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CAS 169566-81-8

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FMOC-(S)-ALPHA-METHYLVALINE

Description:
FMOC-(S)-alpha-methylvaline is a protected amino acid commonly used in peptide synthesis. The "FMOC" (9-fluorenylmethoxycarbonyl) group serves as a protective group for the amino functionality, allowing for selective reactions during the synthesis process. This compound features a chiral center, indicated by the "(S)" configuration, which is crucial for the synthesis of peptides with specific stereochemistry. The presence of the alpha-methyl group distinguishes it from other amino acids, influencing its steric properties and interactions in peptide chains. FMOC-(S)-alpha-methylvaline is typically utilized in solid-phase peptide synthesis (SPPS) due to its stability and ease of deprotection under mild conditions. Its solubility in organic solvents and compatibility with various coupling reagents make it a valuable building block in the development of biologically active peptides and pharmaceuticals. Additionally, the compound's characteristics, such as melting point and spectral data, can vary based on purity and specific synthesis methods, making it essential to refer to detailed analytical data for precise applications.
Formula:C21H23NO4
InChI:InChI=1/C21H23NO4/c1-13(2)21(3,19(23)24)22-20(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18H,12H2,1-3H3,(H,22,25)(H,23,24)/t21-/m0/s1
SMILES:CC(C)[C@@](C)(C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12
Synonyms:
  • Fmoc-(S)-alpha-mehtylvaline
  • N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-methyl-L-isovaline
  • Fmoc-α-Me-Val-OH
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