A derivative of guanosine
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N2-Isobutyryl Guanosine

Item No. 40283

Technical Information
Formal Name
N-(2-methyl-1-oxopropyl)-guanosine
CAS Number
64350-24-9
Molecular Formula
C14H19N5O6
Formula Weight
Purity
≥95%
A solid
Acetonitrile: SolubleDMSO: Soluble
SMILES
O=C(N=C(N1)NC(C(C)C)=O)C(N=C2)=C1N2[C@@H]3O[C@H](CO)[C@H]([C@H]3O)O
InChi Code
InChI=1S/C14H19N5O6/c1-5(2)11(23)17-14-16-10-7(12(24)18-14)15-4-19(10)13-9(22)8(21)6(3-20)25-13/h4-6,8-9,13,20-22H,3H2,1-2H3,(H2,16,17,18,23,24)/t6-,8-,9-,13-/m1/s1
InChi Key
OXTYJSXVUGJSGM-HTVVRFAVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    N2-Isobutyryl guanosine is a derivative of the nucleoside guanosine (Item No. 27702) containing an isobutyryl protecting group.1 It is a precursor in the synthesis of hydrophobic dinucleotide cap analogs used to purify capped mRNA and photocaged 3’-S-RNAs used in the study of ribozyme-catalyzed reactions.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Inagaki, M., Abe, N., Li, Z., et alCap analogs with a hydrophobic photocleavable tag enable facile purification of fully capped mRNA with various cap structures. Nat. Commun. 14(1), 2657 (2023).

    2. Li, N.-S., Tuttle, N., Staley, J.P., et alSynthesis and incorporation of the phosphoramidite derivative of 2'-O-photocaged 3'-s-thioguanosine into oligoribonucleotides: Substrate for probing the mechanism of RNA catalysis. The Journal of Organic Chemistry 79(8), 3647-3652 (2014).