N-Acetyl-S-farnesyl-L-cysteine (AFC) (CAS 135304-07-3)
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N-Acetyl-S-farnesyl-L-cysteine (AFC)is a synthetically derivatized cysteine amino acid inhibitor of S-farnesylcysteine carboxyl methyltransferase enzymes. These enzymes recognize N-Acetyl-S-farnesyl-L-cysteine (AFC) as a substrate through the farnesyl moiety, and occupation of the binding site blocks processing of farnesylated proteins by the enzyme. Carboxyl methylation of farnesylated proteins is an important modification that regulates protein function. Blockade of methyltransferase processing of platelet rap1 proteins by N-Acetyl-S-farnesyl-L-cysteine (AFC)leads to inhibition of platelet aggregation. N-Acetyl-S-farnesyl-L-cysteine (AFC) is also described to block the cellular movement and membrane adhesion of Ras proteins by interfering with carboxyl methylation processing. N-Acetyl-S-farnesyl-L-cysteine (AFC) as a substrate for isoprenylated protein methyltransferase is described to block fMet-Leu-Phe-stimulated release of superoxide radical anion in neutrophil cells. Inhibition of neutrophil chemotaxis by N-Acetyl-S-farnesyl-L-cysteine (AFC) also produces suppression of inflammatory response induced by 12-O-tereadecanoyl-phorbol-13-acetate and arachidonic acid.
N-Acetyl-S-farnesyl-L-cysteine (AFC) (CAS 135304-07-3) References
- Carboxyl methylation of Ras regulates membrane targeting and effector engagement. | Chiu, VK., et al. 2004. J Biol Chem. 279: 7346-52. PMID: 14660603
- Tumor necrosis factor alpha stimulation of Rac1 activity. Role of isoprenylcysteine carboxylmethyltransferase. | Papaharalambus, C., et al. 2005. J Biol Chem. 280: 18790-6. PMID: 15647276
- Kinetic mechanism of isoprenylated protein methyltransferase. | Shi, YQ. and Rando, RR. 1992. J Biol Chem. 267: 9547-51. PMID: 1577795
- Amide-substituted farnesylcysteine analogs as inhibitors of human isoprenylcysteine carboxyl methyltransferase. | Donelson, JL., et al. 2006. Bioorg Med Chem Lett. 16: 4420-3. PMID: 16777414
- Topical N-acetyl-S-farnesyl-L-cysteine inhibits mouse skin inflammation, and unlike dexamethasone, its effects are restricted to the application site. | Gordon, JS., et al. 2008. J Invest Dermatol. 128: 643-54. PMID: 17882268
- Carboxyl methylation of platelet rap1 proteins is stimulated by guanosine 5'-(3-O-thio)triphosphate. | Huzoor-Akbar, ., et al. 1991. J Biol Chem. 266: 4387-91. PMID: 1900293
- Methylation and demethylation reactions of guanine nucleotide-binding proteins of retinal rod outer segments. | Pérez-Sala, D., et al. 1991. Proc Natl Acad Sci U S A. 88: 3043-6. PMID: 1901651
- Identifying the recognition unit for G protein methylation. | Tan, EW., et al. 1991. J Biol Chem. 266: 10719-22. PMID: 1904056
- Effects of farnesylcysteine analogs on protein carboxyl methylation and signal transduction. | Volker, C., et al. 1991. J Biol Chem. 266: 21515-22. PMID: 1939182
- Lipid and sulfur substituted prenylcysteine analogs as human Icmt inhibitors. | Bergman, JA., et al. 2011. Bioorg Med Chem Lett. 21: 5616-9. PMID: 21782433
- N-acetyl-S-farnesyl-l-cysteine suppresses chemokine production by human dermal microvascular endothelial cells. | Adhami, K., et al. 2012. Exp Dermatol. 21: 700-5. PMID: 22897577
- Mechanistic studies on human platelet isoprenylated protein methyltransferase: farnesylcysteine analogs block platelet aggregation without inhibiting the methyltransferase. | Ma, YT., et al. 1994. Biochemistry. 33: 5414-20. PMID: 8180165
- Farnesyl-L-cysteine analogs can inhibit or initiate superoxide release by human neutrophils. | Ding, J., et al. 1994. J Biol Chem. 269: 16837-44. PMID: 8207006
- Protein prenylcysteine analog inhibits agonist-receptor-mediated signal transduction in human platelets. | Huzoor-Akbar, ., et al. 1993. Proc Natl Acad Sci U S A. 90: 868-72. PMID: 8430099
- Carboxyl methylation of Ras-related proteins during signal transduction in neutrophils. | Philips, MR., et al. 1993. Science. 259: 977-80. PMID: 8438158
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
N-Acetyl-S-farnesyl-L-cysteine (AFC), 5 mg | sc-200839 | 5 mg | $86.00 | |||
N-Acetyl-S-farnesyl-L-cysteine (AFC), 25 mg | sc-200839A | 25 mg | $225.00 |