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CAS 292150-20-0

:

(4R)-5-Amino-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-oxopentanoic acid

Description:
(4R)-5-Amino-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-oxopentanoic acid, commonly referred to as Fmoc-Lys(5-oxo)-NH2, is a synthetic amino acid derivative primarily used in peptide synthesis and research. 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 amino group and the 5-oxo group contributes to its reactivity, allowing for the formation of peptide bonds with other amino acids. The specific stereochemistry at the 4R position is crucial for maintaining the desired biological activity and structural conformation in peptides. This compound is typically characterized by its solubility in organic solvents and its stability under standard laboratory conditions. Its applications extend to the development of pharmaceuticals and bioconjugates, making it a valuable tool in medicinal chemistry and biochemistry.
Formula:C20H20N2O5
InChI:InChI=1S/C20H20N2O5/c21-19(25)17(9-10-18(23)24)22-20(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,(H2,21,25)(H,22,26)(H,23,24)/t17-/m1/s1
InChI key:InChIKey=MZRFDZFXTSDMFA-QGZVFWFLSA-N
SMILES:C(OC(N[C@H](CCC(O)=O)C(N)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2
Synonyms:
  • (4R)-5-Amino-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-oxopentanoic acid
  • 4-{[(9H-fluoren-9-yl)methoxy]carbonylamino}-5-amino-5-oxopentanoic acid
  • Fmoc-Alpha-Glutamine
  • Fmoc-D-isoGln-OH
  • Pentanoic acid, 5-amino-4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-oxo-, (4R)-
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