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1
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Mycobacterial cell wall components
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Fraser-Reid, B., Tatsuta, K., Thiem, J., Eds.; Springer-Verlag: Berlin, Germany
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(a) Lowary, T. L. Mycobacterial cell wall components. In Glycoscience: Chemistry and Chemical Biology; Fraser-Reid, B., Tatsuta, K., Thiem, J., Eds.; Springer-Verlag: Berlin, Germany, 2001; pp 2005-2080.
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Lowary, T.L.1
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(a) Ayers, J. D.; Lowary, T. L.; Morehouse, C. B.; Besra, G. S. Bioorg. Med. Chem. Lett. 1998, 8, 437.
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0037039902
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(d) Yin, H.; D'Souza, F. W.; Lowary, T. L. J. Org. Chem. 2002, 67, 892.
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Yin, H.1
D'Souza, F.W.2
Lowary, T.L.3
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13
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0035843442
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(e) McGurk, P.; Chang, G. X.; Lowary, T. L.; McNeil, M.; Field, R. A. Tetrahedron Lett. 2001, 42, 2231.
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McGurk, P.1
Chang, G.X.2
Lowary, T.L.3
McNeil, M.4
Field, R.A.5
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14
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0028789224
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(a) Mikusová, K.; Slayden, R. A.; Besra, G. S.; Brennan, P. J. Antimicrob. Agents Chemother. 1995, 39, 2484.
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Mikusová, K.1
Slayden, R.A.2
Besra, G.S.3
Brennan, P.J.4
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15
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0028925099
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(b) Deng, L.; Mikusová, K.; Robuck, K. G.; Scherman, M.; Brennan, P. J.; McNeil, M. R. Antimicrob. Agents Chemother. 1995, 39, 694.
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Deng, L.1
Mikusová, K.2
Robuck, K.G.3
Scherman, M.4
Brennan, P.J.5
McNeil, M.R.6
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16
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0029855066
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(c) Khoo, K.-H.; Douglas, E.; Azadi, P.; Inamine, J. M.; Besra, G. S.; Mikusová, K.; Brennan, P. J.; Chatterjee, D. J. Biol. Chem. 1996, 271, 28682-28690.
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Khoo, K.-H.1
Douglas, E.2
Azadi, P.3
Inamine, J.M.4
Besra, G.S.5
Mikusová, K.6
Brennan, P.J.7
Chatterjee, D.8
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17
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0029977936
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Biosynthesized from 5-phosphoribose pyrophosphate (pRpp): (a) Scherman, M. S.; Kalbe-Boumonville, L.; Bush, D.; Xin, Y.; Deng, L.; McNeil, M. J. Biol. Chem. 1996, 271, 29652.
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Scherman, M.S.1
Kalbe-Boumonville, L.2
Bush, D.3
Xin, Y.4
Deng, L.5
McNeil, M.6
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18
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0028824206
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(b) Scherman, M.; Weston, A.; Duncan, K.; Whittington, A.; Upton, R.; Deng, L.; Comber, R.; Friedrich, J. E.; McNeil, M. J. Bacteriol. 1995, 177, 7125.
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Scherman, M.1
Weston, A.2
Duncan, K.3
Whittington, A.4
Upton, R.5
Deng, L.6
Comber, R.7
Friedrich, J.E.8
McNeil, M.9
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19
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0031444647
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Incorporation of arabinose into AG has been shown through the use of radiolabeled 3 and mycobacterial membrane extracts. In addition, incubation of small oligosaccharide substrates with 3, in the presence ofa mycobacterial membrane preparation, led to the formation of an oligesaccharide with additional β-(1→2) and α(1→5) linkages (Lee, R. E.; Brennan, P. J.; Besra, G. S. Glycobiology 1997, 7, 1121). The lack of α-(1→3) linkages was attributed to either instability or absence of α-(1→3) AraT activity in the membrane preparation, or the possibility that this enzyme recognizes oligosaccharide substrates larger than those investigated. It is also conceivable that another activated donor (e.g., a sugar nucleotide) is used by this AraT. The presence of UDP-Araf in mycobacteria has been reported (Singh, S.; Hogan S. E. Microbios 1994, 77, 217), but incorporation of this donor into arabinan has not been demonstrated.
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(1997)
Glycobiology
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Lee, R.E.1
Brennan, P.J.2
Besra, G.S.3
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20
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0028187872
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Incorporation of arabinose into AG has been shown through the use of radiolabeled 3 and mycobacterial membrane extracts. In addition, incubation of small oligosaccharide substrates with 3, in the presence ofa mycobacterial membrane preparation, led to the formation of an oligesaccharide with additional β-(1→2) and α(1→5) linkages (Lee, R. E.; Brennan, P. J.; Besra, G. S. Glycobiology 1997, 7, 1121). The lack of α-(1→3) linkages was attributed to either instability or absence of α-(1→3) AraT activity in the membrane preparation, or the possibility that this enzyme recognizes oligosaccharide substrates larger than those investigated. It is also conceivable that another activated donor (e.g., a sugar nucleotide) is used by this AraT. The presence of UDP-Araf in mycobacteria has been reported (Singh, S.; Hogan S. E. Microbios 1994, 77, 217), but incorporation of this donor into arabinan has not been demonstrated.
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(1994)
Microbios
, vol.77
, pp. 217
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Singh, S.1
Hogan, S.E.2
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22
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0002492589
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Synthesis of glycosyl phosphate mimics
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Chapleur, Y., Ed.; Wiley-VCH: Weinheim, Germany
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Nicotra, F. Synthesis of glycosyl phosphate mimics. In Carbohydrate Mimics; Chapleur, Y., Ed.; Wiley-VCH: Weinheim, Germany, 1998.
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Nicotra, F.1
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23
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(a) Brooks, G.; Edwards, P. D.; Hatto, J. D. I.; Smale, T. C. Southgate, R. Tetrahedron 1995, 29, 7999.
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Brooks, G.1
Edwards, P.D.2
Hatto, J.D.I.3
Smale, T.C.4
Southgate, R.5
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25
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0028284152
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(a) Boyd, E. A.; Regan, A. C.; James, K. Tetrahedron Lett. 1994, 35, 4223.
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Boyd, E.A.1
Regan, A.C.2
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(b) Boyd, E. A.; Regan, A. C.; James, K. Tetrahedron Lett. 1992, 33, 813.
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Boyd, E.A.1
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Maryanoff, B. E.; Nortey, S. O.; Inners, R. R.; Campbell, S. A.; Reitz, A. B.; Liotta, D. Carbohydr. Res. 1987, 171, 259.
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Inners, R.R.3
Campbell, S.A.4
Reitz, A.B.5
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Teulade, M. P.; Savignac, P.; Aboujaoude, E. E.; Collignon, N. J. Organomet. Chem. 1986, 312, 283.
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Nicotra, F.; Panza, L.; Russo, G.; Senaldi, A.; Burlini, N.; Tortora, P. J. Chem. Soc., Chem. Commun. 1990, 1396.
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31P spectral data previously reported for 14: McClard, R. W.; Tsimikas, S.; Schriver, K. E. Arch. Biochem. Biophys. 1986, 245, 282.
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43
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2242450768
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note
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2, Pd/C, but were unsuccessful. Under these conditions, decomposition of the substrate was observed, which we attribute to the formation of a palladium-πallyl complex from the allyl phosphonate.
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44
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2242437366
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note
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Iatrobeads refers to a beaded silica gel 6RS-8060, which is manufactured by Iatron Laboratories (Tokyo).
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