Product Name

  • Name

    BETA-NICOTINAMIDE MONONUCLEOTIDE

  • EINECS
  • CAS No. 1094-61-7
  • Article Data31
  • CAS DataBase
  • Density g/cm3
  • Solubility
  • Melting Point 166 °C(dec.)
  • Formula C11H15 N2 O8 P
  • Boiling Point °Cat760mmHg
  • Molecular Weight 334.222
  • Flash Point °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 1094-61-7 (BETA-NICOTINAMIDE MONONUCLEOTIDE)
  • Hazard Symbols
  • Synonyms 3-Carbamoyl-1-b-D-ribofuranosylpyridiniumhydroxide, 5'-phosphate, inner salt (6CI,7CI); Pyridinium,3-(aminocarbonyl)-1-(5-O-phosphono-b-D-ribofuranosyl)-, hydroxide, inner salt; Pyridinium, 3-carbamoyl-1-b-D-ribofuranosyl-, hydroxide,5'-(dihydrogen phosphate), inner salt (8CI); NMN; NMN (mononucleotide);Nicotinamide mononucleotide; Nicotinamide ribonucleoside 5'-phosphate;Nicotinamide ribonucleotide; Nicotinamide ribotide; b-D-NMN; b-NMN
  • PSA 176.06000
  • LogP -1.06000

Synthetic route

3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside)
23111-00-4

3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside)

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With trimethyl phosphite; trichlorophosphate at 0℃; for 12h; Inert atmosphere;88.27%
Stage #1: 3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium (β-D-nicotinamide riboside) With Sodium trimetaphosphate; sodium hydroxide In water at 30℃; for 4h; pH=9;
Stage #2: With hydrogenchloride In water at 10℃; Reagent/catalyst;
68%
With nitromethane; water; trichlorophosphate
3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium bromide
78687-39-5

3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium bromide

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With trimethyl phosphite; trichlorophosphate at -5 - 0℃; for 7h;80%
With trimethyl phosphite; trichlorophosphate at 0℃; for 4h;64%
(3,4-dihydroxy-5-(3-(ethoxycarbonyl)pyridin-1-ium-1-yl)tetrahydrofuran-2-yl)methyl hydrogen phosphate

(3,4-dihydroxy-5-(3-(ethoxycarbonyl)pyridin-1-ium-1-yl)tetrahydrofuran-2-yl)methyl hydrogen phosphate

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With ammonia In acetonitrile at -5 - 5℃; for 1h;80%
nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With ethylenediaminetetraacetic acid; ammonium acetate; zirconium(IV) chloride In ethanol at 50℃; for 0.5h; pH 5;70%
With water; zirconium(IV) chloride at 80℃; for 0.5h; Reagent/catalyst;
C23H24N2O8P(1+)*Cl(1-)

C23H24N2O8P(1+)*Cl(1-)

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With platinum(IV) oxide; hydrogen In deuteromethanol for 12h; Reagent/catalyst;64%
1-(β-D-ribofuranosyl)-nicotinamide
1341-23-7

1-(β-D-ribofuranosyl)-nicotinamide

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With trichlorophosphate In tetrahydrofuran at 0 - 20℃; for 12h;56%
3-carbamoyl-1-(2,4-dinitrophenyl)pyridinium chloride
53406-00-1

3-carbamoyl-1-(2,4-dinitrophenyl)pyridinium chloride

ribose 5-phosphate bis(cyclohexylammonium) salt
87763-86-8

ribose 5-phosphate bis(cyclohexylammonium) salt

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With ammonia 1.) -60 deg C, 36 h; r.t., 1 h; 2.) methanol, ethylene glycol (1:1), 4 deg C, 11 h;35%
nicotinamide
98-92-0

nicotinamide

5-phosphoribosyl-1-pyrophosphate
97-55-2, 7540-64-9, 99945-37-6, 130384-52-0

5-phosphoribosyl-1-pyrophosphate

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Enzym aus Erythrocyten;
3-carbamoyl-1-(2,4-dinitrophenyl)pyridinium chloride
53406-00-1

