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
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).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
307.31
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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.