$ 360.0
Quantity: 1Gram
In stock
Description
Product name: Fmoc-DOPA(acetonide)-OH
Synonyms: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2,2-dimethylbenzo[d][1,3]dioxol-5-yl)propanoic acid,
Catalog #: 8230082
Purity: 95%
CAS No.: 852288-18-7
Molecular Formula: C27H25NO6
Molecular Weight: 459.49
Compound ID: 25058854
Description: The amino acid 3,4-dihydroxyphenylalanine (DOPA) (1) is found in a number of biological tissues, including the adhesive plaques of the marine mussel Mytilus edulis, the cement proteins of the sandcastle worm Phragmatopoma californica, squid beaks, and in the eggshell precursor proteins of Fasciola hepatica. To better understand the biological role of DOPA and facilitate the synthesis of DOPA-containing therapeutic compounds and biomimetic materials, chemical manipulations of DOPA are often performed. Due to its chemical reactivity, it is necessary to properly protect the catechol side chain of DOPA during chemical reactions. In the case of the synthesis of DOPA-containing peptides, solid-phase peptide synthesis (SPPS) by Fmoc strategy is a preferred approach for its convenience and efficiency. Various protecting groups have been reported to protect the side chain catechol group of DOPA residues, including cyclic ethyl orthoformate, TBDPS, and acetonide. The acetonide protecting group has proven to be compatible with the Fmoc SPPS method. Fmoc-DOPA(acetonide)-OH was successfully incorporated into a short DOPA-containing peptide.
