D-Phenylalanine,4-cyano-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-


Chemical Name: D-Phenylalanine,4-cyano-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
CAS Number: 205526-34-7
Product Number: AG002A62(AGN-PC-0QVDCA)
Synonyms:
MDL No:
Molecular Formula: C25H20N2O4
Molecular Weight: 412.4373

Identification/Properties


Properties
MP:
188.1°C
BP:
678.7°C at 760 mmHg
Storage:
Keep in dry area;Room Temperature;
Form:
Solid
Computed Properties
Molecular Weight:
412.445g/mol
XLogP3:
4.4
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
5
Rotatable Bond Count:
7
Exact Mass:
412.142g/mol
Monoisotopic Mass:
412.142g/mol
Topological Polar Surface Area:
99.4A^2
Heavy Atom Count:
31
Formal Charge:
0
Complexity:
671
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
1
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information


NMR Spectrum


Other Analytical Data


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Chemical Structure



Fmoc-D-Phe(4-CN)-OH, also known as Fmoc-D-phenylalanine(4-cyanophenyl)-ol, is a key reagent commonly used in peptide synthesis and solid-phase peptide synthesis (SPPS). This compound serves as a building block in the construction of peptides due to its ability to act as a protected amino acid residue.In chemical synthesis, Fmoc-D-Phe(4-CN)-OH is utilized as a derivative of the amino acid phenylalanine, where the Fmoc (9-fluorenylmethoxycarbonyl) group serves as a temporary protecting group for the amine functionality of the amino acid. This protection allows for selective deprotection and subsequent coupling reactions during peptide chain elongation.The 4-cyanophenyl group on the phenylalanine side chain provides versatility in peptide design, allowing for the introduction of specific functionalities or modifications at this position. This enables the incorporation of diverse chemical moieties or labels for various applications, such as the synthesis of bioactive peptides, fluorescently tagged peptides, or other peptide analogs.Overall, Fmoc-D-Phe(4-CN)-OH plays a crucial role in peptide chemistry by enabling the controlled assembly of peptides with tailored sequences and functionalities, making it an essential component in the synthesis of complex peptides for research, pharmaceutical development, and biotechnological applications.