Synthetic Circuit 1
1.1
Reagents:
1-Ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride
Catalysts:
4-(Dimethylamino)pyridine
Solvents:
Dimethyl sulfoxide
,
Dimethylformamide
;
24 h, rt
1.2
Solvents:
Water
;
pH 7.2, rt
Reference
Design of riboflavin-presenting PAMAM dendrimers as a new nanoplatform for cancer-targeted delivery
Thomas, Thommey P.; et al,
Bioorganic & Medicinal Chemistry Letters,
2010,
20(17),
5191-5194
Synthetic Circuit 2
1.1
Catalysts:
Lumazine synthase
Solvents:
Dimethyl sulfoxide
,
Water
;
pH 7.0, rt
2.1
Catalysts:
Riboflavin synthase
Solvents:
Dimethyl sulfoxide
;
pH 7.0, rt
Reference
A New Series of N-[2,4-Dioxo-6-D-ribitylamino-1,2,3,4-tetrahydropyrimidin-5-yl]oxalamic Acid Derivatives as Inhibitors of Lumazine Synthase and Riboflavin Synthase: Design, Synthesis, Biochemical Evaluation, Crystallography, and Mechanistic Implications
Zhang, Yanlei; et al,
Journal of Organic Chemistry,
2008,
73(7),
2715-2724
Synthetic Circuit 3
1.1
Catalysts:
Riboflavin synthase
Solvents:
Dimethyl sulfoxide
;
pH 7.0, rt
Reference
A New Series of N-[2,4-Dioxo-6-D-ribitylamino-1,2,3,4-tetrahydropyrimidin-5-yl]oxalamic Acid Derivatives as Inhibitors of Lumazine Synthase and Riboflavin Synthase: Design, Synthesis, Biochemical Evaluation, Crystallography, and Mechanistic Implications
Zhang, Yanlei; et al,
Journal of Organic Chemistry,
2008,
73(7),
2715-2724
Synthetic Circuit 4
1.1
Solvents:
Acetic acid
Reference
Reaction between o-aminoazo compounds and barbituric acid. A new synthesis of riboflavin
Tishler, Max; et al,
Journal of the American Chemical Society,
1947,
69,
1487-92
Synthetic Circuit 5
1.1
Reagents:
Acetic acid
Solvents:
1-Butanol
;
5 h, reflux; 1 h, 0 °C
Reference
Site-Selective Synthesis of 15N- and 13C-Enriched Flavin Mononucleotide Coenzyme Isotopologues
Neti, Syam Sundar; et al,
Journal of Organic Chemistry,
2016,
81(12),
5087-5092
Synthetic Circuit 6
1.1
Solvents:
Water
;
400 h, 28 °C
Reference
Producing Biochemicals in Yarrowia lipolytica from Xylose through a Strain Mating Approach
Li, Haibo; et al,
Biotechnology Journal,
2020,
15(2),
Synthetic Circuit 7
1.1
Reagents:
Sodium dithionite
Solvents:
Water
;
pH 7.4
2.1
Reagents:
Artemisinin
Solvents:
Acetonitrile
,
Water
;
pH 7.4, 37 °C
Reference
Facile Oxidation of Leucomethylene Blue and Dihydroflavins by Artemisinins: Relationship with Flavoenzyme Function and Antimalarial Mechanism of Action
Haynes, Richard K.; et al,
ChemMedChem,
2010,
5(8),
1282-1299
Synthetic Circuit 8
1.1
Reagents:
Hydrochloric acid
Solvents:
Water
;
10 min, 0 °C
1.2
Reagents:
Sodium nitrite
;
0 °C; 30 min, 0 °C
1.3
Reagents:
Sodium acetate
,
Hydrochloric acid
Solvents:
Water
;
rt → -5 °C
1.4
1 h, -9 - -5 °C; 2 h, 0 °C; 0 °C → 20 °C
1.5
Reagents:
Sodium acetate
Solvents:
Water
;
pH 3, 17 - 20 °C
1.6
17 h, 22 - 25 °C
2.1
Reagents:
Acetic acid
Solvents:
1-Butanol
;
5 h, reflux; 1 h, 0 °C
Reference
Site-Selective Synthesis of 15N- and 13C-Enriched Flavin Mononucleotide Coenzyme Isotopologues
Neti, Syam Sundar; et al,
Journal of Organic Chemistry,
2016,
81(12),
5087-5092
Synthetic Circuit 9
1.1
Reagents:
Sodium
Solvents:
Methanol
;
rt
1.2
7 h, reflux
1.3
Reagents:
Hydrochloric acid
Solvents:
Water
;
pH 4
2.1
Reagents:
Acetic acid
Solvents:
1-Butanol
;
5 h, reflux; 1 h, 0 °C
Reference
Site-Selective Synthesis of 15N- and 13C-Enriched Flavin Mononucleotide Coenzyme Isotopologues
Neti, Syam Sundar; et al,
Journal of Organic Chemistry,
2016,
81(12),
5087-5092
Synthetic Circuit 10
Reference
