2677841-58-4
Chemical Structure
5-A-RU-PABC-Val-Cit-Fmoc
- CAS No.: 2677841-58-4
- Formula:C43H53N9O13
- Molecular Weight:903.93
IUPAC Name: (9H-fluoren-9-yl)methyl ((S)-1-(((S)-1-((4-((((2,4-dioxo-6-(((2S,3S,4R)-2,3,4,5-tetrahydroxypentyl)amino)-1,2,3,4-tetrahydropyrimidin-5-yl)carbamoyl)oxy)methyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate
InChIKey: HGSKBBAITCBDNC-FAEFUHMUSA-N
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
Biological Activity: 5-A-RU-PABC-Val-Cit-Fmoc is the proagent 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].
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5-A-RU-PABC-Val-Cit-Fmoc | 98.98% | 5-A-RU-PABC-Val-Cit-Fmoc is the proagent of 5-A-RU. 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. | ||||||||||||||||||||
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- [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. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
Keywords