Preparation and use of a photoactivatable glucose-6-phosphate analogue

A benzophenone-containing derivative of glucose-6-phosphate, 6-[(3-([2,3-3H2]-p-benzoyl dihydrocinnamidoylpropyl-1-oxy)phosphoryl]-D-glucopyranose ([3H]BZDC-Glc-6-P) was synthesized and employed to photoaffinity label proteins on intact rat liver microsomes. The use of a non-photoactivatable, UV-tra...

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Veröffentlicht in:	Bioorganic & medicinal chemistry letters 2000-03, Vol.10 (6), p.535-539
Hauptverfasser:	JIRONG PENG, PEI YAN CHEN, MARCHASE, R. B, PRESTWICH, G. D
Format:	Artikel
Sprache:	eng
Schlagworte:	Analytical, structural and metabolic biochemistry Animals Antiporters - metabolism Binding and carrier proteins Biological and medical sciences Fundamental and applied biological sciences. Psychology Glucose-6-Phosphate - analogs & derivatives Glucose-6-Phosphate - chemical synthesis Glucose-6-Phosphate - chemistry In Vitro Techniques Membrane Proteins - metabolism Microsomes, Liver - metabolism Monosaccharide Transport Proteins - metabolism Photoaffinity Labels - chemical synthesis Photochemistry Proteins Rats Subcellular Fractions - metabolism
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Zusammenfassung:	A benzophenone-containing derivative of glucose-6-phosphate, 6-[(3-([2,3-3H2]-p-benzoyl dihydrocinnamidoylpropyl-1-oxy)phosphoryl]-D-glucopyranose ([3H]BZDC-Glc-6-P) was synthesized and employed to photoaffinity label proteins on intact rat liver microsomes. The use of a non-photoactivatable, UV-transparent desoxy analogue of BZDC, named p-benzyldihydrocinnamoyl (BnDC), is introduced as a general method to achieve competition when hydrophilic ligands are modified with hydrophobic photophores.
ISSN:	0960-894X 1464-3405
DOI:	10.1016/S0960-894X(00)00043-3