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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-aminopentanoic acid

  • CAS No. 158599-00-9

  • Cat. No. CS-0514362
  • Purity≥97%
  • MDL No.MFCD02682439

*For research and further manufacturing use only, not for direct human use.

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-aminopentanoic acid|CS-0514362

Structure of 158599-00-9

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General Information

  • CAS No. 158599-00-9
  • Cat. No. CS-0514362
  • Purity ≥97%
  • MDL No. MFCD02682439
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₂₂N₂O₄
  • Molecular Weight 354.40
  • Synonym(s) (2S)-5-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic Acid
  • SMILES NCCC[C@@H](C(O)=O)NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-aminopentanoic acid features a fluorenylmethyl carbamate (Fmoc) protecting group for N-terminal amino acid control, paired with a flexible lysine-like side chain. This derivative enables efficient solid-phase peptide synthesis, offering excellent solubility and stability under standard coupling conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-aminopentanoic acid serves as a protected lysine derivative, enabling efficient incorporation of ε-amino functionality in peptide synthesis. The Fmoc group provides orthogonal protection with high stability under basic conditions and facilitates straightforward deprotection. Its bifunctional nature—combining a primary amine and carboxylic acid—supports diverse coupling reactions, making it ideal for constructing complex peptides and peptidomimetics with precise side-chain manipulation.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   101.65
  • LogP   2.7172
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   7

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