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Fmoc-Thr-OL is an Fmoc-protected threoninol derivative in which the threonine carboxyl group has been reduced to a primary alcohol. It therefore differs fundamentally from Fmoc-Thr(tBu)-OH, which retains a carboxylic acid for standard peptide coupling.
The '-OL' suffix is the key structural signal: this is an amino alcohol, not an ordinary protected threonine amino acid.
Product Information
| Product Name | Fmoc-Thr-OL |
| Catalog No. | AS2059 |
| CAS No. | 176380-53-3 |
| Molecular Formula | C19H21NO4 |
| Molecular Weight | 327.37 g/mol |
| Building Block Type | Fmoc-protected threoninol amino alcohol |
| Primary Applications | Amino-alcohol peptide mimetics; reduced C-terminal motifs; protected intermediate synthesis; noncanonical peptide chemistry |
Why the Amino Alcohol Changes Synthetic Function
Replacing CO2H with CH2OH removes the normal carboxyl handle used for peptide-bond formation. Fmoc-Thr-OL is therefore used for specialized terminal or peptidomimetic architectures rather than routine chain elongation as an amino-acid monomer.
Threoninol Retains Two Oxygen Functionalities
The molecule retains the threonine side-chain hydroxyl and adds a terminal primary alcohol from carboxyl reduction. These groups create opportunities for derivatization but also mean the product should not be treated as equivalent to protected Thr.
Stereochemistry Still Matters
Threonine-derived amino alcohols retain stereochemical information from the parent amino acid. Related stereoisomers can share the same molecular mass, so chiral identity should be confirmed separately from LC-MS.
Procurement and QC
Confirm CAS 176380-53-3, C19H21NO4 and MW 327.37 g/mol. The most important identity check is that the material is threoninol rather than Fmoc-Thr or an ester derivative.
For a peptide requiring a reduced C-terminal amino alcohol or related nonstandard terminus, route planning can be handled through custom peptide synthesis.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.
Frequently Asked Questions
What does '-OL' mean?
It indicates that the threonine carboxyl group has been reduced to an alcohol.
Can Fmoc-Thr-OL be used like Fmoc-Thr(tBu)-OH in ordinary SPPS?
No. It lacks the free carboxylic acid required for normal amino-acid coupling.
Why use threoninol?
It is used in amino-alcohol and reduced-terminal peptide-mimetic structures.
Related Technical Resources
Read about noncanonical amino-acid chemistry