Alternate synthesis to d-glycero-β-d-manno-heptose 1,7-biphosphate.
作者： Janelle Sauvageau , Milan Bhasin , Cynthia X. Guo , Itunuoluwa A. Adekoya , Scott D. Gray-Owen
DOI: 10.1016/J.CARRES.2017.08.011
关键词:
摘要: d-glycero-β-d-manno-heptose 1,7-biphosphate (HBP) is an enzymatic intermediate in the biosynthesis of heptose component lipopolysaccharide (LPS), and was recently revealed to be a pathogen-associated molecular pattern (PAMP) that allows detection Gram-negative bacteria by mammalian immune system. Cellular HBP depends upon its stimulation cascade leads phosphorylation assembly TRAF-interacting with forkhead-associated domain protein A (TIFA), which activates transcription factor NF-κB. In this note, alternate chemical synthesis described biological activity established, providing pure material for further assessing exploiting compound.
core.ac.uk 
sci-hub.se 参考文章(18)
R. G. Gaudet, A. Sintsova, C. M. Buckwalter, N. Leung, A. Cochrane, J. Li, A. D. Cox, J. Moffat, S. D. Gray-Owen, Cytosolic detection of the bacterial metabolite HBP activates TIFA-dependent innate immunity Science. ,vol. 348, pp. 1251- 1255 ,(2015) , 10.1126/SCIENCE.AAA4921
Rebecca J Malott, Bernd O Keller, Ryan G Gaudet, Shannon E McCaw, Christine CL Lai, Wendy N Dobson-Belaire, J Leigh Hobbs, Frank St. Michael, Andrew D Cox, Trevor F Moraes, Scott D Gray-Owen, Neisseria gonorrhoeae-derived heptose elicits an innate immune response and drives HIV-1 expression Proceedings of the National Academy of Sciences of the United States of America. ,vol. 110, pp. 10234- 10239 ,(2013) , 10.1073/PNAS.1303738110
Alla Zamyatina, Sabine Gronow, Michael Puchberger, Andrea Graziani, Andreas Hofinger, Paul Kosma, Efficient chemical synthesis of both anomers of ADP l-glycero- and d-glycero-d-manno-heptopyranose Carbohydrate Research. ,vol. 338, pp. 2571- 2589 ,(2003) , 10.1016/S0008-6215(03)00319-7
David Crich, Vadim Dudkin, Efficient, Diastereoselective Chemical Synthesis of a β-Mannopyranosyl Phosphoisoprenoid Organic Letters. ,vol. 2, pp. 3941- 3943 ,(2000) , 10.1021/OL006725P
Subramaniam Sabesan, Susana Neira, Synthesis of glycosyl phosphates and azides Carbohydrate Research. ,vol. 223, pp. 169- 185 ,(1992) , 10.1016/0008-6215(92)80015-S
John S. Brimacombe, Abul K.M. Kabir, Convenient syntheses of l-glycero-d-manno-heptose and d-glycero-d-manno-heptose☆ Carbohydrate Research. ,vol. 152, pp. 329- 334 ,(1986) , 10.1016/S0008-6215(00)90316-1
Liangbing Wang, Hua Huang, Henry H. Nguyen, Karen N. Allen, Patrick S. Mariano, Debra Dunaway-Mariano, Divergence of Biochemical Function in the HAD Superfamily: D-Glycero-D-manno-heptose 1,7-bisphosphate Phosphatase, GmhB Biochemistry. ,vol. 49, pp. 1072- 1081 ,(2010) , 10.1021/BI902018Y
R. K. Hulyalkar, J. K. N. Jones, M. B. Perry, THE SYNTHESIS OF D-glycero-D-manno-HEPTOSE Canadian Journal of Chemistry. ,vol. 41, pp. 1490- 1492 ,(1963) , 10.1139/V63-202
John S. Brimacombe, Abul K.M.S. Kabir, The synthesis of some seven-carbon sugars via the osmylation of olefinic sugars Carbohydrate Research. ,vol. 150, pp. 35- 51 ,(1986) , 10.1016/0008-6215(86)80004-0
Hacer Güzlek, Andrea Graziani, Paul Kosma, A short synthesis of D-glycero-D-manno-heptose 7-phosphate. Carbohydrate Research. ,vol. 340, pp. 2808- 2811 ,(2005) , 10.1016/J.CARRES.2005.10.003