Alternate synthesis to D-glycero- b-D-manno-heptose 1,7-biphosphate

作者：Sauvageau Janelle; Bhasin Milan; Guo Cynthia X; Adekoya Itunuoluwa A; Gray Owen Scott D; Oscarson Stefan; Guazzelli Lorenzo; Cox Andrew

来源：Carbohydrate Research, 2017, 450: 38-43.

DOI：10.1016/j.carres.2017.08.011

• D-glycero-beta-D-manno-heptose 1,7-biphosphate (HBP)
• Nuclear factor-kappa B (NF-kB)
• Pathogen-associated molecular pattern
• (PAMP)
• Wittig reaction
• TRAF-interacting with forkhead-associated
• domain protein A (TIFA)

D-glycero-b-D-manno-heptose 1,7-biphosphate (HBP) is an enzymatic intermediate in the biosynthesis of the heptose component of lipopolysaccharide (LPS), and was recently revealed to be a pathogenassociated molecular pattern (PAMP) that allows detection of Gram-negative bacteria by the mammalian immune system. Cellular detection of HBP depends upon its stimulation of a cascade that leads to the phosphorylation and assembly of the TRAF-interacting with forkhead-associated domain protein A (TIFA), which activates the transcription factor NF-kB. In this note, an alternate chemical synthesis of HBP is described and its biological activity is established, providing pure material for further assessing and exploiting the biological activity of this compound.

• 出版日期2017-10-10