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CAS 312624-65-0

:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-leucine

Description:
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-leucine, commonly referred to as Fmoc-2-methyl-L-leucine, is a derivative of the amino acid leucine, modified with a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is characterized by its use in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Fmoc group serves as a protective moiety for the amino group, allowing for selective coupling reactions. The presence of the 2-methyl group enhances its steric properties, influencing the conformation and reactivity of the resulting peptides. Fmoc-2-methyl-L-leucine is typically a white to off-white solid, soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. Its stability under basic conditions makes it suitable for various synthetic applications. Additionally, the compound's structure contributes to its role in the design of peptides with specific biological activities, making it valuable in pharmaceutical and biochemical research.
Formula:C22H25NO4
InChI:InChI=1/C22H25NO4/c1-14(2)12-22(3,20(24)25)23-21(26)27-13-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,14,19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t22-/m0/s1
InChI key:InChIKey=LKQDQIGTIVQHMG-QFIPXVFZSA-N
SMILES:[C@@](NC(OCC1C=2C(C=3C1=CC=CC3)=CC=CC2)=O)(CC(C)C)(C(O)=O)C
Synonyms:
  • (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2,4-dimethylpentanoic acid
  • 312624-65-0
  • <span class="text-smallcaps">L</span>-Leucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-
  • L-leucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-<span class="text-smallcaps">L</span>-leucine
  • FMOC-ALPHA-ME-LEU-OH
  • Fmoc-α-Me-Leu-OH
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-L-leucine
  • (S)-N-Fmoc-A-Methylleucine
  • Fmoc-alpha-methyl-L-leucine
  • See more synonyms
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