3-carbamoyl-1-(2,4-dinitrophenyl)pyridinium chloride

phosphoribosylamine
14050-66-9

phosphoribosylamine

A

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

B

α-nicotinamide mononucleotide
7298-94-4

α-nicotinamide mononucleotide

C

2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

Conditions
ConditionsYield
In methanol at 5℃; for 14h; Yield given;
In methanol at 5℃; for 14h;
β-NAD

β-NAD

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
enzymatische Spaltung;
N1-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide
18784-01-5

N1-(2,3,5-Tri-O-benzoyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH3 / methanol
2: 80 percent / POCl3, PO(OMe)3 / 7 h / -5 - 0 °C
View Scheme
Multi-step reaction with 2 steps
1: 55 percent / NH3 / methanol / 72 h / -18 °C
2: 64 percent / Phosphoryl chloride, trimethyl phosphate / 4 h / 0 °C
View Scheme
N1-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide
78687-38-4

N1-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-3-aminocarbonylpyridinium bromide

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / NH3 / methanol / 20 h / -5 - -3 °C
2: 80 percent / POCl3, PO(OMe)3 / 7 h / -5 - 0 °C
View Scheme
adenosine 5'-monophosphate
47287-36-5, 119923-66-9

adenosine 5'-monophosphate

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 91 percent / 1.) H(+), H2O / 1.) 100 deg C, 6 min; 2.) 0 deg C
2: 35 percent / NH3 / 1.) -60 deg C, 36 h; r.t., 1 h; 2.) methanol, ethylene glycol (1:1), 4 deg C, 11 h
View Scheme
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose
6974-32-9

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: HBr / CH2Cl2 / 3 h / -20 °C
2: liquid sulphur dioxide
3: 55 percent / NH3 / methanol / 72 h / -18 °C
4: 64 percent / Phosphoryl chloride, trimethyl phosphate / 4 h / 0 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrogen chloride; diethyl ether
2: acetonitrile
3: NH3; methanol
4: POCl3; nitromethane; H2O
View Scheme
2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide
22860-91-9

2,3,5-tri-O-benzoyl-D-ribofuranosyl bromide

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: liquid sulphur dioxide
2: 55 percent / NH3 / methanol / 72 h / -18 °C
3: 64 percent / Phosphoryl chloride, trimethyl phosphate / 4 h / 0 °C
View Scheme
2,3,5-tri-O-acetyl-α-D-ribofuranosyl chloride
105499-44-3

2,3,5-tri-O-acetyl-α-D-ribofuranosyl chloride

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetonitrile
2: NH3; methanol
3: POCl3; nitromethane; H2O
View Scheme
nicotinamide
98-92-0

nicotinamide

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetonitrile
2: NH3; methanol
3: POCl3; nitromethane; H2O
View Scheme
Multi-step reaction with 3 steps
1: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 12 h / 0 - 20 °C
2: sodium ethanolate / ethanol / 1 h / -5 - 5 °C
3: trichlorophosphate / tetrahydrofuran / 12 h / 0 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: ammonium sulfate / 8 h / 125 °C
2.1: tin(IV) chloride / dichloromethane / 1.5 h / 55 °C
2.2: 0.75 h / 0 °C
3.1: methanol; propylamine / 22 h / -5 °C
4.1: trimethyl phosphite; trichlorophosphate / 12 h / 0 °C / Inert atmosphere
View Scheme
5’,3‘,2’-tri-O-acetyl-1-β-D-ribofuranosylnicotinamide chloride
109527-15-3

5’,3‘,2’-tri-O-acetyl-1-β-D-ribofuranosylnicotinamide chloride

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH3; methanol
2: POCl3; nitromethane; H2O
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride / methanol / 12 h / Sealed tube
2: trichlorophosphate
View Scheme
3-carbamoyl-1-(tri-O-benzoyl-β-D-ribofuranosyl)-pyridinium; chloride
122620-02-4

3-carbamoyl-1-(tri-O-benzoyl-β-D-ribofuranosyl)-pyridinium; chloride

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH3; methanol
2: POCl3; nitromethane; H2O
View Scheme
2,3,5-(tri-O-benzoyl)-D-ribofuranosyl chloride
5991-01-5

