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Merck
CN

F6625

Sigma-Aldrich

黄素腺嘌呤二核苷酸 二钠盐 水合物

≥95% (HPLC), powder

别名:

FAD, FAD-Na2, 核黄素 5′-腺苷二磷酸二钠盐, FAD-Na2, 核黄素-5′-腺苷二磷酸 二钠盐

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关于此项目

经验公式（希尔记法）:
C27H31N9Na2O15P2 · xH2O
CAS Number:
84366-81-4
分子量:
829.51 (anhydrous basis)
Beilstein:
5326842
MDL编号:
MFCD08277021
UNSPSC代码:
41106305
PubChem化学物质编号:
24894909
NACRES:
NA.51

主要文件

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生物来源

microbial

质量水平

200

方案

≥95% (HPLC)

表单

powder

颜色

yellow to orange-brown

溶解性

H2O: soluble-50 mg/mL, clear, slightly orang to deep orange

储存温度

−20°C

SMILES字符串

[Na+].[Na+].[H]O[H].Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)COP([O-])(=O)OP([O-])(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)c2cc1C

InChI

1S/C27H33N9O15P2.2Na.H2O/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36;;;/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43);;;1H2/q;2*+1;/p-2/t14-,15+,16+,19-,20+,21+,26+;;;/m0.../s1

InChI key

GXTPHHZYFMAGLX-UJXBNFGUSA-L

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相关类别

一般描述

亚麻腺嘌呤二核苷酸二钠盐水合物（FAD-Na2）是一种含有腺嘌呤的酶促氧化还原辅因子。FAD又称黄素辅因子，是生命系统中的关键电子转运蛋白。它们可催化多种1-2电子的氧化还原反应。例如，在 FAD 作为辅助因子的条件下，发生脂肪酸β-氧化。 FAD 是维生素 B12（核黄素）的两种活性辅酶之一。FAD 在水溶液中的激发态寿命明显短于其类似物黄素单核苷酸。

应用

FAD用于从哺乳动物细胞中去除活性氧（ROS）。FAD的荧光机制可用于研究能量依赖性线粒体内氧化还原电位。FAD还用作研究未染色嗜酸性粒细胞的主要荧光团——与其他白细胞相比，嗜酸性粒细胞核表现出自发荧光。
黄素腺嘌呤二核苷酸（FAD）被用作黄素蛋白的氧化还原辅因子（电子载体），这些黄素蛋白包括琥珀酸脱氢酶（复合物）、α-酮戊二酸脱氢酶、凋亡诱导因子2（AIF-M2，AMID）、叶酸/FAD依赖性tRNA甲基转移酶和N-羟基化黄素蛋白单加氧酶。 FAD是丙酮酸脱氢酶复合物的组分。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000476281
0000476281
0000473930
0000473930
0000475900

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Ruofan Cao et al.
Journal of biomedical optics, 25(1), 1-16 (2020-01-11)
Two-photon fluorescence lifetime imaging microscopy (FLIM) is widely used to capture autofluorescence signals from cellular components to investigate dynamic physiological changes in live cells and tissues. Among these intrinsic fluorophores, nicotinamide adenine dinucleotide (phosphate) (NAD(P)H) and flavin adenine dinucleotide (FAD)-essential
A N Mayeno et al.
Journal of leukocyte biology, 51(2), 172-175 (1992-02-01)
Unstained human eosinophils exhibit marked autofluorescence in comparison to other leukocytes due to a granule-associated fluorescent substance. Fluorescence spectroscopy of granule extracts reveals excitation maxima at approximately 380 and approximately 450 nm with a single emission at approximately 520, characteristic
Martina Kieninger et al.
Biomolecules, 10(4) (2020-04-15)
Flavin cofactors, like flavin adenine dinucleotide (FAD), are important electron shuttles in living systems. They catalyze a wide range of one- or two-electron redox reactions. Experimental investigations include UV-vis as well as infrared spectroscopy. FAD in aqueous solution exhibits a
J Rösner et al.
Journal of microscopy, 264(2), 215-223 (2016-07-02)
Dynamic alterations in flavin adenine dinucleotide (FAD) fluorescence permit insight into energy metabolism-dependent changes of intramitochondrial redox potential. Monitoring FAD fluorescence in living tissue is impeded by photobleaching, restricting the length of microfluorimetric recordings. In addition, photodecomposition of these essential
Xiaoyi Zhong et al.
Life sciences, 258, 118156-118156 (2020-08-01)
Flavin adenine dinucleotide (FAD), participates in fatty acid β oxidation as a cofactor, which has been confirmed to enhance SCAD activity and expression. However, the role of FAD on hypertensive vascular remodeling is unclear. In this study, we investigated the
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