Peptides & Peptide Synthesis Products
Fmoc-Asp-OtBu
Catalog No: 41058
Nα-Fmoc-L-aspartic acid α-tert-butyl ester, CAS: 129460-09-9, MW: 411.45, Formula: C23H25NO6
Nα-Fmoc-L-aspartic acid α-tert-butyl ester, CAS: 129460-09-9, MW: 411.45, Formula: C23H25NO6
$15.00
SKU
41058
Fmoc-Asp-OtBu
Nα-Fmoc-L-aspartic acid α-tert-butyl ester
An aspartic acid derivative with the α-carboxyl protected as a tert-butyl ester and the side-chain (β) carboxyl free: the reverse of the standard Fmoc-Asp(OtBu)-OH, so it reacts through its side chain.
Coupled through the β-carboxyl in SPPS, it gives a β-aspartyl (isoaspartyl) linkage. Anchored through the β-carboxyl to Rink amide resin, it gives peptides with a C-terminal asparagine, since TFA cleavage removes the α-tert-butyl ester. In solution, coupling the β-carboxyl with glycosylamines gives protected N-glycosyl asparagine building blocks. As with Fmoc-Asp(OtBu)-OH, aspartimide can form during repeated piperidine treatments.
Applications
- Isoaspartyl (β-linked) peptides, such as standards for deamidation and isomerization studies
- Peptides with a C-terminal asparagine, by side-chain anchoring to Rink amide resin
- N-glycosyl asparagine building blocks for glycopeptide synthesis
Storage
Store refrigerated (2–8 °C) in a tightly closed container, and let it reach room temperature before opening.
For research use only. Not for human or veterinary use.
| Catalog Number | 41058 |
|---|---|
| CAS | 129460-09-9 |
| M.W. | 411.45 |
| Formula | C23H25NO6 |
| IUPAC Name | (3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid |
| Synonym | Nα-Fmoc-L-aspartic acid α-tert-butyl ester |
| Also Known As |
|
| InChIKey | VZXQYACYLGRQJU-IBGZPJMESA-N |
| InChI | InChI=1S/C23H25NO6/c1-23(2,3)30-21(27)19(12-20(25)26)24-22(28)29-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,24,28)(H,25,26)/t19-/m0/s1 |
| SMILES | CC(C)(C)OC(=O)[C@H](CC(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13 |
The current Safety Data Sheet for Fmoc-Asp-OtBu (Catalog No: 41058).
The Certificate of Analysis for each lot of Fmoc-Asp-OtBu (Catalog No: 41058). Enter the lot number printed on the product label.
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