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CAS 77481-62-0

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Phenyl α-D-thiomannopyranoside

Description:
Phenyl α-D-thiomannopyranoside is a glycoside derived from mannose, characterized by the presence of a phenyl group and a thiol (-SH) functional group. This compound typically exists as a white to off-white solid and is soluble in polar organic solvents. Its structure features a pyranose ring, which is a six-membered cyclic form of sugar, with the thiol group substituting for the hydroxyl group at the anomeric carbon. The α configuration indicates that the hydroxyl group on the anomeric carbon is oriented downward in the Haworth projection. This compound is of interest in biochemical research, particularly in studies involving carbohydrate-protein interactions and glycosylation processes. It may also serve as a substrate or inhibitor in enzymatic reactions involving glycosidases. Additionally, due to the presence of the thiol group, it can participate in redox reactions, making it relevant in various synthetic and biological applications. Safety data should be consulted before handling, as with any chemical substance.
Formula:C12H16O5S
InChI:InChI=1S/C12H16O5S/c13-6-8-9(14)10(15)11(16)12(17-8)18-7-4-2-1-3-5-7/h1-5,8-16H,6H2/t8-,9-,10+,11+,12-/m1/s1
InChI key:InChIKey=OVLYAISOYPJBLU-LDMBFOFVSA-N
SMILES:S([C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)C2=CC=CC=C2
Synonyms:
  • Phenyl 1-thio-α-<span class="text-smallcaps">D</span>-mannopyranoside
  • Phenyl α-<span class="text-smallcaps">D</span>-thiomannopyranoside
  • Phenyl1-thio-a-D-mannopyranoside
  • α-<span class="text-smallcaps">D</span>-Mannopyranoside, phenyl 1-thio-
  • Phenyl 1-thio-α-D-mannopyranoside
  • Phenyl α-D-thiomannopyranoside
  • α-D-Mannopyranoside, phenyl 1-thio-
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