Work

One-Step Synthesis of 3-(Fmoc-amino acid)-3,4-diaminobenzoic Acids

Year: 2023

Type: article

Abstract: A one-step method for synthesizing 3-(Fmoc-amino acid)-3,4-diaminobenzoic acids was used to prepare preloaded diaminobenzoate resin. The coupling of free diaminobenzoic acid and Fmoc-amino acids gave pure products in 40-94% yield without any purification step in addition to precipitation except for histidine. For the proline residue, crude products were collected and used for solid-phase peptide synthesis to give a moderate yield of a pentapeptide. In addition, this method was used to prepare unusual amino acid derivatives, namely, (2-naphthyl) alanine and 6-aminohexanoic acid derivatives, in 50 and 65% yield, respectively.

Source: ACS Omega

DOI: 10.1021/acsomega.3c06640

Authors: Min-Cheng Chien, Yi Kai Lin, Yong Liao, Szu-Hsuan Chen, Yen-Wei Chen, Chien-Yu Liang, Vijayasimha Molakaseema, Sodio C. N. Hsu, Chun-Cheng Lin, Hui-Ting Chen, Chai-Lin Kao

Institutions: Kaohsiung Medical University, National Yang Ming Chiao Tung University, National Tsing Hua University, National Sun Yat-sen University, National Pingtung University of Science and Technology, Kaohsiung Medical University Chung-Ho Memorial Hospital

Language: English

Topic: Chemical Synthesis and Analysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $1,685

Funders: EuroNanoMed III, Agence Nationale de la Recherche, Kaohsiung Medical University, Kaohsiung Medical University Chung-Ho Memorial Hospital

Awards: G4774837624, G5143324239, Development of CXCR4 targeting-nanosystem-probes for molecular imaging of cancer cells and tumor microenvironment.

OpenAlex ID: W4387901464

FWCI: 0.097

Cites: 15

Cited by: 1

Related to: 10