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Fmoc-α-Me-Gly(Pentynyl)-OH

  • CAS No. 1050501-65-9

  • Cat. No. CS-0439167
  • Molecule weight377.43
  • Purity≥98%
  • MDL No.None

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

Fmoc-α-Me-Gly(Pentynyl)-OH|CS-0439167

Structure of 1050501-65-9

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General Information

  • CAS No. 1050501-65-9
  • Cat. No. CS-0439167
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₃NO₄
  • Molecular Weight 377.43
  • Synonym(s) N-α-(9-Fluorenylmethoxycarbonyl)-α-methyl-L-α-(4-pentynyl)glycine
  • SMILES C(OC(N[C@@](CCCC#C)(C(O)=O)C)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Description

Fmoc-α-Me-Gly(Pentynyl)-OH features a trifunctional scaffold integrating an Fmoc protecting group, a methylated glycine backbone, and a terminal alkyne for bioorthogonal conjugation. This derivative enables efficient copper-free click chemistry in peptide synthesis and protein labeling workflows. The pentynyl moiety facilitates site-specific coupling under mild conditions.

Application

Fmoc-α-Me-Gly(Pentynyl)-OH serves as a versatile building block for solid-phase peptide synthesis, enabling site-specific incorporation of α-methyl glycine derivatives with a terminal alkyne handle. The pentynyl side chain facilitates bioorthogonal conjugation via copper-catalyzed azide-alkyne cycloaddition (CuAAC), while the Fmoc group ensures efficient N-terminal protection and orthogonal deprotection. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for synthesizing modified peptides and protein conjugates.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.1719
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   7

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