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Geranyl S-Thiolodiphosphate (GSPP) (Echelon Product Code: I-S100 1MG)

Geranyl S-Thiolodiphosphate (GSPP) (Echelon Product Code: I-S100 1MG)
Description: Geranyl thiolodiphosphate (GSPP) is an analog of GPP in which the non-bridging oxygen has been replaced by sulfur resulting in a less-reactive compound. GSPP is turned over by avian farnesyl diphosphate synthase (FPPase) more slowly than FPP and acts as a competitive inhibitor (K(I) = 24.8 µM). Provided as the tris-ammonium salt ;;; 1. Phan, R. M. and C. D. Poulter (2001). "Synthesis of (S)-Isoprenoid Thiodiphosphates as Substrates and Inhibitors." The Journal of Organic Chemistry 66(20): 6705. 2. Phan, R. M. and C. D. Poulter (2000). "Synthesis of Geranyl S-Thiolodiphosphate. A New Alternative Substrate/Inhibitor for Prenyltransferases." Organic Letters 2(15): 2287. 3. Kuzuyama, T., J. P. Noel, et al. (2005). "Structural basis for the promiscuous biosynthetic prenylation of aromatic natural products." Nature 435(7044): 983. 4. Koksal, M., W. K. W. Chou, et al. (2012). "Structure of 2-Methylisoborneol Synthase from Streptomyces coelicolor and Implications for the Cyclization of a Noncanonical C-Methylated Monoterpenoid Substrate." Biochemistry 51(14): 3011. 5. Chen, M., et al. (2013). µMechanistic Insights from the Binding of Substrate and Carbocation Intermediate Analogues to Aristolochene Synthase." Biochemistry 52(32): 5441-5453. 6. Chen, M., et al. (2016). "Probing the Role of Active Site Water in the Sesquiterpene Cyclization Reaction Catalyzed by Aristolochene Synthase." Biochemistry 55(20): 2864-2874.
Order #: ECH-I-S100-1MG
Unit Size: 1 mg
Supplier: Echelon Biosciences
Restrictions: Available in all European countries, except France & Italy.
Shipping: Gel Ice
Storage: -20 °C or below
Subcategory: Biochemical Reagents
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