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CAS 1231709-23-1

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N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-D-leucine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-D-leucine, commonly referred to as Fmoc-D-Leu, is a derivative of the amino acid leucine, modified with a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is primarily utilized in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Fmoc group serves as a temporary protective group for the amino group of the amino acid. The presence of the bulky fluorenyl group enhances the stability and solubility of the compound, facilitating its handling during synthesis. Fmoc-D-Leu is characterized by its chirality, as it contains a D-amino acid configuration, which is significant in the design of peptides with specific biological activities. The compound is typically white to off-white in appearance and is soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). Its molecular structure allows for the formation of peptide bonds, making it a valuable building block in the development of peptides and proteins for research and therapeutic applications.
Formula:C22H25NO4
InChI:InChI=1S/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-/m1/s1
InChI key:InChIKey=LKQDQIGTIVQHMG-JOCHJYFZSA-N
SMILES:[C@](NC(OCC1C=2C(C=3C1=CC=CC3)=CC=CC2)=O)(CC(C)C)(C(O)=O)C
Synonyms:
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-methyl-D-leucine
  • D-Leucine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-methyl-
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