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47633

Sigma-Aldrich

Fmoc-Leu-OH

≥97.0%

Sinonimo/i:

N-(9-Fluorenylmethoxycarbonyl)-L-leucine, Fmoc-L-leucine

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About This Item

Formula empirica (notazione di Hill):
C21H23NO4
Numero CAS:
35661-60-0
Peso molecolare:
353.41
Beilstein:
2178254
Numero CE:
252-662-7
Numero MDL:
MFCD00037133
Codice UNSPSC:
12352209
eCl@ss:
32160406
ID PubChem:
57651051
NACRES:
NA.26

Saggio

≥97.0%

Attività ottica

[α]20/D −25±2°, c = 1% in DMF

Impiego in reazioni chimiche

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

Punto di fusione

152-156 °C (lit.)
152-156 °C

applicazioni

peptide synthesis

Gruppo funzionale

Fmoc
amine
carboxylic acid

Temperatura di conservazione

2-8°C

Stringa SMILE

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
CBPJQFCAFFNICX-IBGZPJMESA-N

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Categorie correlate

Applicazioni

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.

Azioni biochim/fisiol

PPARγ ligand that induces insulin sensitization, but not adipogenesis.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
BCCD8928
BCCD0935
BCBZ6542
BCBW3547
BCBT4069

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Fmoc-Gln(Trt)-OH ≥98.0% (HPLC)

Sigma-Aldrich

47674

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Fmoc-Met-OH ≥98.0% (HPLC)

Sigma-Aldrich

47634

Fmoc-Met-OH

Fmoc-Thr(tBu)-OH ≥98.0% (HPLC)

Sigma-Aldrich

47622

Fmoc-Thr(tBu)-OH

Fmoc-Trp(Boc)-OH ≥97.0% (HPLC)

Sigma-Aldrich

47561

Fmoc-Trp(Boc)-OH

Fmoc-His(Trt)-OH ≥98.0% (sum of enantiomers, HPLC)

Sigma-Aldrich

47639

Fmoc-His(Trt)-OH

Fmoc-Ser(tBu)-OH ≥98.0% (HPLC)

Sigma-Aldrich

47619

Fmoc-Ser(tBu)-OH

Fmoc-Asn(Trt)-OH ≥97.0%

Sigma-Aldrich

47672

Fmoc-Asn(Trt)-OH

Fmoc-Cys(Trt)-OH ≥95.0% (sum of enantiomers, HPLC)

Sigma-Aldrich

47695

Fmoc-Cys(Trt)-OH

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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