$400.00 - $2154.00
Fmoc-D-Thr(tBu)-OH is an Fmoc-protected D-threonine derivative with the side-chain hydroxyl protected as a tert-butyl ether. It is compatible with standard Fmoc/tBu solid-phase peptide synthesis and releases the hydroxyl during acidic final deprotection.
Threonine contains two stereogenic centers, so exact configuration must be considered when ordering D-Thr building blocks. Reference peptide-synthesis suppliers identify this compound as the (2R,3S) D-threonine derivative. It should not be confused with D-allo-threonine analogs, which have different side-chain stereochemistry even when their molecular formula is identical.
Product Information
| Product Name | Fmoc-D-Thr(tBu)-OH |
| Catalog No. | AS3027 |
| CAS No. | 138797-71-4 |
| Molecular Formula | C23H27NO5 |
| Molecular Weight | 397.46 g/mol |
| Protecting Groups | Fmoc alpha-amino protection; O-tBu hydroxyl protection |
| Primary Application | D-threonine incorporation in Fmoc-SPPS |
Application Scope and Assay Relevance
Primary use: Protected D-threonine building block for peptide stereochemical SAR; threonine has two stereogenic centers, so exact configuration must be controlled.
| Typical in vitro relevance | Typical downstream applications include receptor-binding, enzyme-inhibition, protease-stability and conformational assays comparing D-Thr with L-Thr or allo-Thr variants. The two-center stereochemistry makes it useful for fine mapping of side-chain orientation. |
| In vivo relevance | In vivo use is sequence-specific and applies to the final peptide only. D-Thr should not be assumed to improve stability or potency unless confirmed experimentally. |
Two stereocenters make threonine identity especially important
D-Thr and D-allo-Thr differ at the beta-carbon stereocenter. The correct CAS and stereochemical designation should be checked before synthesis when a sequence requires defined threonine geometry.
Purchasing and QC Considerations
Confirm CAS 138797-71-4, (2R,3S) assignment, HPLC purity and chiral purity. Do not rely on molecular weight alone to distinguish allo stereoisomers.
Frequently Asked Questions
What does tBu protect?
It protects the threonine side-chain hydroxyl.
What stereochemistry is associated with this CAS?
Reference supplier data identify it as the (2R,3S) D-threonine derivative.
Is D-Thr the same as D-allo-Thr?
No. They differ at the side-chain stereogenic center.
Product Documents
A Material Safety Data Sheet (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.
Related Technical Resources
See Fmoc-D-Ser(tBu)-OH for a closely related building block or synthesis resource.
Browse the complete D-Form Amino Acids category or use Alan Scientific's Chemical Peptide Synthesis service for custom peptides containing D-amino acids.