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CAS 1217482-47-7

:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-<span class="text-smallcaps">D</span>-norleucine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-D-norleucine, commonly referred to as Fmoc-N-methyl-D-norleucine, is a synthetic amino acid derivative primarily used in peptide synthesis. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability under basic conditions and ease of removal under acidic conditions. The presence of the N-methyl group enhances its lipophilicity and can influence the conformational properties of peptides. As a derivative of norleucine, it retains the essential characteristics of amino acids, including the ability to participate in peptide bond formation. The compound is typically white to off-white in appearance and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). Its applications extend to the development of peptide-based therapeutics and research in biochemistry, particularly in the study of protein structure and function. Safety data should be consulted for handling, as with all chemical substances.
Formula:C22H25NO4
InChI:InChI=1S/C22H25NO4/c1-3-4-13-20(21(24)25)23(2)22(26)27-14-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,19-20H,3-4,13-14H2,1-2H3,(H,24,25)/t20-/m1/s1
InChI key:InChIKey=RZZXDYZWHUAOEK-HXUWFJFHSA-N
SMILES:C(OC(N([C@H](CCCC)C(O)=O)C)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-D-norleucine
  • D-Norleucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-
  • (2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}(methyl)amino)hexanoic acid
  • FMoc-N-Methyl-D-norleucine
  • (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)hexanoic acid
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