenuate renal fibrosis.: This research investigates the role of 2-deoxy-D-galactose in modulating terminal fucosylation processes, revealing potential therapeutic pathways for treating renal fibrosis and enhancing the understanding of kidney disease mechanisms (Luo et al., 2023).

  • 2-D-gal Targets Terminal Fucosylation to Inhibit T-cell Response in a Mouse Skin Transplant Model.: Highlights the immunomodulatory potential of 2-deoxy-D-galactose in transplant medicine, showing how it can inhibit T-cell responses and contribute to the success of skin grafts, pointing towards new immunosuppressive treatments (Mao et al., 2023).

  • Inhibition of Aberrant α(1,2)-Fucosylation at Ocular Surface Ameliorates Dry Eye Disease.: Explores the therapeutic effects of 2-deoxy-D-galactose in treating dry eye disease by modulating specific fucosylation pathways, potentially opening new avenues for ocular surface treatment strategies (Yoon et al., 2021).

Autres remarques

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

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

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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2-Deoxy-D-galactose impairs the fucosylation of glycoproteins of rat liver and Morris hepatoma.
R Büchsel et al.
European journal of biochemistry, 111(2), 445-453 (1980-10-01)
T Platt
Molecular and cellular biology, 4(5), 994-996 (1984-05-01)
Analysis of 400 independent spontaneous mutations conferring 2-deoxygalactose resistance upon cells constitutive for the galactose pathway suggests that toxicity is due to 2-deoxygalactose-1-phosphate. Selection for and against growth on galactose in the same strain is now possible; application to systems
J A Gorman et al.
Genetics, 129(1), 19-24 (1991-09-01)
A technique which has the potential to allow repeated use of the same selectable marker to create gene disruptions in Candida albicans has been developed. In this approach, originally described for Saccharomyces cerevisiae, the selectable marker is flanked by direct
Matthew Z Anderson et al.
Nature communications, 10(1), 4388-4388 (2019-09-29)
Meiosis is a conserved tenet of sexual reproduction in eukaryotes, yet this program is seemingly absent from many extant species. In the human fungal pathogen Candida albicans, mating of diploid cells generates tetraploid products that return to the diploid state
Yaqin Wang et al.
Food chemistry, 285, 221-230 (2019-02-25)
The effect of dextran produced in situ by Weissella confusa on the structure and nutrition quality of whole grain pearl millet bread containing 50% of wheat flour was investigated. NMR spectroscopy analysis indicated that the dextran formed by the strain
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