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文件

R9504

(−)-核黄素

Name: (−)-核黄素
Brand: SIGMA

BioReagent, suitable for cell culture, suitable for insect cell culture, ≥98%

别名:

乳黄素, 维生素 B₂, 维生素 G

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About This Item

经验公式（希尔记法）:

C₁₇H₂₀N₄O₆

CAS号:

83-88-5

分子量:

376.36

Beilstein:

97825

EC 号:

201-507-1

MDL编号:

MFCD00005022

UNSPSC代码:

12352205

eCl@ss:

34058005

PubChem化学物质编号:

24899415

NACRES:

NA.75

生物来源

Eremothecium ashbyii

质量水平

200

产品线

BioReagent

检测方案

≥98%

形式

powder

分子量

M_w 376.36 g/mol

技术

cell culture | insect: suitable
cell culture | mammalian: suitable

颜色

yellow to orange

mp

290 °C (dec.) (lit.)

溶解性

0.1 M NaOH: 10 mg/mL, clear, yellow to orange

储存温度

room temp

SMILES字符串

CC1=C(C)C=C(N(C[C@H](O)[C@@H]([C@H](O)CO)O)C(C2=N3)=NC(NC2=O)=O)C3=C1

InChI

1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1

InChI key

AUNGANRZJHBGPY-SCRDCRAPSA-N

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一般描述

核黄素支持细胞生长和新陈代谢，可协助研究人员进行研发。&在细胞培养中，它通常作为培养基配方中的关键组分。癌症研究人员研究其对氧化应激反应的影响。干细胞研究人员重视其在维持多功能性方面的作用。

核黄素是一种可溶于水的必需维生素。牛奶和鸡蛋是它的主要来源。核黄素通常与所有组织中的酶结合。核黄素在血浆中定位时，会与白蛋白和特异性免疫球蛋白结合。

应用

(-)-核黄素已用于实验小鼠腹腔注射给药，以研究其对大脑中动脉阻塞卒中的保护作用。它也可与克雷布斯液一起使用，以体外模拟类缺血状态。

生化/生理作用

核黄素是活性辅酶因子核黄素 5′ -单磷酸盐（也称为黄素单核苷酸或 FMN）和黄素腺嘌呤二核苷酸 (FAD)的前体。饮食中的核黄素缺乏会导致一种称为阿里波黄素沉积症的综合征，其症状包括唇炎、口角炎、舌炎、角膜炎和脂溢性皮炎。核黄素具有抗肿瘤发展和心血管疾病的保护作用。其缺乏常影响涉及氧化还原反应的代谢。核黄素对铁的吸收、胃肠道发育、神经发生、角膜血管化和角膜混浊都有重要作用。

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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Riboflavin (vitamin B-2) and health

Powers Hilary J

American Journal of Clinical Nutrition, 77(6), 1352-1360 (2003)

Loss of flavin adenine dinucleotide (FAD) impairs sperm function and male reproductive advantage in C. elegans.

Chia-An Yen et al.

eLife, 9 (2020-02-06)

Exposure to environmental stress is clinically established to influence male reproductive health, but the impact of normal cellular metabolism on sperm quality is less well-defined. Here we show that impaired mitochondrial proline catabolism, reduces energy-storing flavin adenine dinucleotide (FAD) levels

Mitochondrial Abnormalities in Induced Pluripotent Stem Cells-Derived Motor Neurons from Patients with Riboflavin Transporter Deficiency.

Fiorella Colasuonno et al.

Antioxidants (Basel, Switzerland), 9(12) (2020-12-16)

Riboflavin transporter deficiency (RTD) is a childhood-onset neurodegenerative disorder characterized by sensorineural deafness and motor neuron degeneration. Since riboflavin plays key functions in biological oxidation-reduction reactions, energy metabolism pathways involving flavoproteins are affected in RTD. We recently generated induced pluripotent

Antioxidant enzyme levels in the erythrocytes of riboflavin-deficient and Trichinella spiralis-infected rats

Tumkiratiwong P, et al.

The Southeast Asian Journal of Tropical Medicine and Public Health, 34(3), 480-485 (2003)

Safety profile of high-fluence corneal collagen cross-linking for progressive keratoconus: preliminary results from a prospective cohort study.

Zisis Gatzioufas et al.

Journal of refractive surgery (Thorofare, N.J. : 1995), 29(12), 846-848 (2013-10-31)

To investigate the effect of high-fluence corneal collagen cross-linking (CXL) with riboflavin and ultraviolet-A in the management of progressive keratoconus. Preliminary results from a prospective cohort study. Seven eyes from 7 patients with progressive keratoconus subjected to CXL were included.

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