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/REAXYS Number:
1723333
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.22
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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
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Certificates of Analysis (COA)
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Customers Also Viewed
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
Impairment of glycoprotein fucosylation in rat hippocampus and the consequences on memory formation.
R Jork et al.
Pharmacology, biochemistry, and behavior, 25(6), 1137-1144 (1986-12-01)
The intraventricular injection of 2-deoxy-D-galactose led to a dose- and time-dependent decrease in the fucosylation of hippocampal glycoproteins in rats whereas the incorporation of 3H-N-acetyl-glucosamine was not influenced. This effect is not related to an interference with fucose activating or
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
Effects of glucose analogues (2-deoxy-D-glucose, 2-deoxy-D-galactose) on experimental tumors
Laszlo, John and Humphreys, Stewart R and Goldin, Abraham
Journal of the National Cancer Institute, 24(2), 267-281 (1960)
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