Basic Description

Synonyms	Photrexa \| Riboflavine-5'-phosphate sodium \| FLAVIN MONONUCLEOTIDE MONOSODIUM SALT [MI] \| NSC 759230 \| Riboflavina 5 fosfato de sodio \| Riboflavin 5'-(dihydrogen phosphate), sodium salt (1:1) \| Riboflavin monophosphate monosodium salt \| W-108348 \| MFCD000
Specifications & Purity	Ph.Eur.
Biochemical and Physiological Mechanisms	Riboflavin 5′-monophosphate or flavin mononucleotide (FMN) possesses fluorescence, photosensitivity and redox activities.
Storage Temp	Store at 2-8°C
Shipped In	Wet ice
Grade	Ph.Eur.
Product Description	General Description Riboflavin 5′-monophosphate is also known as flavin mononucleotide (FMN). FMN is a water-soluble micronutrient. It is enzymatically produced from riboflavin (RF). Riboflavin 5′-monophosphate is one of the constituent of enzyme cofactor flavin-adenine dinucleotide. Application Riboflavin 5′-monophosphate sodium salt was used as water-soluble model drug in a combined conventional inkjet printing technology with flexographic printing for the fabrication of drug delivery systems. It may be employed as initiator for the photo-initiated polymerization of acrylamide. It may be employed in chronoamperometric assay for vanadium ions.

Associated Targets(Human)

TST Tchem Thiosulfate sulfurtransferase (0 Activities)

Discover Target: TST

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	sodium;[(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] hydrogen phosphate
INCHI	InChI=1S/C17H21N4O9P.Na/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);/q;+1/p-1/t11-,12+,14-;/m0./s1
InChi Key	OHSHFZJLPYLRIP-BMZHGHOISA-M
Canonical SMILES	CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(COP(=O)(O)[O-])O)O)O.[Na+]
Isomeric SMILES	CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)[O-])O)O)O.[Na+]
WGK Germany	3
PubChem CID	23666409
Molecular Weight	478.33
Beilstein	4106529

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Solubility	water: soluble 100g/L at20°C
Specific Rotation[α]	41 ° (C=1.5, 5mol/L HCl)

Safety and Hazards(GHS)

WGK Germany	3
Merck Index	8201

Citations of This Product

1. Jianmin Chen,Yuqin Qiu,Suohui Zhang,Guozhong Yang,Yunhua Gao. (2014-01-01) Controllable coating of microneedles for transdermal drug delivery.. Drug development and industrial pharmacy, 41 ((3)): (415-422). [PMID:24378200]
2. Shihui Qiu, Yue Yu, Yun-Han Chang, Lei Shan, Shoufang Xu. (2024) Nonconductive layered hexagonal boron nitride preparation via a co-exfoliation strategy and nanohybrid coating construction for corrosion protection. PROGRESS IN ORGANIC COATINGS, 186 (108052). [PMID:26794871]
3. Guangdong Sun, Xiuling He, Meilin Feng, Xia Xu, Jine Chen, Yongqiang Wang. (2023) Flavin mononucleotide in visible light photoinitiating systems for multiple-photocrosslinking and photoencapsulation strategies. Acta Biomaterialia, 172 (22): (272). [PMID:37797710]
4. Lei Jiafeng, Zhang Yaqin, Yao Yanxin, Shi Yang, Leung Ka Lok, Fan Jun, Lu Yi-Chun. (2023) An active and durable molecular catalyst for aqueous polysulfide-based redox flow batteries. Nature Energy, (19): (1-10). [PMID:14699141]

References

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23. Carla E Meints,Sarah M Parke,Kirsten R Wolthers. (2014-03-05) Proximal FAD histidine residue influences interflavin electron transfer in cytochrome P450 reductase and methionine synthase reductase.. Archives of biochemistry and biophysics, 547 (18-26). [PMID:24589657]
24. Norihiko Takemoto,Yuya Tanaka,Masayuki Inui. (2014-12-06) Rho and RNase play a central role in FMN riboswitch regulation in Corynebacterium glutamicum.. Nucleic acids research, 43 ((1)): (520-529). [PMID:25477389]
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29. Stephen D Klyce. (2013-03-07) UVA-riboflavin collagen cross-linking: a misnomer perhaps, but it works!. Investigative ophthalmology & visual science, 54 ((3)): (doi:10-doi:10). [PMID:23463021]
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36. Shihui Qiu, Yue Yu, Yun-Han Chang, Lei Shan, Shoufang Xu. (2024) Nonconductive layered hexagonal boron nitride preparation via a co-exfoliation strategy and nanohybrid coating construction for corrosion protection. PROGRESS IN ORGANIC COATINGS, 186 (108052). [PMID:26794871]
37. Guangdong Sun, Xiuling He, Meilin Feng, Xia Xu, Jine Chen, Yongqiang Wang. (2023) Flavin mononucleotide in visible light photoinitiating systems for multiple-photocrosslinking and photoencapsulation strategies. Acta Biomaterialia, 172 (22): (272). [PMID:37797710]
38. Lei Jiafeng, Zhang Yaqin, Yao Yanxin, Shi Yang, Leung Ka Lok, Fan Jun, Lu Yi-Chun. (2023) An active and durable molecular catalyst for aqueous polysulfide-based redox flow batteries. Nature Energy, (19): (1-10). [PMID:14699141]

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Riboflavin 5′-monophosphate sodium salt - tested according to Ph. Eur., high purity , CAS No.130-40-5