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HomeProduct name listFmoc-Leu-OH

Fmoc-Leu-OH

Synonym(s):N-(9-Fluorenylmethoxycarbonyl)-L-leucine;Fmoc-L-leucine;Fmoc-Leu-OH;N-α-Fmoc-L-leucine

  • CAS NO.:35661-60-0
  • Empirical Formula: C21H23NO4
  • Molecular Weight: 353.41
  • MDL number: MFCD00037133
  • EINECS: 252-662-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-14 14:09:35
Fmoc-Leu-OH Structural

What is Fmoc-Leu-OH?

Description

Fmoc-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 properties

white to light yellow crystal powde

The Uses of Fmoc-Leu-OH

Fmoc-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.

What are the applications of 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.

What are the applications of Application

NPC 15199 is an N-protected leucine analog

Preparation

Fmoc-L-leucine is prepared by reacting L-leucine with 9-fluorenylmethoxycarbonyl chloride.

Biological Activity

Anti-inflammatory agent; increases intracellular Ca 2+ levels. PPARγ ligand that induces insulin sensitization, but not adipogenesis.

Properties of Fmoc-Leu-OH

Melting point: 152-156 °C(lit.)
Boiling point: 486.83°C (rough estimate)
alpha  -26 º (c=1,DMF 24 ºC)
Density  1.2107 (rough estimate)
refractive index  -25 ° (C=1, DMF)
storage temp.  Store below +30°C.
solubility  DMF (Slightly), DMSO (Slightly)
form  Solid
pka 3.91±0.21(Predicted)
color  White to Off-White
optical activity [α]20/D 25±2°, c = 1% in DMF
BRN  2178254
Stability: Hygroscopic
CAS DataBase Reference 35661-60-0(CAS DataBase Reference)

Safety information for Fmoc-Leu-OH

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Fmoc-Leu-OH

InChIKey CBPJQFCAFFNICX-IBGZPJMESA-N

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