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About This Item
Empirical Formula (Hill Notation):
C22H25NO5
CAS Number:
Molecular Weight:
383.44
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
276-260-6
MDL number:
Beilstein/REAXYS Number:
3632013
Product Name
Fmoc-Ser(tBu)-OH, ≥98.0% (HPLC)
Quality Level
assay
≥98.0% (HPLC)
form
powder
optical activity
[α]20/D +25.5±1°, c = 1% in ethyl acetate
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
application(s)
peptide synthesis
functional group
Fmoc
storage temp.
2-8°C
SMILES string
CC(C)(C)OC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
InChI
1S/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
InChI key
REITVGIIZHFVGU-IBGZPJMESA-N
Application
Fmoc-Ser(tBu)-OH is an N-terminal protected reagent used in the peptide synthesis. Some of the reported examples are:
- Total synthesis of an antibiotic, daptomycin, by cyclization via a chemoselective serine ligation.
- Preparation of MUC1, a T-cell helper peptide, using iterative pentafluorophenyl ester-mediated fragment condensations.
- Linear solid-phase peptide synthesis of ubiquitin and diubiquitin.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Total synthesis of daptomycin by cyclization via a chemoselective serine ligation.
Lam H Y, et al.
Journal of the American Chemical Society, 135(16), 6272-6279 (2013)
Advances in proline ligation.
Townsend S D, et al.
Journal of the American Chemical Society, 134(8), 3912-3916 (2012)
Chemical synthesis of ubiquitin, ubiquitin?based probes, and diubiquitin.
El Oualid F, et al.
Angewandte Chemie (International Edition in English), 49(52), 10149-10153 (2010)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 367796-250MG | 04061833482421 |
| 47619-25G-F | 04061832362151 |
| 47619-100G-F | 04061832362137 |
| 47619-10G-F | 04061832362144 |
| 47619-1KG-F | 04061826222652 |