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Merck
CN

SML2310

Thiodigalactoside

≥98% (HPLC)

Synonym(s):

Thiodigalactoside, β-D-Galactopyranosyl 1-thio-β-D-galactopyranoside, D-Galactopyranosylthio-β-D-galactopyranoside, TDG, D-Galactopyranosyl-β-D-thiogalactopyranoside

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About This Item

Empirical Formula (Hill Notation):
C12H22O10S
CAS Number:
51555-87-4
Molecular Weight:
358.36
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00057491

Key Documents

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SMILES string

S([C@@H]2O[C@@H]([C@@H]([C@@H]([C@H]2O)O)O)CO)C1O[C@@H]([C@@H]([C@@H]([C@H]1O)O)O)CO

InChI

1S/C12H22O10S/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5+,6+,7+,8+,9-,10-,11+,12?/m1/s1

InChI key

SYKYBMOFPMXDRQ-VVLLKYQZSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

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Biochem/physiol Actions

Thiodigalactoside (TDG)is a potent inhibitor of galectin-1 (GAL1) that suppress tumor growth by inhibiting multiple cancer enhancing activities of galectin-1, including immune cell dysregulation, angiogenesis and protection against oxidative stress. Thiodigalactoside reverses galectin-1-induced cisplatin resistance in HCC cells. Thiodigalactoside significantly reduces body weight gain in diet-induced obese rats.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000519454
0000519454
0000442524
0000442524
0000413026

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Yu-Chi Su et al.
PloS one, 11(2), e0148408-e0148408 (2016-02-10)
Hepatocellular carcinoma (HCC) is one of the most common cancers in Taiwan. Although chemotherapy is the primary treatment for HCC patients, drug resistance often leads to clinical failure. Galectin-1 is a beta-galactoside binding lectin which is up-regulated in HCC patients
S Aggarwal et al.
Oral diseases, 22(5), 445-453 (2016-03-24)
Thiodigalactoside (TDG), a synthetic inhibitor of β-galactoside-binding protein (β-GBP) suppresses tumour growth by inhibiting multiple cancer enhancing activities of β-GBP. Hence, we attempted to understand whether disruption of β-GBP functions and indirect inhibition of Treg cells by TDG affect the
Isabel Pablos et al.
Cell reports, 37(4), 109892-109892 (2021-10-22)
The main viral protease (3CLpro) is indispensable for SARS-CoV-2 replication. We delineate the human protein substrate landscape of 3CLpro by TAILS substrate-targeted N-terminomics. We identify more than 100 substrates in human lung and kidney cells supported by analyses of SARS-CoV-2-infected
Hilal Ahmad Parray et al.
International journal of molecular sciences, 16(7), 14441-14463 (2015-06-30)
Previously, galectin-1 (GAL1) was found to be up-regulated in obesity-prone subjects, suggesting that use of a GAL1 inhibitor could be a novel therapeutic approach for treatment of obesity. We evaluated thiodigalactoside (TDG) as a potent inhibitor of GAL1 and identified

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