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About This Item
Empirical Formula (Hill Notation):
C21H23NO4
CAS Number:
Molecular Weight:
353.41
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
252-662-7
MDL number:
Beilstein/REAXYS Number:
2178254
Quality Level
assay
≥97.0%
optical activity
[α]20/D −25±2°, c = 1% in DMF
reaction suitability
reaction type: C-H Activation, reaction type: Fmoc solid-phase peptide synthesis, reagent type: ligand
reaction type: Peptide Synthesis
mp
152-156 °C
application(s)
peptide synthesis
functional group
Fmoc, amine, carboxylic acid
storage temp.
2-8°C
SMILES string
CC(C)C[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
InChI
1S/C21H23NO4/c1-13(2)11-19(20(23)24)22-21(25)26-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-19H,11-12H2,1-2H3,(H,22,25)(H,23,24)/t19-/m0/s1
InChI key
CBPJQFCAFFNICX-IBGZPJMESA-N
Application
Fmoc-Leu-OH can be used as a reactant to synthesize:
- Various oligopeptides by reacting with functionalized α-amino acid hydrochloride salts.
- A cyclic depsipeptide sansalvamide A, a natural product found in marine fungus.
- Streptocidin A−D, decapeptide antibiotics naturally found in Streptomyces sp. Tü 6071.
- Coumaroyl dipeptide amide that can be used for cosmetic applications.
Biochem/physiol Actions
PPARγ ligand that induces insulin sensitization, but not adipogenesis.
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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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Facile solid-phase synthesis of cyclic decapeptide antibiotic streptocidins A-D
Qin C, et al.
Tetrahedron Letters, 45(1), 217-220 (2004)
Markus Beck Erlach et al.
Journal of biomolecular NMR, 69(2), 53-67 (2017-09-16)
For evaluating the pressure responses of folded as well as intrinsically unfolded proteins detectable by NMR spectroscopy the availability of data from well-defined model systems is indispensable. In this work we report the pressure dependence of
Franziska Thomas et al.
Biochemistry, 56(50), 6544-6554 (2017-11-23)
Coiled coils (CCs) are among the best-understood protein folds. Nonetheless, there are gaps in our knowledge of CCs. Notably, CCs are likely to be structurally more dynamic than often considered. Here, we explore this in an abundant class of CCs
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 47633-5G-F | 04061832642581 |
| 47633-50G-F | 04061832362366 |
| 47633-1KG-F | 04061826222744 |
| 47633-250G-F | 04061832362359 |