5-deaza-fmn profile

5-Deaza-FMN (5-deazaflavin mononucleotide) is a structural analog of flavin mononucleotide (FMN), a key cofactor in various enzymatic reactions. It is synthesized through chemical modifications of FMN or by microbial fermentation. 5-deaza-FMN is known to inhibit the activity of several flavoenzymes by competing with FMN for binding to the enzyme's active site. This inhibitory effect is attributed to the absence of the N5 atom in the flavin ring, which disrupts the electron transfer pathways involved in the catalytic cycle. Its effects on various biological processes have been studied, including its ability to modulate the activity of NADH dehydrogenases, the enzymes responsible for the transfer of electrons from NADH to the electron transport chain. Furthermore, its use in various biotechnological applications is being explored, such as its potential to enhance the efficiency of biocatalytic reactions and to develop novel therapeutic agents. 5-deaza-FMN is a valuable research tool for studying the structure and function of flavoenzymes and for exploring its potential applications in various fields.'

ID Source	ID
PubMed CID	99041
MeSH ID	M0058273

Synonym
36408-16-9
nsc-168199
nsc168199
deazafmn
[5-(7,8-dimethyl-2,4-dioxopyrimido[4,5-b]quinolin-10-yl)-2,3,4-trihydroxypentyl] dihydrogen phosphate
5-deazariboflavin-5'-phosphate
d-ribitol, 1-deoxy-1-(3,4-dihydro-7,8-dimethyl-2,4-dioxopyrimido(4,5-b)quinolin-10(2h)-yl)-, 5-(dihydrogen phosphate)
5-deaza-fmn
nsc 168199
DTXSID30957755
1-deoxy-1-(4-hydroxy-7,8-dimethyl-2-oxopyrimido[4,5-b]quinolin-10(2h)-yl)-5-o-phosphonopentitol

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (20.00)	18.7374
1990's	1 (20.00)	18.2507
2000's	3 (60.00)	29.6817
2010's	0 (0.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	5 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
5-enolpyruvoylshikimate-3-phosphate 5-enolpyruvoylshikimate-3-phosphate: structure given in first source	2.4	2
dithionite Dithionite: Dithionite. The dithionous acid ion and its salts.	2	1	sulfur oxide; sulfur oxoanion
quinone benzoquinone : The simplest members of the class of benzoquinones, consisting of cyclohexadiene which is substituted by two oxo groups.. 1,4-benzoquinone : The simplest member of the class of 1,4-benzoquinones, obtained by the formal oxidation of hydroquinone to the corresponding diketone. It is a metabolite of benzene.. quinone : Compounds having a fully conjugated cyclic dione structure, such as that of benzoquinones, derived from aromatic compounds by conversion of an even number of -CH= groups into -C(=O)- groups with any necessary rearrangement of double bonds (polycyclic and heterocyclic analogues are included).	2	1	1,4-benzoquinones	cofactor; human xenobiotic metabolite; mouse metabolite
shikimic acid Shikimic Acid: A tri-hydroxy cyclohexene carboxylic acid important in biosynthesis of so many compounds that the shikimate pathway is named after it.. shikimic acid : A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and microorganisms.	2.4	2	alpha,beta-unsaturated monocarboxylic acid; cyclohexenecarboxylic acid; hydroxy monocarboxylic acid	Escherichia coli metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
coenzyme f420 coenzyme gamma-F420-2 : The amide obtained by formal condensation of the carboxylic acid group of F420-0 with the amino group of L-gamma-glutamyl-L-glutamic acid.	2.02	1
5-deazariboflavin 5-deazariboflavin: deaza analog of riboflavin used to elucidate chemical role of the flavin coenzyme; structure	1.95	1
1-deaza-fad 1-deaza-FAD: RN & N1 from 9th CI Form Index; cpd not in Chemline 7/14/83	1.95	1
riboflavin vitamin B2 : Any member of a group of vitamers that belong to the chemical structural class called flavins that exhibit biological activity against vitamin B2 deficiency. Symptoms associated with vitamin B2 deficiency include glossitis, seborrhea, angular stomaitis, cheilosis and photophobia. The vitamers include riboflavin and its phosphate derivatives (and includes their salt, ionised and hydrate forms).	2.38	2	flavin; vitamin B2	anti-inflammatory agent; antioxidant; cofactor; Escherichia coli metabolite; food colouring; fundamental metabolite; human urinary metabolite; mouse metabolite; photosensitizing agent; plant metabolite
flavin-adenine dinucleotide Flavin-Adenine Dinucleotide: A condensation product of riboflavin and adenosine diphosphate. The coenzyme of various aerobic dehydrogenases, e.g., D-amino acid oxidase and L-amino acid oxidase. (Lehninger, Principles of Biochemistry, 1982, p972)	1.95	1	flavin adenine dinucleotide; vitamin B2	cofactor; Escherichia coli metabolite; human metabolite; mouse metabolite; prosthetic group
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	2.03	1	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite
flavin mononucleotide Flavin Mononucleotide: A coenzyme for a number of oxidative enzymes including NADH DEHYDROGENASE. It is the principal form in which RIBOFLAVIN is found in cells and tissues.	3.09	5

5-deaza-fmn

Cross-References

Synonyms (11)

Research

Studies (5)

Study Types