H-D-Phe(4-CN)-OH

Name: H-D-Phe(4-CN)-OH
Brand: ChemScene
Availability: InStock
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CAS No. 263396-44-7
Cat. No. CS-W022746
Purity≥98%
MDL No.MFCD00270364

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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 263396-44-7

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General Information

CAS No. 263396-44-7
Cat. No. CS-W022746
Purity ≥98%
MDL No. MFCD00270364
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀N₂O₂
Molecular Weight None
Synonym(s) None
SMILES O=C(O)[C@H](N)CC1=CC=C(C#N)C=C1

Description

H-D-Phe(4-CN)-OH features a para-cyano substituted phenylalanine side chain, offering enhanced electronic properties for peptide synthesis. This bench-stable derivative integrates readily into peptide sequences, enabling precise modulation of conformational and electronic behavior in bioactive compounds.

Application

H-D-Phe(4-CN)-OH serves as a valuable building block in peptide synthesis, offering a para-cyanophenylalanine residue with enhanced electronic properties. The 4-CN group provides a robust handle for further derivatization and contributes to improved metabolic stability in bioactive peptides. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient incorporation into complex sequences.

Synthesis

Route1
- 146664-09-7
- ~76%
- In-stock
  
  263396-44-7
References
- Jendralla, Heiner; Seuring, Bernhard; Herchen, Joerg; Kulitzscher, Bernd; Wunner, Joachim; et al. Tetrahedron, 1995 , vol. 51, # 44 p. 12047 - 12068
Route2
- 94929-80-3
- ~%
- In-stock
  
  263396-44-7
References
- Jendralla, Heiner; Seuring, Bernhard; Herchen, Joerg; Kulitzscher, Bernd; Wunner, Joachim; et al. Tetrahedron, 1995 , vol. 51, # 44 p. 12047 - 12068
Route3
- In-stock
  
  105-07-7
- ~%
- In-stock
  
  263396-44-7
References
- Jendralla, Heiner; Seuring, Bernhard; Herchen, Joerg; Kulitzscher, Bernd; Wunner, Joachim; et al. Tetrahedron, 1995 , vol. 51, # 44 p. 12047 - 12068

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P312-P330-P363-P501

Quality Control

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Computational Chemistry Data

TPSA 87.11
LogP 0.51268
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Bioactive Molecules Peptides

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-D-Phe(4-CN)-OH

CAS No. 263396-44-7

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