Dynamic control strategy to produce riboflavin with lignocellulose hydrolyzate in the thermophile Geobacillus thermoglucosidasius
Wang, Junyang
; et al,
ACS Synthetic Biology,
2022,
11(6),
2163-2174
Synthetic Circuit 11
1.1
Reagents:
Dipotassium phosphate
,
Calcium chloride
;
72 h, 28 °C
1.2
Reagents:
Sodium hydroxide
Solvents:
Water
;
pH 6
Reference
A novel strain of acetic acid bacteria Gluconobacter oxydans FBFS97 involved in riboflavin production
Noman, Abeer Essam; et al,
Scientific Reports,
2020,
10(1),
Synthetic Circuit 12
Reference
Dynamic control strategy to produce riboflavin with lignocellulose hydrolyzate in the thermophile Geobacillus thermoglucosidasius
Wang, Junyang
; et al,
ACS Synthetic Biology,
2022,
11(6),
2163-2174
Synthetic Circuit 13
Reference
Dynamic control strategy to produce riboflavin with lignocellulose hydrolyzate in the thermophile Geobacillus thermoglucosidasius
Wang, Junyang
; et al,
ACS Synthetic Biology,
2022,
11(6),
2163-2174
Synthetic Circuit 14
1.1
Reagents:
NADPH
,
NADP
Catalysts:
Guanosine 5′-monophosphate reductase
Solvents:
Water
;
25 °C
Reference
Rational engineering of Escherichia coli for high-level production of riboflavin
Liu, Shuang
; et al,
Journal of Agricultural and Food Chemistry,
2021,
69(41),
12241-12249
Synthetic Circuit 15
1.1
Reagents:
Sodium nitrite
,
Hydrochloric acid
Solvents:
Water
1.2
Reagents:
Sodium acetate
Solvents:
Water
2.1
Reagents:
Acetic acid
Solvents:
Acetic acid
,
1-Butanol
Reference
Some developments in the synthesis of vitamin B2
Shaps, I. A.; et al,
Khimiko-Farmatsevticheskii Zhurnal,
1986,
20(1),
102-5
Synthetic Circuit 16
1.1
Reagents:
Artemisinin
Solvents:
Acetonitrile
,
Water
;
pH 7.4, 37 °C
Reference
Facile Oxidation of Leucomethylene Blue and Dihydroflavins by Artemisinins: Relationship with Flavoenzyme Function and Antimalarial Mechanism of Action
Haynes, Richard K.; et al,
ChemMedChem,
2010,
5(8),
1282-1299
Synthetic Circuit 17
1.1
Reagents:
Artemisinin
Solvents:
Acetonitrile
,
Water
;
< 10 min, pH 7.4, rt
Reference
Facile Oxidation of Leucomethylene Blue and Dihydroflavins by Artemisinins: Relationship with Flavoenzyme Function and Antimalarial Mechanism of Action
Haynes, Richard K.; et al,
ChemMedChem,
2010,
5(8),
1282-1299
Synthetic Circuit 18
1.1
Catalysts:
Glucose 6-phosphate dehydrogenase
,
Ribose phosphate isomerase
,
GTP cyclohydrolase II
,
3,4-Dihydroxy-2-butanone 4-phosphate synthase
Solvents:
Water
;
18 h, pH 6.8, 41 °C
Reference
Increased Production of Riboflavin by Coordinated Expression of Multiple Genes in Operons in Bacillus subtilis
You, Jiajia; et al,
ACS Synthetic Biology,
2022,
11(5),
1801-1810
Synthetic Circuit 19
1.1
Reagents:
Sodium cyanoborohydride
Solvents:
Methanol
;
48 h, reflux
2.1
Reagents:
Hydrochloric acid
Solvents:
Water
;
10 min, 0 °C
2.2
Reagents:
Sodium nitrite
;
0 °C; 30 min, 0 °C
2.3
Reagents:
Sodium acetate
,
Hydrochloric acid
Solvents:
Water
;
rt → -5 °C
2.4
1 h, -9 - -5 °C; 2 h, 0 °C; 0 °C → 20 °C
2.5
Reagents:
Sodium acetate
Solvents:
Water
;
pH 3, 17 - 20 °C
2.6
17 h, 22 - 25 °C
3.1
Reagents:
Acetic acid
Solvents:
1-Butanol
;
5 h, reflux; 1 h, 0 °C
Reference
Site-Selective Synthesis of 15N- and 13C-Enriched Flavin Mononucleotide Coenzyme Isotopologues
Neti, Syam Sundar; et al,
Journal of Organic Chemistry,
2016,
81(12),
5087-5092
Synthetic Circuit 20
1.1
Reagents:
Acetic acid
Solvents:
Acetic acid
,
1-Butanol
Reference
Some developments in the synthesis of vitamin B2
Shaps, I. A.; et al,
Khimiko-Farmatsevticheskii Zhurnal,
1986,
20(1),
102-5