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47633

Sigma-Aldrich

Fmoc-Leu-OH

≥97.0%

Synonym(e):

N-(Fluorenyl-9-methoxycarbonyl)-L-leucin, Fmoc-L-leucin

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About This Item

Empirische Formel (Hill-System):
C21H23NO4
CAS-Nummer:
35661-60-0
Molekulargewicht:
353.41
Beilstein:
2178254
EG-Nummer:
252-662-7
MDL-Nummer:
MFCD00037133
UNSPSC-Code:
12352209
eCl@ss:
32160406
PubChem Substanz-ID:
57651051
NACRES:
NA.26

Assay

≥97.0%

Optische Aktivität

[α]20/D −25±2°, c = 1% in DMF

Eignung der Reaktion

reaction type: C-H Activation
reaction type: Fmoc solid-phase peptide synthesis
reagent type: ligand
reaction type: Peptide Synthesis

mp (Schmelzpunkt)

152-156 °C (lit.)
152-156 °C

Anwendung(en)

peptide synthesis

Funktionelle Gruppe

Fmoc
amine
carboxylic acid

Lagertemp.

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

InChIKey

CBPJQFCAFFNICX-IBGZPJMESA-N

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Verwandte Kategorien

Anwendung

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. Wirkung

PPARγ ligand that induces insulin sensitization, but not adipogenesis.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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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
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
Zhimou Yang et al.
Chemical communications (Cambridge, England), (35)(35), 4414-4416 (2005-09-02)
Two types of therapeutic agents, which have discrete yet complementary functions, self-assemble into nanofibers in water to formulate a new supramolecular hydrogel as a self-delivery biomaterial to reduce the toxicity of uranyl oxide at the wound sites.
Facile solid-phase synthesis of cyclic decapeptide antibiotic streptocidins A-D
Qin C, et al.
Tetrahedron Letters, 45(1), 217-220 (2004)
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