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Merck
CN

F6750

Sigma-Aldrich

核黄素 5'-单磷酸盐 钠盐 水合物

73-79% (fluorimetric)

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别名:
FMN-Na, 核黄素-5′-磷酸钠 钠盐, 黄素单核苷酸
经验公式(希尔记法):
C17H20N4NaO9P · xH2O
CAS号:
分子量:
478.33 (anhydrous basis)
Beilstein:
4106529
MDL编号:
UNSPSC代码:
41106305
eCl@ss:
34058005
PubChem化学物质编号:
NACRES:
NA.51

质量水平

检测方案

73-79% (fluorimetric)

形式

powder

溶解性

water: 50 mg/mL, clear, orange

储存温度

−20°C

SMILES字符串

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

InChI

1S/C17H21N4O9P.Na.H2O/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29;;/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29);;1H2/q;+1;/p-1/t11-,12+,14-;;/m0../s1

InChI key

BHRVCJBIICJWTH-APQIITSESA-M

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一般描述

核黄素5′-单磷酸是核黄素衍生物,是一种水溶性维生素。

应用

核黄素5′-单磷酸可用作底物,研究FMN磷酸水解酶的特异性和动力学特性。 FMN也可用于通过核糖开关研究基于分子感应的基因调控。
核黄素5′-单磷酸钠盐水合物已用于制备低渗核黄素制剂,用于:
  • 评估角膜基质中的核黄素(RF)浓度和分布
  • 研究角膜耐酶消化性
  • 作为光敏剂评估离体和体内兔眼模型中光化学角膜硬化的有效性和安全性

生化/生理作用

核黄素5′-单磷酸(FMN)是黄素酶的辅因子。它是烟酰胺腺嘌呤二核苷酸(NADH)脱氢酶、一氧化氮合酶、一氧化氮还原酶和次氮基三乙酸酯单加氧酶等氧化还原酶(转移一个或两个电子)的辅基。这些酶也称为黄素蛋白,可保护细胞免受氧化应激和凋亡损伤。核黄素代谢异常引起的任何FMN水平变化均会导致线粒体功能障碍和能量不足,从而引发核黄素有关疾病,包括白内障、神经退行性和心血管疾病。FMN与氨基酸、脂肪酸和嘌呤的代谢通路有关。它参与氧化还原反应介导的细胞生长和发育。

质量

游离核黄素:≤6.0%
核黄素二磷酸:≤6.0%(以核黄素计)

WGK

WGK 1

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Arie L Marcovich et al.
Translational vision science & technology, 9(6), 4-4 (2020-08-22)
To evaluate the riboflavin (RF) concentration and distribution in the corneal stroma and the risk for endothelial photodamage during corneal crosslinking (CXL) following 10- and 30-minute impregnation. De-epithelialized rabbit corneas were subjected to impregnation for 10 and 30 minutes with
Arie L Marcovich et al.
Investigative ophthalmology & visual science, 53(10), 6378-6388 (2012-08-09)
We evaluated the efficacy and safety of photochemical corneal stiffening by palladium bacteriochlorin 13'-(2-sulfoethyl)amide dipotassium salt (WST11) and near infrared (NIR) illumination, using ex vivo and in vivo rabbit eye models. Corneas of post mortem rabbits and living rabbits were
Mieke M E Huijbers et al.
Scientific reports, 7, 43880-43880 (2017-03-04)
Flavoenzymes are versatile biocatalysts containing either FAD or FMN as cofactor. FAD often binds to a Rossmann fold, while FMN prefers a TIM-barrel or flavodoxin-like fold. Proline dehydrogenase is denoted as an exception: it possesses a TIM barrel-like fold while
Arie L Marcovich et al.
Translational vision science & technology, 9(6), 4-4 (2020-08-22)
To evaluate the riboflavin (RF) concentration and distribution in the corneal stroma and the risk for endothelial photodamage during corneal crosslinking (CXL) following 10- and 30-minute impregnation. De-epithelialized rabbit corneas were subjected to impregnation for 10 and 30 minutes with
Arie L Marcovich et al.
Translational vision science & technology, 9(6), 4-4 (2020-08-22)
To evaluate the riboflavin (RF) concentration and distribution in the corneal stroma and the risk for endothelial photodamage during corneal crosslinking (CXL) following 10- and 30-minute impregnation. De-epithelialized rabbit corneas were subjected to impregnation for 10 and 30 minutes with

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