An isomer of GDP-α-S
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Sp-Guanosine-5'-O-(1-thiodiphosphate) (sodium salt)

Item No. 38564

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
guanosine, 5′→P′-ester with [P′(S)]-thiodiphosphoric acid ((HO)2P(O)OP(O)(OH)(SH)), trisodium salt
Synonyms
  • Sp-GDP-α-S
Molecular Formula
C10H12N5O10P2S • 3Na
Formula Weight
525.2
Purity
≥95%
Formulation (Request formulation change)
A solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O[C@@H]1[C@H](O)[C@@H](CO[P@]([S-])(OP([O-])([O-])=O)=O)O[C@H]1N2C=NC3=C2NC(N)=NC3=O.[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C10H15N5O10P2S.3Na/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(24-9)1-23-27(22,28)25-26(19,20)21;;;/h2-3,5-6,9,16-17H,1H2,(H,22,28)(H2,19,20,21)(H3,11,13,14,18);;;/q;3*+1/p-3/t3-,5-,6-,9-,27+;;;/m1.../s1
InChi Key
ZYSWHZWQQGMGSE-LELJMQKUSA-K
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    2.3 mg

    $355

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    Product Description

    Sp-Guanosine-5'-O-(1-thiodiphosphate) (Sp-GDP-α-S) is an isomer of the sulfur-containing nucleotide derivative GDP-α-S.1 It has been used to evaluate the stereospecificity of several GDP- and GTP-dependent enzymes, including guanylate cyclase and GTPases such as transducin.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Marquetant, R., and Good, R.S. An improved separation of diastereomers of nucleoside phosphorothioates using reversed-phase high-performance liquid chromatography. J. Chromatogr. A 280, 386-389 (1983).

    2. Senter, P.D., Eckstein, F., Mülsch, A., et al. The stereochemical course of the reaction catalyzed by soluble bovine lung guanylate cyclase. The Journal of Biological Chemisty 258(11), 6741-6745 (1983).

    3. Yamanaka, G., Eckstein, F., and Stryer, L. Stereochemistry of the guanyl nucleotide binding site of transducin probed by phosphorothioate analogues of GTP and GDP. Biochemistry 24(27), 8094-8101 (1985).