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CAS 218457-76-2

:

(2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]octanedioic acid

Description:
(2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]octanedioic acid, commonly referred to as Fmoc-L-2-aminooctanedioic acid, is a derivative of amino acids characterized by the presence of a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound features a chiral center at the second carbon, which contributes to its stereochemistry, specifically the S configuration. The octanedioic acid backbone consists of a long aliphatic chain with two carboxylic acid functional groups, enhancing its solubility in polar solvents. The Fmoc group serves as a protective moiety for the amino group during peptide synthesis, allowing for selective reactions without interfering with the carboxylic acid functionalities. This compound is typically utilized in the field of peptide chemistry and bioconjugation, where it plays a crucial role in the synthesis of peptides and proteins. Its stability under basic conditions and compatibility with various coupling reagents make it a valuable intermediate in organic synthesis. Overall, this substance is significant in the development of pharmaceuticals and biotechnological applications.
Formula:C23H25NO6
InChI:InChI=1S/C23H25NO6/c25-21(26)13-3-1-2-12-20(22(27)28)24-23(29)30-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,1-3,12-14H2,(H,24,29)(H,25,26)(H,27,28)/t20-/m0/s1
InChI key:InChIKey=IMAOCPQKEUWDNC-FQEVSTJZSA-N
SMILES:C(OC(N[C@@H](CCCCCC(O)=O)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]octanedioic acid
  • (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)octanedioic acid
  • Fmoc-Asu-Oh
  • Fmoc-L-2-Aminosuberic Acid
  • Fmoc-L-Alpha-Aminosuberic Acid
  • N-Alpha-(9-Fluorenylmethoxycarbonyl)-Alpha-L-Aminosuberic Acid
  • Octanedioic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (2S)-
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