2,3,5-(tri-O-benzoyl)-D-ribofuranosyl chloride

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetonitrile
2: NH3; methanol
3: POCl3; nitromethane; H2O
View Scheme
3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium trifluoromethanesulfonate

3-carbamoyl-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium trifluoromethanesulfonate

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With trimethyl phosphite; trichlorophosphate at -5 - 0℃; for 12h; Inert atmosphere;
pentasodium 5-phosphoribosyl 1-pyrophosphate

pentasodium 5-phosphoribosyl 1-pyrophosphate

nicotinamide
98-92-0

nicotinamide

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With nicotinamide phosphoribosyltransferase; tris hydrochloride; ATP; magnesium chloride; D,L-dithiothreitol; bovine serum albumin In water at 37℃; Kinetics; Enzymatic reaction;

A

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

B

adenosine 5'-diphosphate
58-64-0

adenosine 5'-diphosphate

C

adenosine
58-61-7

adenosine

Conditions
ConditionsYield
With water; zirconium(IV) oxide at 80℃; for 48h;
[(2R,3R,4R)-3,4-diacetoxy-5-chlorotetrahydrofuran-2-yl]methyl acetate
40554-98-1

[(2R,3R,4R)-3,4-diacetoxy-5-chlorotetrahydrofuran-2-yl]methyl acetate

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetonitrile / 0.33 h / 70 °C
2: hydrogenchloride / methanol / 12 h / Sealed tube
3: trichlorophosphate
View Scheme
Multi-step reaction with 3 steps
1: acetonitrile / 50 °C
2: hydrogenchloride / methanol / 12 h / Sealed tube
3: trichlorophosphate
View Scheme
3-carbamoyl-1-((2R,3R,4R,5R)-3,4-diacetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium trifluoromethanesulfonate

3-carbamoyl-1-((2R,3R,4R,5R)-3,4-diacetoxy-5-(acetoxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium trifluoromethanesulfonate

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonia / methanol / 24 h / -9 - -8 °C
2: hydrogenchloride / methanol / 8 h / -8 - 0 °C
3: trimethyl phosphite; trichlorophosphate / 24 h / -10 - -7 °C
View Scheme
nicotinamide adenine dinucleotide
76961-04-1

nicotinamide adenine dinucleotide

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With zirconium(IV) chloride In water at 50℃; for 1h;
nicotinamide
98-92-0

nicotinamide

5-phospho-α-D-ribosyl 1-pyrophosphate

5-phospho-α-D-ribosyl 1-pyrophosphate

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
With tris(3-hydroxypropyl)phosphine; nicotinamide phosphoribosyltransferase; tris hydrochloride; ATP; magnesium chloride In water at 37℃; pH=7.5; Kinetics; Reagent/catalyst; Enzymatic reaction;
1,2,3,5-tetraacetylribose
13035-61-5

1,2,3,5-tetraacetylribose

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 12 h / 0 - 20 °C
2.1: ammonia / 1 h / -5 - 5 °C
2.2: 1 h / -5 - 5 °C
3.1: trichlorophosphate / tetrahydrofuran / 12 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 12 h / 0 - 20 °C
2: sodium ethanolate / ethanol / 1 h / -5 - 5 °C
3: trichlorophosphate / tetrahydrofuran / 12 h / 0 - 20 °C
View Scheme
3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 12 h / 0 - 20 °C
2.1: ammonia / 1 h / -5 - 5 °C
2.2: 1 h / -5 - 5 °C
3.1: trichlorophosphate / tetrahydrofuran / 12 h / 0 - 20 °C
View Scheme
L-valine
72-18-4

L-valine

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

(S)-1-carboxy-2-methypropan-1-aminium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(S)-1-carboxy-2-methypropan-1-aminium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water at 10℃; pH=Ca. 3.8 - 4;100%
nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

L-histidine
71-00-1

L-histidine

(S)-1-carboxy-2-(1H-imidazol-4-yl)ethanaminium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(S)-1-carboxy-2-(1H-imidazol-4-yl)ethanaminium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water at 10℃; pH=Ca. 6 - 6.2;100%
L-threonine
72-19-5

