[CAS NO. 2677841-58-4] 5-A-RU-PABC-Val-Cit-Fmoc
PRODUCTS SPECIFICATIONS [2677841-58-4]
DESCRIPTION [2677841-58-4]
Overview
| MDL | - |
|---|---|
| Molecular Weight | 903.93 |
| Molecular Formula | C43H53N9O13 |
| SMILES | O=C(NC1=CC=C(C=C1)COC(NC2=C(NC(NC2=O)=O)NC[C@@H]([C@@H]([C@@H](CO)O)O)O)=O)[C@@H](NC([C@@H](NC(OCC3C4=C(C5=C3C=CC=C5)C=CC=C4)=O)C(C)C)=O)CCCNC(N)=O |
Summary
5-A-RU-PABC-Val-Cit-Fmoc is the prodrug of 5-A-RU [1] . 5-A-RU, a precursor of bacterial Riboflavin, is a mucosal-associated invariant T (MAIT) cells activator. 5-A-RU forms potent MAIT-activating antigens via non-enzymatic reactions with small molecules, such as glyoxal and methylglyoxal, which are derived from other metabolic pathways [2] [3] [4] .
In Vitro
When added to MAIT cell cultures, 5-A-RU-PABC-Val-Cit-Fmoc (Compound 10) induces higher levels of mucosal-associated invariant T (MAIT) cell activation than 5-A-RU alone [1] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Appearance
Solid
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
-20°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Solvent & Solubility
DMSO : 150 mg/mL ( 165.94 mM ; Need ultrasonic)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 1.1063 mL | 5.5314 mL | 11.0628 mL |
| 5 mM | 0.2213 mL | 1.1063 mL | 2.2126 mL |
| 10 mM | 0.1106 mL | 0.5531 mL | 1.1063 mL |
References
- [1] Joshua Lange, et al. The Chemical Synthesis, Stability, and Activity of MAIT Cell Prodrug Agonists That Access MR1 in Recycling Endosomes. ACS Chem Biol. 2020 Feb 21;15(2):437-445.
- [2] Corbett AJ, et al. T-cell activation by transitory neo-antigens derived from distinct microbial pathways. Nature. 2014 May 15;509(7500):361-5.
- [3] Eckle SB, et al. Recognition of Vitamin B Precursors and Byproducts by Mucosal Associated Invariant T Cells. J Biol Chem. 2015 Dec 18;290(51):30204-11.
- [4] Soudais C, et al. In Vitro and In Vivo Analysis of the Gram-Negative Bacteria-Derived Riboflavin PrecursorDerivatives Activating Mouse MAIT Cells. J Immunol. 2015 May 15;194(10):4641-9.