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22-NBD Cholesterol

(Synonyms: NBD胆固醇) 目录号 : GC46527

A fluorescent cholesterol analog

22-NBD Cholesterol Chemical Structure

Cas No.:78949-95-8

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500 μg
¥942.00
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1 mg
¥1,799.00
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5 mg
¥4,711.00
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Sample solution is provided at 25 µL, 10mM.

Description

22-NBD cholesterol is a fluorescent analog of cholesterol that contains a fluorescent nitrobenzoxadiazole (NBD) group.[1]  It has been used in a variety of in vitro and in vivo applications, including analysis of steroid uptake and esterification, intracellular localization and targeting, and metabolism in mammalian and bacterial cells, and intestinal absorption of cholesterol in hamsters.[2][3][4]  22-NBD cholesterol displays excitation/emission maxima of 472/540 nm, respectively, when incorporated into 1,2-dimyristoyl-sn-glycero-3-PC vesicles.[5] The emission maximum of 22-NBD cholesterol is solvent-dependent and increases as solvent polarity increases.[1]

Reference:
[1].Craig, I.F., Via, D.P., Mantulin, W.W., et al.Low density lipoproteins reconstituted with steroids containing the nitrobenzoxadiazole fluorophoreJ. Lipid Res.22(4)687-696(1981)
[2].Faletrov, Y., Brzostek, A., Plocinska, R., et al.Uptake and metabolism of fluorescent steroids by mycobacterial cellsSteroids11729-37(2017)
[3].Frolov, A., Petrescu, A., Atshaves, B.P., et al.High density lipoprotein-mediated cholesterol uptake and targeting to lipid droplets in intact L-cell fibroblasts. A single- and multiphoton fluorescence approachJ. Biol. Chem.275(17)12769-12780(2000)
[4].Sparrow, C.P., Patel, S., Baffic, J., et al.A fluorescent cholesterol analog traces cholesterol absorption in hamsters and is esterified in vivo and in vitroJ. Lipid Res.40(10)1747-1757(1999)
[5].Ostašov, P., SÝkora, J., BrejchovÁ, J., et al.FLIM studies of 22- and 25-NBD-cholesterol in living HEK293 cells: Plasma membrane change induced by cholesterol depletionChem. Phys. Lipids167-16862-69(2013)

化学性质

Cas No. 78949-95-8 SDF
别名 NBD胆固醇
化学名 20S-methyl-21-[(7-nitro-2,1,3β-benzoxadiazol-4-yl)amino]-pregn-5-en-3-ol
Canonical SMILES C[C@H](CNC1=CC=C([N+]([O-])=O)C2=NON=C12)[C@@]3([H])CC[C@@]4([H])[C@]5([H])CC=C6C[C@@H](O)CC[C@]6(C)[C@@]5([H])CC[C@@]43C
分子式 C28H38N4O4 分子量 494.6
溶解度 1 mg/ml in Methanol 储存条件 Store at -20°C, protect from light
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

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1 mM 2.0218 mL 10.1092 mL 20.2184 mL
5 mM 0.4044 mL 2.0218 mL 4.0437 mL
10 mM 0.2022 mL 1.0109 mL 2.0218 mL
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