Fmoc-Met-OH

Name: Fmoc-Met-OH
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 71989-28-1
Cat. No. CS-W008371
Purity≥98%
MDL No.MFCD00037134

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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 71989-28-1

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General Information

CAS No. 71989-28-1
Cat. No. CS-W008371
Purity ≥98%
MDL No. MFCD00037134
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₁NO₄S
Molecular Weight 371.45
Synonym(s) None
SMILES CSCC[C@H](NC(OCC1C2=C(C=CC=C2)C3=C1C=CC=C3)=O)C(O)=O

Description

Fmoc-Met-OH offers a bench-stable, moisture-tolerant approach to incorporating methionine residues in solid-phase peptide synthesis. The fluorenylmethoxy carbonyl (Fmoc) group enables efficient orthogonal deprotection, while the thioether side chain provides a distinct redox-sensitive handle. This derivative integrates seamlessly into automated and manual workflows, delivering high coupling efficiency and minimal epimerization.

Application

Fmoc-Met-OH serves as a cornerstone building block in solid-phase peptide synthesis, enabling efficient incorporation of methionine residues with high fidelity. The fluorenylmethoxy carbonyl (Fmoc) group provides orthogonal protection compatible with standard deprotection protocols, while the side chain thioether offers inherent stability and resistance to oxidation under routine handling. Its crystalline nature and ease of purification facilitate reliable use in both manual and automated synthesis workflows.

Synthesis

Route1
- 500872-34-4
- ~98%
- In-stock
  
  71989-28-1
References
- Di Gioia, Maria Luisa; Leggio, Antonella; Le Pera, Adolfo; Liguori, Angelo; Perri, Francesca; Siciliano, Carlo European Journal of Organic Chemistry, 2004 , # 21 p. 4437 - 4441
Route2
- In-stock
  
  63-68-3
- 1131148-55-4
- ~85%
- In-stock
  
  71989-28-1
References
- Ibrahim, Tarek S.; Tala, Srinivasa R.; El-Feky, Said A.; Abdel-Samii, Zakaria K.; Katritzky, Alan R. Synlett, 2011 , # 14 art. no. S03511ST, p. 2013 - 2016
Route3
- In-stock
  
  63-68-3
- In-stock
  
  82911-69-1
- ~61%
- In-stock
  
  71989-28-1
References
- Nowshuddin, Shaik; Rao; Reddy, A. Ram Synthetic Communications, 2009 , vol. 39, # 11 p. 2022 - 2031

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 75.63
LogP 3.7314
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Methionine and derivatives

Building Blocks Functional Group Fmoc

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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Fmoc-Met-OH

CAS No. 71989-28-1

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