L-threonine

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

(1S,2R)-1-carboxy-2-hydropropan-1-aminium ((2R,3R,4S,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(1S,2R)-1-carboxy-2-hydropropan-1-aminium ((2R,3R,4S,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water at 10℃; pH=Ca. 3.9 - 4.4;100%
nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

L-proline
147-85-3

L-proline

(S)-2-carboxypyrrolidin-1-ium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(S)-2-carboxypyrrolidin-1-ium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water at 10℃; pH=Ca. 3.3 - 3.9;100%
L-lysine
56-87-1

L-lysine

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

(S)-5-amino-5-carboxypentan-1-aminium ((2R,3R,4S,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(S)-5-amino-5-carboxypentan-1-aminium ((2R,3R,4S,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water at 10℃; pH=Ca. 6 - 6.2;100%
L-Aspartic acid
56-84-8

L-Aspartic acid

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

(S)-1,2-dicarboxyethan-1-aminium-((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(S)-1,2-dicarboxyethan-1-aminium-((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water pH=2.99 - 3.39; Inert atmosphere; Cooling with ice;100%
betaine
107-43-7

betaine

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

1-carboxy-N,N,N-trimethylmethanaminium ((2R,35,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

1-carboxy-N,N,N-trimethylmethanaminium ((2R,35,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water at 10℃; for 0.166667h;97%
L-phenylalanine
63-91-2

L-phenylalanine

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

(S)-1-carboxy-2-phenylethan-1-aminium-((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(S)-1-carboxy-2-phenylethan-1-aminium-((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water pH=3.43 - 4; Cooling with ice;96%
L-Cysteine
52-90-4

L-Cysteine

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

(R)-1-carboxy-2-mercaptoethan-1-aminium-((2R,3R,4S,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(R)-1-carboxy-2-mercaptoethan-1-aminium-((2R,3R,4S,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water pH=3.38 - 3.86; Cooling with ice;95%
L-asparagine
70-47-3

L-asparagine

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

(S)-3-amino-1-carboxy-3-oxopropan-1-aminium-((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(S)-3-amino-1-carboxy-3-oxopropan-1-aminium-((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water pH=3.38 - 3.86; Cooling with ice;95%
nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

adenosine 5'-monophosphate
47287-36-5, 119923-66-9

adenosine 5'-monophosphate

nicotinamide adenine dinucleotide
76961-04-1

nicotinamide adenine dinucleotide

Conditions
ConditionsYield
With 1,3-dimercaptopropanol; AdK on PAN gel; NAD pyrophosphorylase; PPiase; potassium acetate; magnesium chloride In water for 3h; Ambient temperature; pH: 7.0;91%
L-methionine
63-68-3

L-methionine

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

(S)-1-carboxy-3-(methylthio)propan-1-aminium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(S)-1-carboxy-3-(methylthio)propan-1-aminium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water at 10℃; pH=Ca. 4.4 - 4.6;89%
morpholin-4-yl-phosphonic acid mono-5′-[6-(pyrrol-2-yl)-9-β-D-ribofuranosyl-purine]

morpholin-4-yl-phosphonic acid mono-5′-[6-(pyrrol-2-yl)-9-β-D-ribofuranosyl-purine]

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

P1-[6-(pyrrol-2-yl)-purine-9-β-D-ribofuranos-5'-yl]-P2-[nicotinamide-1-β-D-ribofuranos-5′-yl]pyrophosphate

P1-[6-(pyrrol-2-yl)-purine-9-β-D-ribofuranos-5'-yl]-P2-[nicotinamide-1-β-D-ribofuranos-5′-yl]pyrophosphate

Conditions
ConditionsYield
With magnesium sulfate; manganese(ll) chloride In formamide at 20℃; for 12h; Inert atmosphere;87%
nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

glycine
56-40-6

glycine

carboxymethanaminium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methvl phosphate

carboxymethanaminium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methvl phosphate

Conditions
ConditionsYield
In water pH=3.22 - 3.9; Inert atmosphere; Cooling with ice;85%
L-serin
56-45-1

