6-Thio-GTP

For research use only.
Please centrifuge briefly before opening (volume ≤2 ml).

Shipping: shipped on gel packs

Storage Conditions: store at -20 °C
Short term exposure (up to 1 week cumulative) to ambient temperature possible.

Shelf Life: 12 months after date of delivery

Molecular Formula: C₁₀H₁₆N₅O₁₃P₃S (free acid)

Molecular Weight: 539.24 g/mol (free acid)

Exact Mass: 538.97 g/mol (free acid)

CAS#: 17670-19-8

Purity: ≥ 95 % (HPLC)

Form: solution in water

Color: colorless to slightly yellow

Concentration: 10 mM - 11 mM

pH: 7.5 ±0.5

Spectroscopic Properties: λ_max 257 nm, ε 8.8 L mmol^-1 cm^-1 (Tris-HCl pH 7.5), λ_max 342 nm, ε 24.8 L mmol^-1 cm^-1 (Tris-HCl pH 7.5)

Applications:
Allosteric effect on E.coli CTP-synthase^[1]
Inhibition of Vac-1-Rac signalling^[2]
Immunosuppression by blockade of GTPase activation^{[3, 4]}
Immunosuppressive drug (transplantation, inflammation)^{[1, 4]}

Selected References:
[1] Lunn et al. (2008) Structural requirements for the activation of Escherichia coli CTP synthase by the allosteric effector GTP are stringent, but requirements for inhibition are lax. J. Biol Chem. 283:2010.
[2] Wang et al. (2007) Enhanced cardiac allograft survival by Vav1-Rac signaling blockade in a mouse model. Transplant Immunology 18:53.
[3] Poppe et al. (2005) Azothioprine suppresses Ezrin-Radixin-Moesin-dependent T cell-APC conjugation through inhibition of Vav Guanosine exchange activity on Rac proteins. J. Immunology 176:640.
[4] Tiede et al. (2003) CD28-dependent Rac1 activation is the molecular target of azathioprine in primary human CD4+t lymphocytes. J. Clinical Investigation 111:1133.
Karner et al. (2010) Determination of 6-thioguanosine diphosphate and triphosphate and nucleoside diphosphate kinase activity in erythrocytes: novel targets for thiopurine therapy? Ther. Drug Monit. 32 (2):119.
Bao et al. (2008) Coordination of two sequential ester-transfer reactions: exogenous guanosine binding promotes the subsequent wG binding to a group I intron. Nucleic Acids Research 36 (21):6934.
Du et al. (2007) Enhanced cardiac allograft survival by Vav1-Rac signalling blockade in a mouse model. Transplant Immunology 18 (1): 53.
Pestova et al. (2006) Specific functional interactions of nucleotides at key ^-3 and ⁺4 positions flanking the initiation codon with components of the mammalian 48S translation initiation complex. Genes & Development 20:624.
Neurath et al. (2005) 6-Thioguanosine Diphosphate and Triphosphate Levels in Red Blood Cells and Response to Azathioprine Therapy in Crohn's Disease. Clinical Gastroenterology and Hepatology 3 (10): 1007.
Poland et al. (1997) Entrapment of 6-thiophosphoryl-IMP in the active site of crystalline adenylosuccinate synthetase from Escherichia coli. J. Biol. Chem. 272 (24):15200.
Yarbrough et al. (1985) Kinetics of interaction of 2-amino-6-mercapto-9-beta-ribofuranosylpurine 5'-triphosphate with bovine brain tubulin. Biochemistry-US 24 (7):1708.
Fishback et al. (1984) Interaction of 6-mercapto-GTP with bovine brain tubulin - equilibrium aspects. J. Biol. Chem. 259 (3):1968.