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R4500

Sigma-Aldrich

(−)-Riboflavina

from Eremothecium ashbyii, ≥98%

Sinonimo/i:

Lattoflavina, Vitamina B2, Vitamina G

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About This Item

Formula empirica (notazione di Hill):
C17H20N4O6
Numero CAS:
83-88-5
Peso molecolare:
376.36
Beilstein:
97825
Numero CE:
201-507-1
Numero MDL:
MFCD00005022
Codice UNSPSC:
12352205
eCl@ss:
34058005
ID PubChem:
57654591
NACRES:
NA.79

Origine biologica

Eremothecium ashbyii

Livello qualitativo

200

Saggio

≥98%

Forma fisica

powder

Colore

yellow to orange

Punto di fusione

290 °C (dec.) (lit.)

Temperatura di conservazione

room temp

Stringa SMILE

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
AUNGANRZJHBGPY-SCRDCRAPSA-N

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Descrizione generale

Riboflavin belongs to the vitamin-B family and contains a pentose side chain ribitol.

Applicazioni

Riboflavin has been used:
  • to check the role of riboflavin diet in rats
  • as a supplement in HECM-6 medium (hamster embryo culture medium)
  • as a supplement in the bacterial basal media

Azioni biochim/fisiol

Riboflavin is a key component of the redox cofactors flavin adenine dinucleotide (FAD) and flavin mononucleotide (FMN) that are used by a wide variety of flavoprotein oxidoreductases, dehydrogenase(s), decarboxylase(s) and electron transporters. Riboflavin is involved in various cellular processes, including β oxidation in lipid metabolism, glucose metabolism, protection from cellular oxidative injury, DNA and RNA metabolism, gluconeogenesis, erythropoiesis and generation of corticosteroids. Riboflavin deficiency causes ariboflavinosis with symptoms such as sore throat, hyperemia, edema of oral and mucous membranes, cheilosis and glossitis.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Sigma-Aldrich

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Sigma-Aldrich

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Millipore

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Sigma-Aldrich

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Sigma-Aldrich

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S H McKiernan et al.
Human reproduction (Oxford, England), 15(1), 157-164 (1999-12-28)
The effects of water-soluble vitamins, singly or in combinations, on development of hamster 1-cell embryos were examined in a protein-free, chemically defined culture medium, HECM-6. Pantothenate significantly stimulated blastocyst development compared to the vitamin-free control and to every other single
Catherine Burgess et al.
Applied and environmental microbiology, 70(10), 5769-5777 (2004-10-07)
This study describes the genetic analysis of the riboflavin (vitamin B(2)) biosynthetic (rib) operon in the lactic acid bacterium Lactococcus lactis subsp. cremoris strain NZ9000. Functional analysis of the genes of the L. lactis rib operon was performed by using
The response of young and adult rats to the riboflavin supplementation.
Franca CF
Brazilian Archives of Biology and Technology, 53, 855-860 (2010)
Stargrove MB, et al.
Herb, Nutrient, and Drug Interactions: Clinical Implications and Therapeutic Strategies (2008)
Ana Rita da Silva Ferreira et al.
Biomolecules, 11(1) (2021-01-02)
Mucositis is a common side-effect of chemotherapy treatment, inducing alterations in the composition of the gut microbiota. Redox active compounds, such as vitamins B2 and C, have been shown to reduce inflammation and enhance the growth of anaerobic bacteria in
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