Synthesis of dolichyl phosphate derivatives with fluorescent label at the omega-end of the chain, new tools to study protein glycosylation.
Derivatives of dolichyl phosphate (Dol-P) with 2-aminopyridine or 1-aminonaphtalene fluorophore groups at the omega-end of the chain were synthesized. These products serve as substrates for recombinant yeast Dol-P-mannose synthase. Fluorescence resonance energy transfer between a Trp residue of the enzyme and the 1-aminonaphtalene group of the Dol-P analogue was demonstrated.
Shibaev
V N
VN
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow. shiba@ioc.ac.ru
Veselovsky
V V
VV
Lozanova
A V
AV
Maltsev
S D
SD
Danilov
L L
LL
Forsee
W T
WT
Xing
J
J
Cheung
H C
HC
Jedrzejas
M J
MJ
D015057:1-Naphthylamine / Q000737:chemistry; D000631:Aminopyridines / Q000737:chemistry; D004288:Dolichol Phosphates / Q000138:chemical synthesis*; D005456:Fluorescent Dyes / Q000138:chemical synthesis*; D006023:Glycoproteins / Q000737:chemistry*; D007700:Kinetics; D008364:Mannosyltransferases / Q000378:metabolism; D013379:Substrate Specificity; D015003:Yeasts / Q000201:enzymology
D000631:Aminopyridines; D004288:Dolichol Phosphates; D005456:Fluorescent Dyes; D006023:Glycoproteins; D015057:1-Naphthylamine; D008364:Mannosyltransferases; C022755:dolichyl-phosphate beta-D-mannosyltransferase; C032439:alpha-aminopyridine