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 $203.70

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1mg 810110P-1mg 810110P-1mg 1 x 1mg $203.70
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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
Yes
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
Formula Weight
476.609
Exact Mass
476.300

Kim J, Bogdan DM, Elmes MW, Awwa M, Yan S, Che J, Lee G, Deutsch DG, Rizzo RC, Kaczocha M, Ojima I. Incarvillateine produces antinociceptive and motor suppressive effects via adenosine receptor activation. PLoS One. 2019 Jun 25;14(6):e0218619. doi: 10.1371/journal.pone.0218619. eCollection 2019.

PubMed ID: 31237895

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.