D4407
2-Deoxy-D-galactose
98%
Synonym(s):
2-Deoxy-D-lyxohexose
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About This Item
Empirical Formula (Hill Notation):
C6H12O5
CAS Number:
Molecular Weight:
164.16
Beilstein:
1723333
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
powder
optical activity
[α]20/D +59.7°, c = 2 in H2O
color
white to off-white
mp
107 - 110 °C ((225 - 230 °F))
107-110 °C (lit.)
SMILES string
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
InChI key
PMMURAAUARKVCB-DUVQVXGLSA-N
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General description
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).
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
S P Rose et al.
Behavioral and neural biology, 48(2), 246-258 (1987-09-01)
When day-old chicks are trained on a passive avoidance task there is enhanced synthesis of glycoproteins. Bilateral intracerebral injections of 20 mumole of 2-deoxygalactose (2-D-gal), administered just before and just after training on the task, produce amnesia for the avoidance.
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The Trapping of Uridine Phosphates by d-Galactosamine, d-Glucosamine, and 2-Deoxy-d-galactose: A Study on the Mechanism of Galactosamine Hepatitis
Keppler, Dietrich OR and Rudigier, J
European Journal of Biochemistry, 17(2), 246-253 (1970)
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