L-serin

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

(S)-1-carboxy-2-hydroxyethan-1-aminium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(S)-1-carboxy-2-hydroxyethan-1-aminium ((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water pH=3.22 - 3.8; Inert atmosphere; Cooling with ice;83%
((2R,3R,4R,5R)-5-(4-aminothieno[3,4-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen triphosphate

((2R,3R,4R,5R)-5-(4-aminothieno[3,4-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen triphosphate

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

1-((2R,3R,4R,5R)-5-((((((((2R,3R,4R,5R)-5-(4-aminothieno[3,4-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)methyl)- 3,4-dihydroxytetrahydrofuran-2-yl)-3-carbamoylpyridin-1-ium

1-((2R,3R,4R,5R)-5-((((((((2R,3R,4R,5R)-5-(4-aminothieno[3,4-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)methyl)- 3,4-dihydroxytetrahydrofuran-2-yl)-3-carbamoylpyridin-1-ium

Conditions
ConditionsYield
With Saccharomyces cerevisiae inorganic pyrophosphatase; Homo sapiens recombinant nicotinamide mononucleotide adenylyl transferase 1; potassium chloride; sodium chloride; magnesium chloride In ethanol at 37℃; for 2.16667h; Enzymatic reaction;81%
7-deaza-8-bromoadenosine 5'-monophosphate morpholidate triethylammonium salt

7-deaza-8-bromoadenosine 5'-monophosphate morpholidate triethylammonium salt

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

7-deaza-8-bromo nicotinamide adenine dinucleotide triethylammonium salt
213894-71-4

7-deaza-8-bromo nicotinamide adenine dinucleotide triethylammonium salt

Conditions
ConditionsYield
With magnesium sulfate; formamide; manganese(ll) chloride at 20℃; for 48h;79%
L-alanin
56-41-7

L-alanin

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

C11H15N2O8P*C3H7NO2

C11H15N2O8P*C3H7NO2

Conditions
ConditionsYield
In water pH=3.22-3.8; Inert atmosphere; Cooling with ice;79%
C14H23N6O10P
1278592-46-3

C14H23N6O10P

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

C25H36N8O17P2
1278592-45-2

C25H36N8O17P2

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; magnesium chloride; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃;67%
nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

L-carnitine
541-15-1

L-carnitine

(R)-3-carboxy-2-hydroxy-N,N,N-trimethylpropan-1-aminium ((2R,35,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(R)-3-carboxy-2-hydroxy-N,N,N-trimethylpropan-1-aminium ((2R,35,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water at 10℃; for 0.166667h;67%
nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

acetic anhydride
108-24-7

acetic anhydride

2',3'-di-O-acetylnicotinamide mononucleotide
154591-45-4

2',3'-di-O-acetylnicotinamide mononucleotide

Conditions
ConditionsYield
With pyridine In water at 0℃; for 3h;65%
With pyridine In water at 0℃; for 48h;
With pyridine at 0 - 5℃; for 24h; Inert atmosphere;
With pyridine In water at -5 - 0℃; for 24h; Inert atmosphere;
6-N-methyladnenosine 5'-monophosphate morpholidated triethylammonium salt

6-N-methyladnenosine 5'-monophosphate morpholidated triethylammonium salt

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

6-N-methyl nicotinamide adenine dinucleotide triethylammonium salt

6-N-methyl nicotinamide adenine dinucleotide triethylammonium salt

Conditions
ConditionsYield
Stage #1: 6-N-methyladnenosine 5'-monophosphate morpholidated triethylammonium salt; nicotinamide mononucleotide With magnesium sulfate; manganese(ll) chloride In formamide at 20℃; for 48h; Inert atmosphere;
Stage #2: With triethylamine carbonate In formamide; acetonitrile
64%
C26H36N7O9P
1352621-63-6

C26H36N7O9P

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

8-(3-(Boc-aminomethyl)phenyl) NAD
1352621-54-5

8-(3-(Boc-aminomethyl)phenyl) NAD

Conditions
ConditionsYield
With magnesium sulfate; manganese(ll) chloride In formamide at 20℃; for 24h; Inert atmosphere;61%
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