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CAS 145038-50-2

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5-Methyl hydrogen N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamate

Description:
5-Methyl hydrogen N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamate, commonly referred to as Fmoc-L-Glu(5-Me)-OH, is a derivative of the amino acid L-glutamate, modified for use 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 5-methyl group enhances the steric properties and can influence the conformational characteristics of the peptide chain. As a derivative of L-glutamate, it retains the carboxylic acid functionality, which is crucial for peptide bond formation. The compound is typically used in research and pharmaceutical applications, particularly in the synthesis of peptides that require specific modifications for biological activity or stability. Its characteristics include solubility in organic solvents, stability under various conditions, and the ability to participate in standard peptide coupling reactions. Proper handling and storage are essential to maintain its integrity and reactivity.
Formula:C21H21NO6
InChI:InChI=1S/C21H21NO6/c1-27-19(23)11-10-18(20(24)25)22-21(26)28-12-17-15-8-4-2-6-13(15)14-7-3-5-9-16(14)17/h2-9,17-18H,10-12H2,1H3,(H,22,26)(H,24,25)/t18-/m0/s1
InChI key:InChIKey=RULINAWEYRMHHQ-SFHVURJKSA-N
SMILES:C(OC(N[C@@H](CCC(OC)=O)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • (2S)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)-5-methoxy-5-oxopentanoic acid
  • 5-Methyl hydrogen N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-glutamate
  • <span class="text-smallcaps">L</span>-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 5-methyl ester
  • Fmoc-Glu(Ome)-Oh
  • Fmoc-Glu-OMe
  • Fmoc-L-Glu(Me)-Oh
  • Fmoc-L-Glutamic Acid Γ-Methyl Ester
  • N-(9-Fluorenylmethoxycarbonyl)glutamic acid γ-methyl ester
  • N-(9-Fluorenylmethyloxycarbonyl)-L-Glutamic Acid Gamma-Methyl Ester
  • N-Alpha-(9-Fluorenylmethoxycarbonyl)-L-Glutamic Acid Gamma-Methyl Ester
  • See more synonyms
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