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- 810110 | 12-NBD Stearate
  12-N-methyl-(7-nitrobenz-2-oxa-1,3-diazo)aminostearic acid
  Info
  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).
  Data
  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
  FormulaWeight
  476.609
  Exact Mass
  476.3
  Downloads
  ChemDraw File
  3D Structure
  Structure
  Safety Data Sheet
  Safety Data Sheet
  References
  Bai L, Parkin LA, Zhang H, Shum R, Previti ML, Seeliger JC. Dimethylaminophenyl Hydrazides as Inhibitors of the Lipid Transport Protein LprG in Mycobacteria. ACS Infect Dis. 2020 Mar 3. doi: 10.1021/acsinfecdis.9b00497. Epub ahead of print. PMID: 32053347.
  PubMed ID: 32053347
  Carbonetti G, Wilpshaar T, Kroonen J, Studholme K, Converso C, d"Oelsnitz S, Kaczocha M. FABP5 coordinates lipid signaling that promotes prostate cancer metastasis. Sci Rep. 2019 Dec 12;9(1):18944. doi: 10.1038/s41598-019-55418-x. PMID: 31831821; PMCID: PMC6908725.
  PubMed ID: 31831821
  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
  Binding Info
  Data was generously provided by Dr. Huan Huang and Dr. Fred Schroeder, Texas A & M University.
  Cell Images
  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 the cytoplasm and brightly into lipid droplets (at higher concentrations).
  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.
  Certificates of Analysis
  Certificate of Analysis(Lot No. 810110C-1MG-A-010and 5313CGA010)
  
  Certificate of Analysis(Lot No. 810110P-1MG-A-010and 5313PGA010)
  
  Certificate of Analysis(Lot No. 810110P-1MG-B-010and 5313PGB010)
  
  Certificate of Analysis(Lot No. 810110P-1MG-C-010and 5313PGC010)
  
  Certificate of Analysis(Lot No. 810110P-1MG-D-010and 5313PGD010)
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300nM NBD-Stearate, 15min	500nM NBD-Stearate, 15min	20nM Nile Red, 15min

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avanti polar lipids/12-NBD Stearate/1mg/810110P-1mg

810110 | 12-NBD Stearate

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

12-NBD Stearate

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

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