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Fmoc-Leu-OH

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CAS:35661-60-0
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Fmoc-Leu-OH manufacturers

  • FMOC-L-Leucine
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  • 2026-07-23
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  • 2026-07-23
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  • Min. Order: 1kg
  • Purity: 98%
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  • CAS:35661-60-0
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Fmoc-Leu-OH Basic information
Product Name:Fmoc-Leu-OH
Synonyms:F-L-LEU;Fmoc-L-leucine,98%;L-Leucine-1-13C-N-FMOC;Fmoc-N-(isobutyl)-glycine;FMOC-L-LEU-OH MONOHYDRATE;Fmoc-N-(isobutyl)-Gly-OH;FMOC-L-LEUCINE extrapure;N-(9-Fluorenylmethoxycarbonyl)-L-leucine, Fmoc-L-leucine
CAS:35661-60-0
MF:C21H23NO4
MW:353.41
EINECS:252-662-7
Product Categories:Imidazoles ,Homopiperidines;Leucine [Leu, L];Fmoc-Amino Acids and Derivatives;Amino Acids (N-Protected);Biochemistry;Fmoc-Amino Acids;Protected Amino Acids;Fluorenes, Flurenones;AMINOACIDS DERIVATIVES;Amino Acid Derivatives;Amino Acids;Fmoc-Amino acid series;Prostanoid receptor and related;35661-60-0
Mol File:35661-60-0.mol
Fmoc-Leu-OH Structure
Fmoc-Leu-OH Chemical Properties
Melting point 152-156 °C(lit.)
alpha -26 º (c=1,DMF 24 ºC)
Boiling point 486.83°C (rough estimate)
density 1.2107 (rough estimate)
refractive index -25 ° (C=1, DMF)
storage temp. Store below +30°C.
solubility DMF (Slightly), DMSO (Slightly)
pka3.91±0.21(Predicted)
form Solid
color White to Off-White
Optical Rotation[α]20/D 25±2°, c = 1% in DMF
BRN 2178254
Stability:Hygroscopic
Major Applicationpeptide synthesis
InChI1S/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
InChIKeyCBPJQFCAFFNICX-IBGZPJMESA-N
SMILESCC(C)C[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
CAS DataBase Reference35661-60-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-36/37/39-27-26
WGK Germany 3
HS Code 2924 29 70
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
N-(9-Fluorenylmethoxycarbonyl)-L-leucine English
SigmaAldrich English
ACROS English
ALFA English
Fmoc-Leu-OH Usage And Synthesis
DescriptionFmoc-Leu-OH is isomeric with Fmoc-Ile-OH. Like isoleucine, leucine has branching in the sidechain. The branching is at the gamma carbon instead of the beta carbon as in isoleucine. It is used in chemical and peptide syntheses.
Chemical Propertieswhite to light yellow crystal powde
UsesFmoc-L-Leu-OH, is an amino acid derivative, used in peptide chemistry. It is also one of the novel PPARγ ligands that can activate PPARγ in different ways, that reduces osteoclasts differentiation, and thus are better therapeutic targets in diabetes than traditional antidiabetic drugs.
ApplicationFmoc-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 AD, decapeptide antibiotics naturally found in Streptomycessp. Tü 6071.
Coumaroyl dipeptide amide that can be used for cosmetic applications.
PreparationFmoc-L-leucine is prepared by reacting L-leucine with 9-fluorenylmethoxycarbonyl chloride.
reaction suitabilityreaction type: Fmoc solid-phase peptide synthesis
Biological ActivityAnti-inflammatory agent; increases intracellular Ca 2+ levels. PPARγ ligand that induces insulin sensitization, but not adipogenesis.
Synthesis
FMOC-L-LEUCYL CHLORIDE

103321-59-1

Fmoc-Leu-OH

35661-60-0

Fmoc-Leu-NH2

139551-97-6

The general procedure for the synthesis of Fmoc-L-leucine and compound (CAS:139551-97-6) using compound (CAS:103321-59-1) as starting material was as follows:Example 22 Synthesis of N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucine amide (NPC 15528). To a 10 mL THF solution containing 3.5 mL (10 mmol) of N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucine chloride, 1.26 mL (20 mmol) of a 29.6% ammonia solution was slowly added at room temperature. The reaction mixture was stirred for 30 min, then diluted with 100 mL of water and extracted with ethyl acetate (5 x 20 mL). The organic layers were combined and washed sequentially with 10% potassium carbonate solution, water and brine, then dried and concentrated. The product was recrystallized by ethanol to give 1.26 g (36% yield) of N-(9-fluorenylmethoxycarbonyl)-L-leucine amide as a colorless solid with a melting point of 79-80 °C.

References[1] Patent: US5079260, 1992, A
Tag:Fmoc-Leu-OH(35661-60-0) Related Product Information
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