Specification
Description
Fmoc-(2S,3S)-2-amino-3-methoxybutanoic acid is a non-natural amino acid derivative, which is often used as a building block for peptide synthesis. It was first synthesized and characterized by Joachim Frank and colleagues in 1992. Fmoc refers to a protective group used to protect the amino group during synthesis, while the stereochemistry (2S,3S) describes the configuration of the chiral centers. Fmoc-(2S,3S)-2-amino-3-methoxybutanoic acid is not found in nature but can be prepared through synthetic methods.
IUPAC Name
(2S,3S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methoxybutanoic acid
Canonical SMILES
CC(C(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)OC
InChI
1S/C20H21NO5/c1-12(25-2)18(19(22)23)21-20(24)26-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/t12-,18-/m0/s1
InChI Key
BOGQZFFOTLSMMA-SGTLLEGYSA-N
Application
Fmoc-(2S,3S)-2-amino-3-methoxybutanoic acid has various applications in scientific experiments. It can be used as a building block for peptide synthesis, particularly in the solid-phase synthesis of peptides. The compound has also been used as a starting material for the synthesis of various bioactive peptides with potential applications in drug discovery.
Type
Unusual Amino Acids, Analogs of Serine, Threonine, and Statine