Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 8, Pages 2975-2981Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo8021692
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Funding
- NCI NIH HHS [R01 CA112483-01A2, P30CA21368, R01CA112483, R01 CA112483] Funding Source: Medline
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[GRAPHICS] Prenylcysteine derivatives are of interest for a variety of different biological reasons, including probing the CaaX protein processing pathway. A solid-phase synthesis protocol for the preparation of prenylcysteines using 2-chlorotrityl chloride resin as a solid support has been developed. A series of novel amide-modified farnesylcysteine analogs were synthesized in both high purity and yield under mild conditions. The farnesylcysteine analogs were evaluated using human isoprenylcysteine carboxyl methyltransferase as a biological target, and several new inhibitors, one with significantly enhanced potency, were identified.
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