H-Phe(4-CN)-OH

Name: H-Phe(4-CN)-OH
Brand: ChemScene
Availability: InStock
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CAS No. 167479-78-9
Cat. No. CS-W022752
Purity≥98%
MDL No.MFCD00270363

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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+
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Structure of 167479-78-9

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General Information

CAS No. 167479-78-9
Cat. No. CS-W022752
Purity ≥98%
MDL No. MFCD00270363
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀N₂O₂
Molecular Weight 190.20
Synonym(s) 4-Cyano-L-Phenylalanine
SMILES O=C(O)[C@@H](N)CC1=CC=C(C#N)C=C1

Description

H-Phe(4-CN)-OH features a para-cyanophenylalanine residue with a stable, electron-deficient aromatic ring. This moiety enhances conjugation and metabolic stability, enabling efficient incorporation into peptide sequences under standard conditions. The terminal hydroxyl group provides a reactive handle for derivatization or coupling reactions in synthetic biology applications.

Application

H-Phe(4-CN)-OH serves as a valuable building block for peptide synthesis, featuring a para-cyano group on the aromatic ring that enables subsequent transformations such as hydrolysis to carboxylic acid or nucleophilic addition reactions. The stable, bench-ready solid facilitates straightforward incorporation into peptide sequences and offers enhanced solubility and purification advantages in standard synthetic workflows.

Synthesis

Route1
- 146664-08-6
- ~70%
- In-stock
  
  167479-78-9
References
- Pearson, Daniel A.; Lister-James, John; McBride, William J.; Wilson, David M.; Martel, Lawrence J.; Civitello, Edgar R.; Dean, Richard T. Journal of Medicinal Chemistry, 1996 , vol. 39, # 7 p. 1372 - 1382
Route2
- In-stock
  
  17201-43-3
- ~%
- In-stock
  
  167479-78-9
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 9, # 17 p. 2483 - 2486
Route3
- 104-85-8
- ~%
- In-stock
  
  167479-78-9
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 9, # 17 p. 2483 - 2486

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

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Computational Chemistry Data

TPSA 87.11
LogP 0.51268
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Life Science Amino Acids and their Derivatives Phenylalanine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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H-Phe(4-CN)-OH

CAS No. 167479-78-9

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