An adenosine analog
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5'-Deoxyadenosine

Item No. 29619

Technical Information
Formal Name
5′-deoxy-adenosine
CAS Number
4754-39-6
Molecular Formula
C10H13N5O3
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:4): 0.20 mg/mlDMSO: 15 mg/ml
λmax
259 nm
SMILES
NC1=C(N=CN2[C@@]3([H])[C@H](O)[C@H](O)[C@@H](C)O3)C2=NC=N1
InChi Code
InChI=1S/C10H13N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H3,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
InChi Key
XGYIMTFOTBMPFP-KQYNXXCUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    5’-Deoxyadenosine is an analog of adenosine (Item No. 21232) and an intermediate in the degradation of S-adenosylmethionine (SAM).1 It has been used in the study of enzyme kinetics, including those of phosphomethylpyrimidine synthase, glutamate mutase, and 5’-methylthioadenosine phosphorylase.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Grove, T.L., Lee, K.-H., St. Clair, J., et alIn vitro characterization of AtsB, a radical SAM formylglycine-generating enzyme that contains three [4Fe-4S] clusters. Biochemistry 47(28), 7523-7538 (2008).

    2. Palmer, L.D., and Downs, D.M. The thiamine biosynthetic enzyme ThiC catalyzes multiple turnovers and is inhibited by S-adenosylmethionine (AdoMet) metabolites. The Journal of Biological Chemisty 288(42), 30693-30699 (2013).

    3. Chen, H.P., and Marsh, E.N. Adenosylcobalamin-dependent glutamate mutase: Examination of substrate and coenzyme binding in an engineered fusion protein possessing simplified subunit structure and kinetic properties. Biochemistry 36(48), 14939-14945 (1997).

    4. Savarese, T.M., Crabtree, G.W., and Parks, J., R.E. 5'-Methylthioadenosine phosphorylase-I substrate activity of 5'-deoxyadenosine with the enzyme from sarcoma 180 cells. Biochem. Pharmacol. 30(3), 189-199 (1981).