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51555-87-4, D-Galactopyranosyl-b-D-thiogalactopyranoside, CAS:51555-87-4

51555-87-4,D-Galactopyranosyl-b-D-thiogalactopyranoside,
CAS:51555-87-4
C12H22O10S / 358.362
MFCD00057491

(D-Galactopyranosyl)-b-D-thiogalactopyranoside

Galectins are a family of glycan-binding lectins with diverse regulatory roles in physiological processes. They have significant roles in inflammation and cancer. Thiodigalactoside is a diglycan that binds galectins-1, -3, -8, and -9 with Kd values between 24 and 78 µM. It is used to investigate the roles of these galectins in cell signaling and carcinogenesis.

CAS Number51555-87-4
Product NameThiodigalactoside
IUPAC Name(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyloxane-3,4,5-triol
Molecular FormulaC12H22O10S
Molecular Weight358.36 g/mol
InChIInChI=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 KeySYKYBMOFPMXDRQ-ZFDCCPEWSA-N
SMILESC(C1C(C(C(C(O1)SC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
Synonymsgalactopyranosyl 1-thio-beta-D-galactopyranoside, galactopyranosyl-1-thiogalactopyranoside, galactosyl-1-thio-beta-D-galactopyranoside, galactosyl-beta-D-thiogalactosylpyranoside, GalSGal, GBTGP, TDG cpd, thiodigalactoside, thiodigalactoside, (beta-D-Gal)-isomer, thiodigalactoside, (beta-D-galactopyranosyl)-isomer
Canonical SMILESC(C1C(C(C(C(O1)SC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
Isomeric SMILESC([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)S[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O)O)O


CAS No: 51555-87-4 Synonyms: ThiodigalactosideTDG MDL No: MFCD00057491 Chemical Formula: C12H22O10S Molecular Weight: 358.362
References: 1. Litjens R, Hoogerhout P, Filippov D, Codée J, et al., J. Carbohydr. Chem. 2005, Vol24, No7, p755-769


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