196197-29-2Relevant academic research and scientific papers
Conformationally locked isostere of phosphoSer-cis-Pro inhibits Pin1 23-fold better than phosphoSer-trans-Pro isostere
Wang, Xiaodong J.,Xu, Bailing,Mullins, Ashley B.,Neiler, Freda K.,Etzkorn, Felicia A.
, p. 15533 - 15542 (2004)
Stereoisomeric cis and trans substrate analogues for Pin1 were designed and synthesized. The central phosphoSer-Pro core of the Pin1 substrate was replaced by cis and trans amide isosteres in Ac-Phe-Phe-pSer-Ψ[(Z and E)CH=C]-Pro-Arg-NH2, 1 and
Efficient, diastereoselective chemical synthesis of a beta-mannopyranosyl phosphoisoprenoid.
Crich,Dudkin
, p. 3941 - 3943 (2000)
[reaction: see text] Tetrabutylammonium benzyl dihydrophytylphosphate was coupled to S-phenyl 2,3-di-O-benyl-4, 6-O-benzylidene-1-thio-alpha-D-mannopyranoside S-oxide on activation with triflic anhydride in toluene at -78 degrees C to give the corresponding beta-mannosyl phosphate in 56% yield with no detectable formation of the alpha-anomer. Treatment with sodium in liquid ammonia then afforded the unprotected beta-mannosyl phosphoisoprenoid.
Confirmation of the connectivity of 4,8,12,16,20-pentamethylpentacosylphoshoryl β-D-mannopyranoside, an unusual β-mannosyl phosphoisoprenoid from Mycobacterium avium, through synthesis
Crich, David,Dudkin, Vadim
, p. 2263 - 2266 (2007/10/03)
The synthesis of the title glycolipid is reported. Comparison of the electrospray and high-energy collision-induced dissociation mass spectra of the synthetic material with those reported for the isolate confirm the structure of this unusual antigenic substance with its modified isoprenoid chain.
