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CAS 104091-09-0

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N-[(9H-Fluoren-9-Ylmethoxy)Carbonyl]-D-Glutamic Acid

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-glutamic acid, commonly referred to as Fmoc-D-Glu, is a derivative of glutamic acid that features a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is primarily utilized in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where it serves as a protective group for the amino acid's α-amino group. The Fmoc group is known for its stability under basic conditions and can be removed under mild acidic conditions, making it advantageous for sequential peptide assembly. The presence of the D-glutamic acid moiety imparts specific stereochemical properties, which can influence the conformation and biological activity of the resulting peptides. Fmoc-D-Glu is typically a white to off-white solid and is soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO). Its molecular structure allows for effective coupling reactions with other amino acids, facilitating the construction of complex peptide chains for research and therapeutic applications.
Formula:C20H19NO6
InChI:InChI=1/C20H19NO6/c22-18(23)10-9-17(19(24)25)21-20(26)27-11-16-14-7-3-1-5-12(14)13-6-2-4-8-15(13)16/h1-8,16-17H,9-11H2,(H,21,26)(H,22,23)(H,24,25)/t17-/m1/s1
InChI key:InChIKey=QEPWHIXHJNNGLU-QGZVFWFLSA-N
SMILES:C(OC(N[C@H](CCC(O)=O)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanedioic acid
  • (2R)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)pentanedioic acid
  • <span class="text-smallcaps">D</span>-Fmoc-glutamic acid
  • <span class="text-smallcaps">D</span>-Glutamic acid, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • Fmoc-D-Glu-OH
  • Fmoc-D-glutamic acid
  • N-FMOC-<span class="text-smallcaps">D</span>-glutamic acid
  • N-Fmoc-D-glutamic acid
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">D</span>-glutamic acid
  • D-Fmoc-glutamic acid
  • See more synonyms
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