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Key Documents

D4407

Sigma-Aldrich

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

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

Certificates of Analysis (COA)

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Raphaël Dutoit et al.
Nucleic acids research, 38(19), e183-e183 (2010-08-13)
Diverse tools are available for performing genetic modifications of microorganisms. However, new methods still need to be developed for performing precise genomic engineering without introducing any undesirable side-alteration. Indeed for functional analyses of genomic elements, as well as for some
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)
Elzbieta Salinska et al.
The European journal of neuroscience, 19(11), 3042-3047 (2004-06-09)
Memory traces, once established, are no longer sensitive to disruption by metabolic inhibitors. However, memories reactivated by reminder are once again vulnerable, in a time-dependent manner, to amnestic treatment. To determine whether the metabolic events following a reminder recapitulate those
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.
S Bullock et al.
Journal of neurochemistry, 54(1), 135-142 (1990-01-01)
The interaction of the amnesic agent 2-deoxygalactose with fucose incorporation into glycoproteins in day-old chick forebrain has been studied with the aim of identifying glycoproteins whose synthesis is modified during memory formation. 2-Deoxygalactose inhibited total exogenous [14C]fucose incorporation into the

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