Specification
Description
Fmoc-4-amino-3-hydroxybutanoic acid (Fmoc-Ahb-OH) is a type of amino acid that contains both an amino group and a carboxyl group. It is commonly used as a building block for peptides, which are short chains of amino acids linked by peptide bonds.
IUPAC Name
4-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxybutanoic acid
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCC(CC(=O)O)O
InChI
1S/C19H19NO5/c21-12(9-18(22)23)10-20-19(24)25-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,12,17,21H,9-11H2,(H,20,24)(H,22,23)
InChI Key
KAVHFNYDXGWPBX-UHFFFAOYSA-N
Application
Fmoc-Ahb-OH is widely used in the synthesis of peptides for various scientific applications. The inclusion of Ahb-OH in peptide chains can result in improved bioactivity or stability of the peptides. For example, Ahb-OH can be used to add hydrophilic or amphiphilic characters to peptides, which can enhance their solubility or cell penetration. Ahb-OH can also be used to introduce functional groups that can be used for further modification of the peptide.
Type
Unusual Amino Acids, Analogs of Serine, Threonine, and Statine