810110 | 12-NBD Stearate

12-N-methyl-(7-nitrobenz-2-oxa-1,3-diazo)aminostearic acid


Chloroform

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1mg 810110C-1mg 810110C-1mg 1 x 1mg 1mg/mL 1mL $194.00

Powder

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1mg 810110P-1mg 810110P-1mg 1 x 1mg $194.00
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12-NBD Stearate

12-NBD Stearate

12-N-methyl-(7-nitrobenz-2-oxa-1,3-diazo)aminostearic acid

NBD-stearate is a fluorescent fatty acid analogue used to probe fatty acid binding protein (FABP) and sterol carrier protein-2 (SCP-2).

Hygroscopic
No
Light Sensitive
No
Molecular Formula
C25H40N4O5
Percent Composition
C 63.00%, H 8.46%, N 11.76%, O 16.78
Purity
>99%
Stability
1 Year
Storage Temperature
-20°C
CAS Number
117056-67-4
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
476.609
Exact Mass
476.300

Pohl J, Ring A, Stremmel W. Uptake of long-chain fatty acids in HepG2 cells involves caveolae: analysis of a novel pathway. J Lipid Res. 2002 Sep;43(9):1390-9. [PubMed]

PubMed ID: 12235170

Atshaves BP, Storey SM, McIntosh AL, Petrescu AD, Lyuksyutova OI, Greenberg AS, Schroeder F. Sterol carrier protein-2 expression modulates protein and lipid composition of lipid droplets. J Biol Chem. 2001 Jul 6;276(27):25324-35. [PubMed]

PubMed ID: 11333258

Milliano MT, Luxon BA. The peroxisomal proliferator clofibrate enhances the hepatic cytoplasmic movement of fatty acids in rats. Hepatology. 2001 Feb;33(2):413-8. [PubMed]

PubMed ID: 11172343

Murphy EJ. Sterol carrier protein-2 expression increases NBD-stearate uptake and cytoplasmic diffusion in L cells. Am J Physiol. 1998 Aug;275(2 Pt 1):G237-43. [PubMed]

PubMed ID: 9688650

Atshaves BP, Foxworth WB, Frolov A, Roths JB, Kier AB, Oetama BK, Piedrahita JA, Schroeder F. Cellular differentiation and I-FABP protein expression modulate fatty acid uptake and diffusion. Am J Physiol. 1998 Mar;274(3 Pt 1):C633-44. [PubMed]

PubMed ID: 9530094

Schroeder F, Myers-Payne SC, Billheimer JT, Wood WG. Probing the ligand binding sites of fatty acid and sterol carrier proteins: effects of ethanol. Biochemistry. 1995 Sep 19;34(37):11919-27. [PubMed]

PubMed ID: 7547928

Luxon BA. Inhibition of binding to fatty acid binding protein reduces the intracellular transport of fatty acids. Am J Physiol. 1996 Jul;271(1 Pt 1):G113-20. [PubMed]

PubMed ID: 8760114
NBDStearate_BindingInfo_L-FABP.jpg

NBDStearate_BindingInfo_SCP2.jpg

Data generously provided by Dr. Huan Huang and Dr. Fred Schroeder, Texas A & M University.

Pattern of distribution in living L-cell fibroblasts

NBD-stearate was taken up by L-cells, was not toxic at the low concentrations used, and distributed diffusely throughout the cytoplasm (at low concentrations) and both in cytoplasm and brightly into lipid droplets (at higher concentrations).
NBDStearate_CellImages_300nM.jpg NBDStearate_CellImages_500nM.jpg NBDStearate_CellImages_NileRed.jpg
300nM NBD-Stearate, 15min 500nM NBD-Stearate, 15min 20nM Nile Red, 15min

Photos courtesy of Dr. Huan Huang and Dr. Fred Schroeder, Texas A & M University.