β-S-ARCA  (Synonyms: 3'-O-Me-m7G(5')ppp(5')G)

β-S-ARCA (3'-O-Me-m7G(5')ppp(5')G) is a mRNA 7-methylguanosine (m7G) cap analog carrying a phosphorothioate (PS) moiety. β-S-ARCA binds eIF4E via electrostatic interactions between its β-sulfur atom and positively charged Arg and Lys residues in the protein binding site. β-S-ARCA prevents the decapping by Dcp2, increases the mRNA half-life, enhances cap-dependent translation, and increases protein expression in cells. β-S-ARCA has been applied in researching experimental mRNA-based anticancer vaccines^[1][2].

β-S-ARCA exists as a pair of diastereomer D1 and D2 with D1 binding purified eIF4E with a K_d of 23.2 nM, and D2 binding purified eIF4E with a K_d of 51.8 nM,^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

832.52

C₂₂H₃₁N₁₀O₁₇P₃S

1093268-63-3

O=P(O)(OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C=NC3=C2NC(N)=NC3=O)O1)OP(OP(OC[C@@H]4[C@@H](O)[C@@H](OC)[C@H](N5C(NC(N)=N6)=C([N+](C)=C5)C6=O)O4)([O-])=O)(S)=O

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Warminski M, et al. Chemical Modifications of mRNA Ends for Therapeutic Applications. Acc Chem Res. 2023;56(20):2814-2826.

  [2]. Wojtczak BA, et al. 5'-Phosphorothiolate Dinucleotide Cap Analogues: Reagents for Messenger RNA Modification and Potent Small-Molecular Inhibitors of Decapping Enzymes. J Am Chem Soc. 2018;140(18):5987-5999.