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Merck

R4500

Sigma-Aldrich

(−)-Riboflavin

from Eremothecium ashbyii, ≥98%

Synonym(e):

Laktoflavin, Vitamin B2, Vitamin G

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About This Item

Empirische Formel (Hill-System):
C17H20N4O6
CAS-Nummer:
Molekulargewicht:
376.36
Beilstein:
97825
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352205
eCl@ss:
34058005
PubChem Substanz-ID:
NACRES:
NA.79

Biologische Quelle

Eremothecium ashbyii

Qualitätsniveau

Assay

≥98%

Form

powder

Farbe

yellow to orange

mp (Schmelzpunkt)

290 °C (dec.) (lit.)

Lagertemp.

room temp

SMILES String

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

InChIKey

AUNGANRZJHBGPY-SCRDCRAPSA-N

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Allgemeine Beschreibung

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

Anwendung

Enzyme cofactor

Biochem./physiol. Wirkung

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Stargrove MB, et al.
Herb, Nutrient, and Drug Interactions: Clinical Implications and Therapeutic Strategies (2008)
The response of young and adult rats to the riboflavin supplementation.
Franca CF
Brazilian Archives of Biology and Technology, 53, 855-860 (2010)
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
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
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

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