22-NBD cholesterol
- CAS No.
- 78949-95-8
- Chemical Name:
- 22-NBD cholesterol
- Synonyms
- NBD-cholesterol;NBD cholesterol, 90%;N-(7-nitrobenz-2-oxa-1,3-diazole)-23,24-dinor-5-cholen-22-amine-3beta-ol;(3β,20S)-20-Methyl-21-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]pregn-5-en-3-ol;Pregn-5-en-3-ol, 20-methyl-21-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-, (3β,20S)-;NBD cholesterol [22-(N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)aMino)-23,24-bisnor-5-cholen-3b-ol]
- CBNumber:
- CB6503987
- Molecular Formula:
- C28H38N4O4
- Molecular Weight:
- 494.63
- MDL Number:
- MFCD00467337
- MOL File:
- 78949-95-8.mol
- MSDS File:
- SDS
| Boiling point | 650.5±65.0 °C(Predicted) |
|---|---|
| Density | 1.27±0.1 g/cm3(Predicted) |
| storage temp. | -10 to -25°C |
| solubility | Methanol: 1 mg/ml |
| form | A solid |
| pka | 15.03±0.70(Predicted) |
| color | Yellow to dark orange |
| InChIKey | DLWLXTLRGQWGPC-XIWKFBMMSA-N |
| SMILES | C[C@]12[C@]([H])([C@]3([C@@]([H])([C@]4(C)C(C[C@@H](O)CC4)=CC3)CC2)[H])CC[C@@]1([C@@H](CNC(C5=NON=C56)=CC=C6[N+]([O-])=O)C)[H] |
| UNSPSC Code | 12352200 |
| NACRES | NA.21 |
SAFETY
Risk and Safety Statements
| Safety Statements | 22-24/25 |
|---|---|
| WGK Germany | 3 |
| Storage Class | 11 - Combustible Solids |
22-NBD cholesterol price More Price(14)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML3831 | 22-NBD Cholesterol ≥98% (HPLC) | 78949-95-8 | 1 mg | $139 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML3831 | 22-NBD Cholesterol ≥98% (HPLC) | 78949-95-8 | 5 mg | $449 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML3831 | 22-NBD Cholesterol ≥98% (HPLC) | 78949-95-8 | 1 unit | $122.55 | 2025-07-31 | Buy |
| Cayman Chemical | 30136 | 22-NBD Cholesterol ≥90% | 78949-95-8 | 500μg | $75 | 2026-04-30 | Buy |
| Cayman Chemical | 30136 | 22-NBD Cholesterol ≥90% | 78949-95-8 | 1mg | $143 | 2026-04-30 | Buy |
22-NBD cholesterol Chemical Properties, Uses, Production
Description
22-NBD cholesterol is a fluorescent analog of cholesterol that contains a fluorescent nitrobenzoxadiazole (NBD) group. 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. 22-NBD cholesterol displays excitation/emission maxima of 472/540 nm, respectively, when incorporated into 1,2-dimyristoyl-sn-glycero-3-PC (DMPC; ) vesicles. The emission maximum of 22-NBD cholesterol is solvent-dependent and increases as solvent polarity increases.
Uses
Fluoresterol is a fluorescently labeled cholesterol analog that can be used as a fluorescent probe to study the behavior and metabolism of cholesterol in cells, including lipid uptake and esterification analysis, intracellular localization and targeting, and lipid metabolism in mammalian and bacterial cells. Fluoresterol has an excitation maximum at 472 nm and an emission maximum at 540 nm. Fluoresterol is expected to be useful in the study of metabolic diseases[1][2].
References
[1] Faletrov Y V, et al. 22-NBD-cholesterol as a novel fluorescent substrate for cholesterol-converting oxidoreductases[J]. The Journal of steroid biochemistry and molecular biology, 2013, 134: 59-66. DOI:10.1016/j.jsbmb.2012.09.035
[2] Lajdova I, et al. Spectrally and time-resolved fluorescence imaging of 22-NBD-cholesterol in human peripheral blood mononuclear cells in chronic kidney disease patients[J]. Molecules, 2021, 26(22): 6800. DOI:10.3390/molecules26226800
22-NBD cholesterol Preparation Products And Raw materials
Raw materials
Preparation Products
22-NBD cholesterol Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Macklin Biochemical Co.,Ltd. | 15221275939 15221275939 | shenlinxing@macklin.cn | China | 15775 | 55 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Guangdong Wengjiang Chemical Reagent Co., Ltd. | 0751-2886766 13927870850 | 3001267247@qq.com | China | 9939 | 58 |
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19935 | 58 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11123 | 58 |
| Beijing Jin Ming Biotechnology Co., Ltd. | 010-60605840 | psaitong@jm-bio.com | China | 27626 | 58 |
| Qiyuan (Guangdong) Pharmaceutical Chemical Co., Ltd. | 18026564465 | 304903156@qq.com | China | 7975 | 58 |
| Z-trans Biochemistry Technology (Suzhou) Co.,Ltd | 0512-66317708 13372112871 | huijuan@zitrans.cn | China | 2260 | 58 |
| TargetMol Chemicals Inc. | 15002134094 | marketing@targetmol.cn | China | 29874 | 58 |
