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biopterin
A
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride
B
(6S)-tetrahydrobiopterin
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide In water at 15℃; for 18h; pH=11.8; | A 79% B n/a |
With potassium hydroxide; dipotassium hydrogenphosphate; hydrogen; platinum(IV) oxide In water at 20℃; under 735.5 Torr; for 4.5h; pH 11.4; | A 67% B n/a |
With potassium hydroxide; dipotassium hydrogenphosphate; hydrogen; platinum(IV) oxide In water at 20℃; under 735.5 Torr; Product distribution; the influence of pH; |
p-quinonoid (6R)-dihydrobiopterin
A
7,8-dihydro-L-biopterin
B
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride
C
biopterin
Conditions | Yield |
---|---|
pH=7; | |
In water Product distribution; pH 3.5 ; half life time; other pH; also with NADPH; |
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In water at 22℃; |
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride
Conditions | Yield |
---|---|
With BH4; hydrogen; nickel In ethanol at 60℃; under 3750.38 Torr; for 17h; |
dioxomolybdenum(VI) dichloride
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride
Conditions | Yield |
---|---|
In methanol byproducts: H2O, HCl; under protective gas, toluene/cyclohexane added, allowed to stand at 4°C overnight; filtrated, dried in high vacuum, elem. anal.; | 97.1% |
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride
7,8-dihydrobiopterin
Conditions | Yield |
---|---|
With oxygen In aq. phosphate buffer at 25℃; for 1h; pH=7.2; Kinetics; | 34.6% |
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride
A
7,8-dihydrobiopterin
B
D-erythro-biopterin
Conditions | Yield |
---|---|
With oxygen In aq. acetate buffer at 25℃; for 1h; pH=7.2; | A 15.7% B 24.2% |
di-tert-butyl dicarbonate
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride
[6R(1R,2S)]-2-t-butoxycarbonylamino-4-t-butoxycarbonyloxy-5,8-di-t-butoxycarbonyl-6-(1,2 dihydroxypropyl)-5,6,7,8-tetrahydropterdin
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20 - 60℃; for 20h; |
Molecular Structure of Sapropterin (CAS NO.62989-33-7):
IUPAC Name: (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydro-1H-pteridin-4-one
Empirical Formula: C9H15N5O3
Molecular Weight: 241.2471
H bond acceptors: 8
H bond donors: 7
Freely Rotating Bonds: 4
Polar Surface Area: 60.85 Å2
Index of Refraction: 1.821
Molar Refractivity: 55.42 cm3
Molar Volume: 127.1 cm3
Surface Tension: 86.7 dyne/cm
Density: 1.89 g/cm3
Flash Point: 260.2 °C
Enthalpy of Vaporization: 89.4 kJ/mol
Boiling Point: 506.6 °C at 760 mmHg
Vapour Pressure: 2.2E-12 mmHg at 25°C
InChI
InChI=1/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4+,6-/m0/s1
Smiles
n1c(N)[nH]c2NC[C@@H](Nc2c1=O)[C@H]([C@H](C)O)O
Sapropterin , with CAS number of 62989-33-7, can be called 4(1H)-Pteridinone,2-amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-, [6R-[6R*(1R*,2S*)]]- ; (6R)-5,6,7,8-Tetrahydro-L-biopterin ; (6R)-5,6,7,8-Tetrahydrobiopterin ; (6R)-L-erythro-5,6,7,8-Tetrahydrobiopterin ; (6R)-L-erythro-Tetrahydrobiopterin ; 6b-5,6,7,8-Tetrahydro-L-biopterin ; (-)-(6R)-2-Amino-6-((1R,2S)-1,2-dihydroxypropyl)-5,6,7,8- ; 6R-5,6,7,8-Tetrahydrobiopterin ; 6R-L-5,6,7,8-Tetrahydrobiopterin ; Kuvan .