L-Histidine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-[(4-methylphenyl)sulfonyl]-


Chemical Name: L-Histidine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-[(4-methylphenyl)sulfonyl]-
CAS Number: 112380-10-6
Product Number: AG007TI0(AGN-PC-0P3DV1)
Synonyms:
MDL No: MFCD00144353
Molecular Formula: C28H25N3O6S
Molecular Weight: 531.5796

Identification/Properties


Computed Properties
Molecular Weight:
531.583g/mol
XLogP3:
4.4
Hydrogen Bond Donor Count:
2
Hydrogen Bond Acceptor Count:
7
Rotatable Bond Count:
9
Exact Mass:
531.146g/mol
Monoisotopic Mass:
531.146g/mol
Topological Polar Surface Area:
136A^2
Heavy Atom Count:
38
Formal Charge:
0
Complexity:
925
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

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NMR Spectrum


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Chemical Structure



Fmoc-His(Tos)-OH, also known as N-(9-fluorenylmethoxycarbonyl)-L-histidine tosylate, is a commonly used amino acid derivative in chemical synthesis. This compound is particularly useful in peptide synthesis due to its ability to protect the histidine residue during the assembly of peptide chains.In peptide synthesis, Fmoc-His(Tos)-OH serves as a building block for incorporating histidine into the peptide sequence. The Fmoc (9-fluorenylmethyloxycarbonyl) group acts as a protecting group, which can be selectively removed under mild conditions to expose the reactive amine group of histidine for further coupling reactions. The tosyl (Tos) group provides additional protection to the imidazole side chain of histidine, enabling specific reactions to take place without undesired side reactions.Overall, the application of Fmoc-His(Tos)-OH in chemical synthesis allows for the controlled and efficient synthesis of histidine-containing peptides, which are important in various fields such as pharmaceuticals, biochemistry, and materials science.