(−)-Boc-L-thioproline
(−)-Boc-L-thioproline (CAS: 51077-16-8) is a chiral unnatural amino acid derivative with the molecular formula C9H15NO4S and a molecular weight of 233.28 g/mol. This protected proline analogue is primarily utilised in chemical synthesis and peptide chemistry. Its specific stereochemistry and the presence of the Boc protecting group make it a valuable building block for creating complex peptides and peptidomimetics with unique structural and functional properties.
- IUPAC
- (−)-(R)-Boc-4-thiazolidinecarboxylic acid,(−)-Boc-L-thiaproline,Boc-4-Thio-Pro-OH,Boc-Thi-OH
Peptide Synthesis
(−)-Boc-L-thioproline serves as a crucial unnatural amino acid building block in solid-phase and solution-phase peptide synthesis. Its incorporation allows for the creation of peptides with modified structures, potentially influencing their stability, conformation, and biological activity.
Chemical Synthesis Intermediate
As a chiral intermediate, this compound is employed in the synthesis of various complex organic molecules. The Boc-protected thiol group offers versatile reaction pathways for further functionalization in multi-step synthetic strategies.
Medicinal Chemistry Research
In medicinal chemistry, (–)-Boc-L-thioproline is utilized in the design and synthesis of novel drug candidates. Its unique structure can be incorporated into peptidomimetics or small molecules to explore new therapeutic avenues.
Unnatural Amino Acid Research
Researchers use this compound to study the effects of unnatural amino acids on protein structure and function. It is a valuable tool for understanding proline's role in peptide folding and for developing novel peptide-based biomaterials.
| Molecular weight | 233.28 |
|---|---|
| Empirical formula | C9H15NO4S |
| Assay | ≥99.0% (HPLC) |
| Optical activity | [α]20/D −115±3°, c = 1% in methanol |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (–)-Boc-L-thioproline used for?
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(–)-Boc-L-thioproline is primarily used as a building block in chemical synthesis, particularly in peptide chemistry for creating unnatural peptides and peptidomimetics. It is also employed in medicinal chemistry research and studies involving unnatural amino acids.
What are the CAS number and formula for (–)-Boc-L-thioproline?
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The CAS number for (–)-Boc-L-thioproline is 51077-16-8, and its empirical formula is C9H15NO4S.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (–)-Boc-L-thioproline with a purity of ≥99.0% as determined by HPLC. This product is suitable for research and chemical synthesis purposes; TSS does not represent it as USP, BP, or EP grade.
How should (–)-Boc-L-thioproline be handled safely?
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When handling (–)-Boc-L-thioproline, it is essential to use appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used if airborne exposure is possible. Consult the Safety Data Sheet for comprehensive handling information.
Is (–)-Boc-L-thioproline a controlled substance?
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The provided data does not indicate that (–)-Boc-L-thioproline is a controlled substance.
How is (–)-Boc-L-thioproline packed, shipped, and exported?
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Tech Serve Solutions securely packs and professionally exports fine chemicals like (–)-Boc-L-thioproline globally, adhering to all relevant shipping and customs regulations for chemical products.
How can I request a sample or quote for (–)-Boc-L-thioproline?
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To request a sample or a quote for (–)-Boc-L-thioproline, please contact our sales team through the TSS website or by phone, providing your details and the product's CAS number (51077-16-8).
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