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Merck
CN

F1392

Sigma-Aldrich

核黄素 5'-单磷酸盐 钠盐 水合物

suitable for electrophoresis, suitable for acrylamide photopolymerization, ≥70%, powder

别名:

FMN-Na, 核黄素-5′-磷酸钠 钠盐, 黄素单核苷酸

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About This Item

经验公式(希尔记法):
C17H20N4NaO9P · xH2O
CAS号:
分子量:
478.33 (anhydrous basis)
Beilstein:
4106529
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

质量水平

检测方案

≥70%

形式

powder

旋光性

[α]20/D +37 to +42°, c = 1.5 in 5 M HCl(lit.)

技术

electrophoresis: suitable

溶解性

H2O: soluble 50 mg/mL, clear, orange

ε (消光系数)

12.5 at 445 nm at 1 mM

适用性

suitable for acrylamide photopolymerization

异质活性

Protease, none detected

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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相关类别

应用

核黄素5′-单磷酸盐钠盐水合物或FMN适用于:
  • 研究其对苯并[a]芘7,8-二醇9,10-环氧化物(一种苯并[a]芘的致癌代谢产物)的抑制机理
  • 在研究中联用黄素腺嘌呤二核苷酸,用于将吡哆胺氧化成为吡哆醛的酶的再激活
  • 研究肠道细菌对聚合偶氮和硝基染料的还原作用
  • 研究FMN对根癌农杆菌(Agrobacterium tumefaciens)细胞质中的铁载体还原酶活性的影响

生化/生理作用

FMN是由核黄素(维生素B2)合成的辅酶。它是电子传递链复合物I的组分。含有FMN的酶称为黄素酶,参与氧化还原机制。
FMN适合用作聚丙烯酰胺凝胶电泳(PAGE)的光聚合试剂,可在光存在下在水溶液中形成自由基。FMN光致分解为无色核黄素。在无氧情况下不会形成自由基,而痕量的氧气可使无色核黄素在自由基生成的情况下再氧化。通常加入催化剂四甲基乙二胺(TEMED)或3-二甲基氨基丙腈(DMAPN),加速自由基的形成。自由基会引发丙烯酰胺和双丙烯酰胺聚合形成凝胶基质,后者可用于筛分大分子。FMN通常用于积层凝胶中进行非变性PAGE,因为天然蛋白对过硫酸铵中的过硫酸根离子敏感。FMN相对于过硫酸铵的另一个优点是它在凝胶光照后才开始聚合。
核黄素5′-单磷酸或黄素单核苷酸(FMN)是黄素酶的辅基。它是线粒体呼吸链复合物I组分,用作氧化还原载体。FMN在碱性溶液中不稳定,在pH 6下高度稳定。

储存分类代码

11 - Combustible Solids

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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J S Lodge et al.
Journal of bacteriology, 149(2), 771-774 (1982-02-01)
Reduction of the iron in ferriagrobactin by the cytoplasmic fraction of Agrobacterium tumefaciens strictly required NaDH as the reductant. Addition of flavin mononucleotide and anaerobic conditions were necessary for the reaction; when added with flavin mononucleotide, magnesium was stimulatory. This
A W Wood et al.
Proceedings of the National Academy of Sciences of the United States of America, 79(17), 5122-5126 (1982-09-01)
Riboflavin 5'-phosphate (flavin mononucleotide; FMN) inhibits the mutagenicity of (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha, 10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (B[a]P diol epoxide), the only known ultimate carcinogenic metabolite of benzo[a]pyrene. Coincubation of 10, 25, and 50 nmol of FMN with strain TA100 of
Matthias Mack et al.
Applied microbiology and biotechnology, 71(3), 265-275 (2006-04-12)
Flavins are active components of many enzymes. In most cases, riboflavin (vitamin B(2)) as a coenzyme represents the catalytic part of the holoenzyme. Riboflavin is an amphiphatic molecule and allows a large variety of different interactions with the enzyme itself
J P Brown
Applied and environmental microbiology, 41(5), 1283-1286 (1981-05-01)
The O(2)-sensitive reduction of high-molecular-weight aromatic azo and nitro dyes by intestinal bacteria appears to be mediated by low-molecular-weight electron carriers with E(o)' = -200 to -350 mV. This process may allow the design of polymeric azo prodrugs for specific
Steven O Mansoorabadi et al.
The Journal of organic chemistry, 72(17), 6329-6342 (2007-06-22)
Flavin coenzymes play a variety of roles in biological systems. This Perspective highlights the chemical versatility of flavins by reviewing research on five flavoenzymes that have been studied in our laboratory. Each of the enzymes discussed in this review [the

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