ArticleAngewandte Chemie (International ed. in English)2020
Sustainable Peptide Synthesis Enabled by a Transient Protecting Group.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- The Effect of Protecting Groups and Peptide Chain Length on the Aqueous Solubility of l‑Alanine Homopeptides.ACS omega · 2026Article
- Late-Stage Functionalization of Peptides on the Solid Phase.Angewandte Chemie (International ed. in English) · 2026Review
- Nanoassembly-enabled aqueous solid-phase peptide synthesis (ASPPS): a practical DMF-free approach based on the Fmoc strategy.RSC advances · 2026Article
- Challenges and Achievements of Peptide Synthesis in Aqueous and Micellar Media.Chembiochem : a European journal of chemical biology · 2025Review
- Self-Assembly and Cytocompatibility of Amino Acid Conjugates Containing a Novel Water-Soluble Aromatic Protecting Group.Biomacromolecules · 2023Article
- Suppression of alpha-carbon racemization in peptide synthesis based on a thiol-labile amino protecting group.Nature communications · 2023Article
- Chemical Wastes in the Peptide Synthesis Process and Ways to Reduce Them.Iranian journal of pharmaceutical research : IJPR · 2022Review
- High-Throughput Platform for Novel Reaction Discovery.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Usage of Synthetic Peptides in Cosmetics for Sensitive Skin.Pharmaceuticals (Basel, Switzerland) · 2021Review
- Greening the synthesis of peptide therapeutics: an industrial perspective.RSC advances · 2020Review
- Sustainable Peptide Synthesis Enabled by a Transient Protecting Group.Angewandte Chemie (International ed. in English) · 2020Article
Corrections and comments
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The growing interest in synthetic peptides has prompted the development of viable methods for their sustainable production. Currently, large amounts of toxic solvents are required for peptide assembly from protected building blocks, and switching to water as a reaction medium remains a major hurdle in peptide chemistry. We report an aqueous solid-phase peptide synthesis strategy that is based on a water-compatible 2,7-disulfo-9-fluorenylmethoxycarbonyl (Smoc) protecting group. This approach enables peptide assembly under aqueous conditions, real-time monitoring of building block coupling, and efficient postsynthetic purification. The procedure for the synthesis of all natural and several non-natural Smoc-protected amino acids is described, as well as the assembly of 22 peptide sequences and the fundamental issues of SPPS, including the protecting group strategy, coupling and cleavage efficiency, stability under aqueous conditions, and crucial side reactions.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.