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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)
M J Miller et al.
The Journal of pharmacology and experimental therapeutics, 266(1), 468-472 (1993-07-01)
Anti-inflammatory properties have been ascribed to a series of N-(fluorenyl-9-methoxycarbonyl) amino acids called leumedins that inhibit the activity of granulocytes and T-lymphocytes. We evaluated one of these leumedins, N-(fluorenyl-9-methoxycarbonyl) leucine (NPC 15199), in a model of ileitis in guinea pigs.
C R Jan et al.
The Chinese journal of physiology, 43(1), 29-33 (2000-06-17)
This report demonstrates that NPC-15199 [(N-(9-fluorenylmethoxycarbonyl)L-leucine)], a novel anti-inflammatory agent, increases intracellular Ca2+ concentration ([Ca2+]i) in human bladder female transitional cancer (BFTC) cells. Using fura-2 as a Ca2+ probe, NPC-15199 (0.1-2 mM) was found to increase [Ca2+]i concentration-dependently. The response
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 47633-50G-F | 04061832362366 |
| 47633-5G-F | 04061832642581 |
| 47633-1KG-F | 04061826222744 |
| 47633-250G-F | 04061832362359 |