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Merck

47633

Sigma-Aldrich

Fmoc-Leu-OH

≥97.0%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C21H23NO4
Número de CAS:
Peso molecular:
353.41
Beilstein/REAXYS Number:
2178254
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

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 (lit.)
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

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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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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
Facile solid-phase synthesis of cyclic decapeptide antibiotic streptocidins A-D
Qin C, et al.
Tetrahedron Letters, 45(1), 217-220 (2004)
Catalytic Oligopeptide Synthesis
Liu Z, et al.
Organic Letters, 20(3), 612-615 (2018)
Synthesis and Evaluation of Coumaroyl Dipeptide Amide as Potential Whitening Agents
Lee H-S, et al.
Bull. Korean Chem. Soc., 34(10), 3017-3021 (2013)
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

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