A nucleoside building block
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5'-chloro-5'-Deoxyadenosine (hydrate)

Item No. 21012

Technical Information
Formal Name
5'-chloro-5'-deoxy-adenosine, hydrate
CAS Number
698999-09-6
Synonyms
  • 5’-ClDA
  • 5'-Deoxy-5'-chloroadenosine
Molecular Formula
C10H12ClN5O3 • XH2O
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMF:PBS (pH 7.2)(1:3): 0.25 mg/mlDMSO: 25 mg/mlEthanol: 0.5 mg/ml
λmax
258 nm
SMILES
O[C@H]1[C@@H](O)[C@H](N2C=NC3=C(N)N=CN=C32)O[C@@H]1CCl.O
InChi Code
InChI=1S/C10H12ClN5O3.H2O/c11-1-4-6(17)7(18)10(19-4)16-3-15-5-8(12)13-2-14-9(5)16;/h2-4,6-7,10,17-18H,1H2,(H2,12,13,14);1H2/t4-,6-,7-,10-;/m1./s1
InChi Key
XFACRIDKAAYORV-MCDZGGTQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    5'-chloro-5'-Deoxyadenosine (hydrate) is a nucleoside analog used as a substrate in polyketide biosynthesis. S-(5’-adenosyl)-L-methionine (SAM; Item No. 13956) can be converted to 5’-chloro-5’-deoxyadenosine in a reaction catalyzed by a SAM-dependent chlorinase.1 Through a 7-step route, 5'-chloro-5'-deoxyadenosine can be converted to chloroethylmalonyl-CoA, which has been shown to be involved in the biosynthesis of the anticancer agent salinosporamide A (Item No. 10007311) in the marine bacterium S. tropica.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Eustáquio, A.S., McGlinchey, R.P., Liu, Y., et alBiosynthesis of the salinosporamide A polyketide synthase substrate chloroethylmalonyl-coenzyme A from S-adenosyl-L-methionine. Proc. Natl. Acad. Sci. USA 106(30), 12295-12300 (2009).