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


Chemical Name: D-Phenylalanine, 4-benzoyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
CAS Number: 117666-97-4
Product Number: AG008R9Z(AGN-PC-0NZCTU)
Synonyms:
MDL No:
Molecular Formula:
Molecular Weight:

Identification/Properties


Computed Properties
Molecular Weight:
491.543g/mol
XLogP3:
6
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
5
Rotatable Bond Count:
9
Exact Mass:
491.173g/mol
Monoisotopic Mass:
491.173g/mol
Topological Polar Surface Area:
92.7A^2
Heavy Atom Count:
37
Formal Charge:
0
Complexity:
777
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


GHS Pictogram:
Signal Word:
Warning
UN#:
-
Hazard Statements:
H302-H315-H319-H335
Precautionary Statements:
P261-P280-P301+P312-P302+P352-P305+P351+P338
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



Fmoc-D-Bpa-OH, or N-α-(9-Fluorenylmethoxycarbonyl)-D-4-biphenylalanine, is a versatile amino acid derivative widely used in chemical synthesis. Its unique structure, incorporating a biphenyl moiety, offers distinct advantages in peptide and protein research.One key application of Fmoc-D-Bpa-OH is in solid-phase peptide synthesis (SPPS). This amino acid derivative is often employed as a building block to introduce various functionalities or structural elements into peptide sequences. Due to its bulky and rigid biphenyl group, Fmoc-D-Bpa-OH can induce conformational constraints in peptides, leading to improved stability and bioactivity.Furthermore, Fmoc-D-Bpa-OH can serve as a valuable tool in the design of peptide mimetics and peptidomimetics. By strategically incorporating this amino acid derivative into peptide analogs, researchers can modulate properties such as receptor binding affinity, proteolytic stability, and cell permeability.Overall, Fmoc-D-Bpa-OH plays a crucial role in advancing the field of chemical synthesis by enabling the creation of structurally diverse and functionally enhanced peptides for applications in drug discovery, biomaterials development, and biochemical studies.