Fmoc-N-methyl-L-valine

CAS: 84000-11-3

Ref. 3D-FF32984

Product Information

• Name: Fmoc-N-methyl-L-valine
• Synonyms: (2S)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl](methyl)amino)-3-methylbutanoic acid, (2S)-2-[9H-Fluoren-9-ylmethoxycarbonyl(methyl)amino]-3-methylbutanoic acid, <span class="text-smallcaps">L</span>-Valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-, Fmoc-N-Me-Val-OH, N-(9-Fluorenylmethoxycarbonyl)-N-methylvaline, N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-<span class="text-smallcaps">L</span>-valine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-valine, N-alpha-(9-fluorenylmethyloxycarbonyl)-N-alpha-Methyl-L-valine

Description

Fmoc-N-methyl-L-valine is a synthetic immunosuppressant that acts by inhibiting the production of cytokines and other inflammatory mediators. It binds to the enzyme cyclooxygenase, which is involved in the synthesis of prostaglandins and thromboxanes. Fmoc-N-methyl-L-valine has been shown to be effective against gram-positive bacteria. This compound also inhibits xanthine oxidase and may act as an analog for azathioprine, which is used in the treatment of autoimmune diseases such as rheumatoid arthritis. The reaction mechanism for this compound is not well understood but appears to involve a nucleophilic attack on a benzoquinoneiminium cation formed from the attack on an electron deficient benzene ring with a triphosgene electrophile.

• Brand: Biosynth

Chemical properties

• Molecular weight: 353.41 g/mol
• Formula: C₂₁H₂₃NO₄
• Purity: Min. 95%
• InChI: InChI=1S/C21H23NO4/c1-13(2)19(20(23)24)22(3)21(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18-19H,12H2,1-3H3,(H,23,24)/t19-/m0/s1
• InChI key: InChIKey=YCXXXPZNQXXRIG-IBGZPJMESA-N
• SMILES: CC(C)[C@@H](C(=O)O)N(C)C(=O)OCC1c2ccccc2-c2ccccc21