An isomer of ADP-α-S
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Rp-Adenosine-5'-O-(1-thiodiphosphate) (sodium salt)

Item No. 38533

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
Adenosine, 5′→P′-ester with [P′(R)]-thiodiphosphoric acid ((HO)2P(O)OP(O)(OH)(SH)), trisodium salt
CAS Number
2005478-89-5
Synonyms
  • Rp-ADP-α-S
Molecular Formula
C10H12N5O9P2S • 3Na
Formula Weight
509.2
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](CO[P@](OP([O-])([O-])=O)([S-])=O)O[C@@H](N2C3=NC=NC(N)=C3N=C2)[C@@H]1O.[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C10H15N5O9P2S.3Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(23-10)1-22-26(21,27)24-25(18,19)20;;;/h2-4,6-7,10,16-17H,1H2,(H,21,27)(H2,11,12,13)(H2,18,19,20);;;/q;3*+1/p-3/t4-,6-,7-,10-,26-;;;/m1.../s1
InChi Key
SDRCOXRJFMDTTK-DHHUSZJHSA-K
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    2.2 mg

    $366

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    Product Description

    Rp-Adenosine-5'-O-(1-thiodiphosphate) (Rp-ADP-α-S) is a sulfur-containing isomer of the nucleotide derivative ADP-α-S.1 It is an inhibitor of phosphorylase kinase (Ki = 0.53 µM). Rp-ADP-α-S induces aggregation of isolated human platelets (EC50 = 20 µM).2 It induces relaxation of guinea pig taenia coli precontracted by carbamoylcholine (Item No. 14486; EC50 = 58.9 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cheng, A., and Carlson, G.M. Competition between nucleoside diphosphates and triphosphates at the catalytic and allosteric sites of phosphorylase kinase. The Journal of Biological Chemisty 263(12), 5543-5549 (1988).

    2. Cusack, N.J., and Hourani, S.M. Effects of RP and SP diastereoisomers of adenosine 5'-O-(1-thiodiphosphate) on human platelets. Br. J. Pharmacol. 73(2), 409-412 (1981).

    3. Burnstock, G., Cusack, N.J., and Meldrum, L.A. Effects of phosphorothioate analogues of ATP, ADP and AMP on guinea-pig taenia coli and urinary bladder. Br. J. Pharmacol. 82(2), 369-374 (1984).