Fmoc-N-Me-Ala(4-Thz)-OH

Name: Fmoc-N-Me-Ala(4-Thz)-OH
Brand: ChemScene
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CAS No. 1446478-22-3
Cat. No. CS-0439244
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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Structure of 1446478-22-3

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Description

Fmoc-N-Me-Ala(4-Thz)-OH features a fluorinated benzyl-protected alanine derivative bearing a 4-thiazolyl side chain, enabling direct incorporation into peptide chains via standard coupling protocols. The electron-deficient thiazole moiety enhances backbone rigidity and promotes specific secondary structure stabilization in synthetic peptides. This building block combines excellent solubility with bench-stable handling under ambient conditions.

Application

Fmoc-N-Me-Ala(4-Thz)-OH serves as a versatile building block in peptide synthesis, enabling site-specific incorporation of a 4-thiazole-containing amino acid. The Fmoc group provides orthogonal protection for the α-amino function, while the N-methylated alanine backbone enhances metabolic stability and conformational rigidity. The 4-thiazole side chain offers a robust heterocyclic handle for downstream derivatization and contributes to favorable binding interactions in bioactive peptide scaffolds. Compatible with standard coupling protocols, this reagent exhibits excellent bench stability and facilitates efficient purification via standard chromatographic methods.

General Information

CAS No. 1446478-22-3
Cat. No. CS-0439244
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₀N₂O₄S
Molecular Weight 408.47
Synonym(s) (S)-a-(Fmoc-N-methyl-amino)-4-thiazolepropanoic acid
SMILES C(OC(N([C@@H](CC1=CSC=N1)C(O)=O)C)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Computational Chemistry Data

TPSA 79.73
LogP 4.0197
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 6

Safety Information

Download SDS

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 Skeleton Aromatic heterocycle compounds Thiazole compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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Fmoc-N-Me-Ala(4-Thz)-OH

CAS No. 1446478-22-3

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