N6-Allyladenosine

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 561737

CAS#: 15763-12-9

Description: N6-Allyladenosine is an RNA labeling probe that acts through both metabolic and enzyme-assisted manners.


Price and Availability

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N6-Allyladenosine is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 561737
Name: N6-Allyladenosine
CAS#: 15763-12-9
Chemical Formula: C13H17N5O4
Exact Mass: 307.1281
Molecular Weight: 307.31
Elemental Analysis: C, 50.81; H, 5.58; N, 22.79; O, 20.82


Synonym: N6-Allyladenosine; N6 Allyladenosine; a6A; N-Allyladenosine; N Allyladenosine;

IUPAC/Chemical Name: (2R,3S,4R,5R)-2-(Hydroxymethyl)-5-[6-(prop-2-enylamino)purin-9-yl]oxolane-3,4-diol

InChi Key: WTYYPLSFICPDGL-QYVSTXNMSA-N

InChi Code: InChI=1S/C13H17N5O4/c1-2-3-14-11-8-12(16-5-15-11)18(6-17-8)13-10(21)9(20)7(4-19)22-13/h2,5-7,9-10,13,19-21H,1,3-4H2,(H,14,15,16)/t7-,9-,10-,13-/m1/s1

SMILES Code: O[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C(NCC=C)N=CN=C23)[C@@H]1O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Shu X, Dai Q, Wu T, Bothwell IR, Yue Y, Zhang Z, Cao J, Fei Q, Luo M, He C, Liu J. N(6)-Allyladenosine: A New Small Molecule for RNA Labeling Identified by Mutation Assay. J Am Chem Soc. 2017 Dec 6;139(48):17213-17216. doi: 10.1021/jacs.7b06837. Epub 2017 Nov 15. PubMed PMID: 29116772.

2: Dassano A, Mancuso M, Giardullo P, De Cecco L, Ciuffreda P, Santaniello E, Saran A, Dragani TA, Colombo F. N(6)-isopentenyladenosine and analogs activate the NRF2-mediated antioxidant response. Redox Biol. 2014 Mar 6;2:580-9. doi: 10.1016/j.redox.2014.03.001. eCollection 2014. PubMed PMID: 24688894; PubMed Central PMCID: PMC3969604.

3: Spector T, Beacham LM 3rd. Guanosine monophosphate synthetase from Escherichia coli B-96. Inhibition by nucleosides. J Biol Chem. 1975 Apr 25;250(8):3101-7. PubMed PMID: 164459.