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MilliporeSigma

R4500

(−)-Riboflavin

from Eremothecium ashbyii, ≥98%

Synonym(s):

Lactoflavin, Vitamin B2, Vitamin G

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About This Item

Empirical Formula (Hill Notation):
C17H20N4O6
CAS Number:
83-88-5
Molecular Weight:
376.36
NACRES:
NA.79
PubChem Substance ID:
57654591
eCl@ss:
34058005
UNSPSC Code:
12352205
EC Number:
201-507-1
MDL number:
MFCD00005022
Beilstein/REAXYS Number:
97825

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Product Name

(−)-Riboflavin, from Eremothecium ashbyii, ≥98%

InChI key

AUNGANRZJHBGPY-SCRDCRAPSA-N

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

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

biological source

Eremothecium ashbyii

assay

≥98%

form

powder

color

yellow to orange

mp

290 °C (dec.) (lit.)

storage temp.

room temp

Quality Level

200

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1 of 4

This Item
R9504V-067R7649
(−)-Riboflavin from Eremothecium ashbyii, ≥98%

Sigma-Aldrich

R4500

(−)-Riboflavin

(−)-Riboflavin BioReagent, suitable for cell culture, suitable for insect cell culture, ≥98%

Sigma-Aldrich

R9504

(−)-Riboflavin

(−)-Riboflavin 100 μg/mL (1% ammonium acetate in 50:50 methanol:water), certified reference material, ampule of 1 mL, Cerilliant®

Supelco

V-067

(−)-Riboflavin

(−)-Riboflavin meets USP testing specifications

Sigma-Aldrich

R7649

(−)-Riboflavin

assay

≥98%

assay

≥98%

assay

-

assay

98.0-102.0% dry basis

biological source

Eremothecium ashbyii

biological source

Eremothecium ashbyii

biological source

-

biological source

-

form

powder

form

powder

form

liquid

form

powder

storage temp.

room temp

storage temp.

room temp

storage temp.

−20°C

storage temp.

-

color

yellow to orange

color

yellow to orange

color

-

color

dark yellow

mp

290 °C (dec.) (lit.)

mp

290 °C (dec.) (lit.)

mp

290 °C (dec.)

mp

290 °C (dec.) (lit.)

Application

Riboflavin has been used:
  • to check the role of riboflavin diet in rats[1]
  • as a supplement in HECM-6 medium (hamster embryo culture medium)[2]
  • as a supplement in the bacterial basal media[3]

Biochem/physiol Actions

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.[4] Riboflavin deficiency causes ariboflavinosis with symptoms such as sore throat, hyperemia, edema of oral and mucous membranes, cheilosis and glossitis.[5]

General description

Riboflavin belongs to the vitamin-B family and contains a pentose side chain ribitol.[4]

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7683V
WXBF6279V
WXBF5798V
WXBF5223V
0000292808

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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
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
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
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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