Analogs of farnesyl pyrophosphate incorporating internal benzoylbenzoate esters: Synthesis, inhibition kinetics and photoinactivation of yeast protein farnesyltransferase

Tetrahedron Letters

Volumn 37, Issue 28, 1996, Pages 4845-4848

  Turek, Tammy C ^a   Gaon, Igor ^a   Distefano, Mark D ^a  

^a University of Minnesota   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID DERIVATIVE; BENZOPHENONE DERIVATIVE; PROTEIN FARNESYLTRANSFERASE; PROTEIN FARNESYLTRANSFERASE INHIBITOR; PYROPHOSPHORIC ACID DERIVATIVE;

ACYLATION; ARTICLE; CHLORINATION; COMPETITIVE INHIBITION; ENZYME INACTIVATION; ENZYME INHIBITION; ENZYME KINETICS; ESTERIFICATION; FAST ATOM BOMBARDMENT MASS SPECTROMETRY; HYDROXYLATION; NUCLEAR MAGNETIC RESONANCE; OXIDATION; PHOTOACTIVATION; PHOTOCHEMISTRY; REVERSED PHASE LIQUID CHROMATOGRAPHY; STEREOCHEMISTRY; SYNTHESIS;

EID: 0030575420     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00972-0     Document Type: Article

References (22)

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12. +, calcd. 196.0735, found 196.0740. Yield (from 2): 25%.
13. +: calcd. 386.0915, found 386.0916. Yield: 57%.
14. +, calcd. 310.1205, found 310.1218. mp: 63-65°C. Yield: 69%.
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16. +, calcd. 493.0, found 492.9. Yield (from 6b): 48%.
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22. 15. Photolysis reactions were conducted at 4 °C in a UV Rayonet Mini-Reactor equiped with 8 RPR-3500° lamps. All reactions (1 mL) were performed in silinized quartz test tubes (10 x 45 mm) with PFTase (38 nM). Where appropriate, reactions contained inhibitor (1a, 33 μM; 1b, 8.8 μM) and FPP (100 μM).