(S)-Fmoc-2-Aminooct-7-ynoic acid

Name: (S)-Fmoc-2-Aminooct-7-ynoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1097192-06-7
Cat. No. CS-0439174
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(S)-Fmoc-2-Aminooct-7-ynoic acid|CS-0439174

Structure of 1097192-06-7

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Description

(S)-Fmoc-2-Aminooct-7-ynoic acid features a terminal alkyne handle flanked by a chiral center and a robust Fmoc protecting group, enabling site-specific conjugation in peptide synthesis. This scaffold supports efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation applications. The molecule exhibits excellent stability under standard bench conditions and integrates seamlessly into solid-phase workflows.

Application

(S)-Fmoc-2-Aminooct-7-ynoic acid serves as a versatile building block for peptide synthesis, enabling the incorporation of alkyne-functionalized amino acids into peptidomimetics and macrocyclic architectures. The terminal alkyne group facilitates reliable copper-catalyzed azide-alkyne cycloaddition (CuAAC) for bioconjugation and library diversification. The Fmoc protecting group ensures orthogonal handling during solid-phase synthesis, while the chiral center supports stereoselective transformations. Bench-stable and readily purified by chromatography, it functions effectively in both small-scale research and scalable processes.

General Information

CAS No. 1097192-06-7
Cat. No. CS-0439174
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₃H₂₃NO₄
Molecular Weight 377.43
Synonym(s) None
SMILES C(OC(N[C@@H](CCCCC#C)C(O)=O)=O)C1C=2C(C=3C1=CC=CC3)=CC=CC2

Computational Chemistry Data

TPSA 75.63
LogP 4.1719
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 8

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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Other Classifications

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Leucine and derivatives

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-Fmoc-2-Aminooct-7-ynoic acid

CAS No. 1097192-06-7

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