Fmoc-Sar-OH

Name: Fmoc-Sar-OH
Brand: ChemScene
Availability: InStock
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CAS No. 77128-70-2
Cat. No. CS-W012058
Purity≥98%
MDL No.MFCD00151926

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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 77128-70-2

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General Information

CAS No. 77128-70-2
Cat. No. CS-W012058
Purity ≥98%
MDL No. MFCD00151926
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₁₇NO₄
Molecular Weight 311.34
Synonym(s) None
SMILES O=C(O)CN(C(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O)C

Description

Fmoc-Sar-OH is a protected amino acid derivative featuring a fluorenylmethoxy carbonyl (Fmoc) group and a sarcosine (N-methylglycine) side chain. This combination enables efficient incorporation into peptide chains during solid-phase synthesis, offering enhanced solubility and reduced aggregation. The stable Fmoc moiety allows for orthogonal deprotection with piperidine, facilitating sequential coupling steps.

Application

Fmoc-Sar-OH serves as a key building block in solid-phase peptide synthesis, enabling the incorporation of sarcosine at defined positions within peptide sequences. The Fmoc group provides orthogonal protection for the α-amino function, allowing selective deprotection under mild basic conditions. Sarcosine’s N-methylated structure enhances peptide stability and membrane permeability, making this derivative valuable for developing bioactive peptides and peptidomimetics with improved metabolic resistance.

Synthesis

Route1
- 28920-43-6
- In-stock
  
  637-96-7
- ~87%
- In-stock
  
  77128-70-2
References
- Lescrinier, Theo; Hendrix, Chris; Kerremans, Luc; Rozenski, Jef; Link, Andreas; Samyn, Bart; Van Aerschot, Arthur; Lescrinier, Eveline; Eritja, Ramon; Van Beeumen, Jozef; Herdewijn, Piet Chemistry - A European Journal, 1998 , vol. 4, # 3 p. 425 - 433
Route2
- 50-00-0
- In-stock
  
  29022-11-5
- ~%
- In-stock
  
  77128-70-2
References
- Tetrahedron Letters, , vol. 37, # 2 p. 263 - 266

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 66.84
LogP 2.9519
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Glycine and derivatives

Life Science Amino Acids and their Derivatives N-protected amino acid

Building Blocks Functional Group Fmoc

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

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

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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Fmoc-Sar-OH

CAS No. 77128-70-2

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