(S)-N-Fmoc-[2-(4-pyridyl)ethyl]glycine

Name: (S)-N-Fmoc-[2-(4-pyridyl)ethyl]glycine
Brand: ChemScene
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CAS No. 273222-04-1
Cat. No. CS-0792869
Molecule weight402.44
Purity≥97%
MDL No.None

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(S)-N-Fmoc-[2-(4-pyridyl)ethyl]glycine|CS-0792869

Structure of 273222-04-1

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General Information

CAS No. 273222-04-1
Cat. No. CS-0792869
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₂₂N₂O₄
Molecular Weight 402.44
Synonym(s) None
SMILES O=C(OCC1C2=CC=CC=C2C3=CC=CC=C31)N[C@H](C(O)=O)CCC4=CC=NC=C4

Description

(S)-N-Fmoc-[2-(4-pyridyl)ethyl]glycine features a chiral glycine scaffold with a bulky Fmoc protecting group and a para-pyridylalkyl side chain. This combination enables efficient incorporation into peptide sequences while providing a handle for orthogonal functionalization. The pyridyl moiety offers enhanced solubility and facilitates conjugation via metal coordination or nucleophilic displacement, making this building block ideal for bioconjugation and peptidomimetic synthesis under standard bench conditions.

Application

(S)-N-Fmoc-[2-(4-pyridyl)ethyl]glycine serves as a versatile chiral building block for peptide synthesis, enabling the incorporation of a pyridyl-functionalized side chain at the C-terminus. The Fmoc group provides orthogonal protection for the amine, facilitating standard solid-phase and solution-phase coupling protocols. The 4-pyridyl moiety offers a handle for metal coordination and further derivatization, while the aliphatic linker ensures favorable solubility and stability under routine synthetic conditions.

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 88.52
LogP 4.0061
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Glycine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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(S)-N-Fmoc-[2-(4-pyridyl)ethyl]glycine

CAS No. 273222-04-1

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