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CS-W001157 4
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2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acid

  • CAS No. 144701-20-2

  • Cat. No. CS-0152369
  • Purity≥98%
  • MDL No.None

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

2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acid|CS-0152369

Structure of 144701-20-2

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General Information

  • CAS No. 144701-20-2
  • Cat. No. CS-0152369
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₃NO₄
  • Molecular Weight 353.41
  • Synonym(s) Fmoc-DL-Nle-OH
  • SMILES CCCCC(NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C(O)=O

Description

This fluorenylmethoxycarbonyl-protected hexanoic acid derivative serves as a robust amino acid surrogate in peptide synthesis, featuring a stable C-terminal carboxylate and a photolabile fluorenylmethyl protecting group. The bulky fluorenyl moiety enhances solubility and minimizes racemization during coupling, while the aliphatic chain provides flexibility for backbone integration. Ideal for solid-phase and solution-phase protocols under standard conditions.

Application

2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acid serves as a robust N-terminal protecting group for amino acids in peptide synthesis, offering excellent stability under standard coupling conditions and facile removal via mild base treatment. Its fluorenylmethyl (Fmoc) moiety provides high functional group tolerance and enables efficient purification by standard chromatographic methods. The pendant hexanoic acid chain enhances solubility in organic solvents, facilitating use in both solution-phase and solid-phase synthesis workflows.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.1685
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   7

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