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Benzyl 2-azido-2-deoxy-a-D-galactopyranoside

Benzyl 2-azido-2-deoxy-a-D-galactopyranoside

Catalog Number:
C003142142BIO
Mfr. No.:
MB16619
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      • Overview

        • Benzyl 2-azido-2-deoxy-a-D-galactopyranoside (α-OBn GalN3) is a compound based on the structural features of α-OBn GalNAc. It features an azide functionality at C2 instead of the N-acetyl. α-OBn GalN3 inhibits glycosyltransferases responsible for O-GalNAc-type glycosylation and induces apoptosis in PC/AA/C1/SB10C and HCA7/C29 cells. The compound was tested at 0.5 mM for 4 days with different colorectal cell lines and showed an inhibition of cell growth. α-OBn GalN3 was also used as an intermediate for the total synthesis of (+)-Neocarzinostatin chromophore.

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      • Properties
        • Alternative Name
          Phenylmethyl 2-azido-2-deoxy-a-D-galactopyranoside
          CAS Number
          166907-09-1
          Molecular Formula
          C13H17N3O5
          Molecular Weight
          295.29 g/mol
          Note
          There is no hazardous surcharge associated with this product.
          There is no special packaging charge associated with this product.

          * For research use only. Not for human or veterinary use

      • Reference

        • Patsos et al (2009) O-Glycan inhibitors generate aryl-glycans, induce apoptosis and lead to growth inhibition in colorectal cancer cell lines. Glycobiology. 19:382-398
          Meyers et al (1998). Total Synthesis of (+)-Neocarzinostatin Chromophore. Journal of the American Chemical Society. 120:5319-5320

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