3-Thiolnorvaline is a non-proteinogenic amino acid featuring a shortened norvaline backbone with a thiol functionality at the 3-position of the side chain, alongside a free amino group and a free carboxyl group. The side-chain thiol can exist in protonation states and can undergo oxidation to disulfides or participate in thiol-disulfide exchange, while the α-amino and α-carboxyl groups provide the typical zwitterionic character used for amino acid handling and derivatization. In peptide chemistry and chemical biology, it is used as a sulfur-bearing building block for preparing thiol-containing peptides, for introducing reactive handles for conjugation or crosslinking, and for structure-activity or labeling studies where a defined thiol-bearing residue is required.
CAT No: CP09501
3-Thiolnorvaline is a non-proteinogenic amino acid building block featuring a thioether/thiol-reactive side chain at the 3-position, making it a useful sulfur-functional handle for peptide and materials chemistry. Its amino and thiol functionalities enable downstream coupling strategies where controlled sulfhydryl chemistry is required, including incorporation into custom peptides and preparation of thiol-containing intermediates. Researchers often select this scaffold to introduce a chemically addressable sulfur group while maintaining an amino acid backbone suitable for standard organic and peptide-development workflows.
1. Thiol-Containing Peptide Building
3-Thiolnorvaline is used by peptide synthesis groups to introduce a sulfur-functional side chain into custom peptides and peptide analogs where thiol reactivity is needed for subsequent derivatization or native chemical ligation-style workflows. The amino acid backbone supports straightforward incorporation into peptide sequences during building-block assembly, while the 3-position sulfur functionality provides a convenient chemical handle for post-synthetic modification. This makes it a practical choice for developing peptide probes, enzyme-substrate analogs, and research peptides that require controlled thiol availability for downstream conjugation steps.
2. Bioconjugation Sulfhydryl Handle
3-Thiolnorvaline is commonly positioned for bioconjugation development where a defined thiol group is required to enable coupling to electrophilic linkers, maleimide-type reagents, or other thiol-reactive chemistries used in protein and biomolecule labeling. Chemical biology teams and bioconjugation specialists use thiol-bearing amino acid derivatives to build controlled conjugation reagents, prepare peptide-protein conjugates, and generate functionalized linkers with sulfur-based attachment points. The amino acid form helps maintain compatibility with peptide-based targeting motifs and supports modular assembly of labeling constructs for research-grade labeling workflows.
3. Sulfur-Functional Materials Intermediates
3-Thiolnorvaline is used in biomaterials and polymer-functional materials research as a sulfur-functional intermediate for introducing thiol reactivity into crosslinkable or surface-anchoring chemistries. Materials scientists leverage the thiol-containing side chain to generate reactive precursors for surface immobilization, network formation, or thiol-mediated coupling to functional substrates. By providing an amino acid-derived scaffold with a chemically addressable sulfur group, it supports the preparation of research materials that benefit from thiol-based attachment chemistry while retaining the structural features needed for integration into peptide- or amino-acid-derived material architectures.
4. Pharmaceutical Intermediate Development
3-Thiolnorvaline is also applied in medicinal chemistry and pharmaceutical intermediate development as a sulfur-containing amino acid building block for constructing thio-functional fragments used in downstream synthesis. Process and development chemists use thiol-bearing amino acid derivatives to access intermediates that carry both an amino functionality and a reactive sulfur handle, enabling later diversification into thioether/thiol-protected motifs or other sulfur-containing structures. This application is particularly relevant when a controlled sulfur functionality is required to build structure-property series in early-stage synthetic campaigns.
2. Immune responses to homocitrulline-and citrulline-containing peptides in rheumatoid arthritis
3. TMEM16F and dynamins control expansive plasma membrane reservoirs
5. SERS spectrum of the peptide thymosin‐β4 obtained with Ag nanorod substrate
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More