2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-5-thio-a-D-glucopyranose Chemical Properties

Boiling point:

546.2±50.0 °C(Predicted)

Density 

1.31±0.1 g/cm3(Predicted)

pka

13.37±0.70(Predicted)

2-Acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-5-thio-a-D-glucopyranose Usage And Synthesis

Uses

Ac4-5SGlcNAc is a pro-inhibitor of carbohydrate-based glycosyltransferases (OGTs). Ac4-5SGlcNAc inhibits o-GlcN acylation and interferes with the effects of o-GlcN on neural induction of human embryonic stem cells (hESCs), and reduces the invasive phenotype of breast cancer cells. Ac4-5SGlcNAc also targets other carbohydrate-processing enzymes[1].

References

[1] Barkovskaya A, et al. Inhibition of O-GlcNAc transferase activates tumor-suppressor gene expression in tamoxifen-resistant breast cancer cells. Sci Rep. 2020 Oct 12;10(1):16992. DOI:10.1038/s41598-020-74083-z
[2] Andres LM, et al. Chemical Modulation of Protein O-GlcNAcylation via OGT Inhibition Promotes Human Neural Cell Differentiation. ACS Chem Biol. 2017 Aug 18;12(8):2030-2039. DOI:10.1021/acschembio.7b00232