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Fmoc-leucine

CAT: 0804-HY-101064-01Size: 25 gDry Ice: NoHazardous: No
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CAT#:0804-HY-101064-01Size:25 g
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Description
Fmoc-Leucine (N-FMOC-leucine) is an anti-inflammatory agent that not only promotes extracellular Ca2+ influx but also facilitates intracellular Ca2+ release. Fmoc-Leucine is a selective ligand for PPARγ (Ki = 15 μM), exhibiting insulin-sensitizing effects but with weak fatogenic activity. Fmoc-Leucine exhibits unique self-assembly properties and can form transient gels, stable gels, or crystals/2D sheets through different pathways. Fmoc-Leucine can be used in the research of diabetes, colitis, and bladder cancer[1][2][3][4].
CAS Number
35661-60-0
Product Name Alternative
N-FMOC-leucine; NPC 15199; NSC 334290
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Calcium Channel; Lipase; PPAR
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; Vitamin D Related/Nuclear Receptor
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Inflammation/Immunology; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/fmoc-leucine.html
Purity
99.91
Solubility
DMSO : 50 mg/mL (ultrasonic)
Smiles
CC(C)C[C@@H](C(O)=O)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O
Molecular Formula
C21H23NO4
Molecular Weight
353.42
Precautions
H302, H315, H319, H335
References & Citations
[1]Rocchi S, et al. A unique PPARgamma ligand with potent insulin-sensitizing yet weak adipogenic activity. Mol Cell. 2001 Oct;8 (4) :737-47. |[2]Paul S, et al. Complex Pathways Drive Pluripotent Fmoc-Leucine Self-Assemblies. Angew Chem Int Ed Engl. 2024 Sep 9;63 (37) :e202406220.|[3]Jan CR, Yu CC, Huang JK. NPC-15199, a novel anti-inflammatory agent, mobilizes intracellular Ca2+ in bladder female transitional carcinoma (BFTC) cells. Chin J Physiol. 2000 Mar 31;43 (1) :29-33.|[4]Jan CR, et al. Effect of NPC-15199 on Ca2+ levels in renal tubular cells. Chin J Physiol. 2002 Sep 30;45 (3) :117-22. Erratum in: Chin J Physiol. 2003 Dec 31;45 (4) :200.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 2
Isoform
PPARγ

Chemical Information

Fmoc-leucine

a leumedin; RN given for (L)-isomer

CAS Number35661-60-0
PubChem CID1549133
IUPAC Name(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methylpentanoic acid
Molecular FormulaC21H23NO4
Molecular Weight353.4
XLogP4.4
Topological Polar Surface Area75.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Heavy Atom Count26
Formal Charge0
Complexity484
SMILES
CC(C)C[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
InChI
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
Chemical Structure
2D Structure
2D structure of Fmoc-leucine
CAS: 35661-60-0
CID: 1549133
Formula: C21H23NO4
MW: 353.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight353.4
XLogP34.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Exact Mass353.16270821
Monoisotopic Mass353.16270821
Topological Polar Surface Area75.6 Ų
Heavy Atom Count26
Formal Charge0
Complexity484
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes