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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hept-6-ynoic acid

  • CAS No. 1097192-05-6

  • Cat. No. CS-0132618
  • Purity≥95%
  • MDL No.MFCD11052907

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hept-6-ynoic acid|CS-0132618

Structure of 1097192-05-6

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General Information

  • CAS No. 1097192-05-6
  • Cat. No. CS-0132618
  • Purity ≥95%
  • MDL No. MFCD11052907
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₂₁NO₄
  • Molecular Weight 363.41
  • Synonym(s) Fmoc-(S)-2-amino-hept-6-ynoic acid
  • SMILES C#CCCC[C@H](NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C(O)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hept-6-ynoic acid features a chiral α-amino acid backbone paired with a terminal alkyne for bioorthogonal conjugation. The fluorenylmethoxycarbonyl (Fmoc) group enables efficient solid-phase peptide synthesis, while the alkynyl side chain supports click chemistry applications. This derivative combines stability under standard conditions with compatibility in iterative coupling workflows.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hept-6-ynoic acid serves as a versatile chiral building block for peptide synthesis, enabling the introduction of a C-terminal alkyne handle via its 6-ynoic acid moiety. The Fmoc group provides orthogonal protection for the amine, allowing selective deprotection and coupling under standard solid-phase conditions. Its bench-stable nature and compatibility with diverse coupling reagents facilitate efficient incorporation into peptide scaffolds and conjugation 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   3.7818
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   7

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