Guanosine 5'-(trihydrogen diphosphate) supplier

Name
Guanosine-5'-diphosphate
EINECS 231-026-2
CAS No. 146-91-8
Article Data57
CAS DataBase
Density 2.63 g/cm³
Solubility 50 mg/mL in water, clear, colorless
Melting Point
Formula C₁₀H₁₅N₅O₁₁P₂
Boiling Point 961 °C at 760 mmHg
Molecular Weight 443.204
Flash Point 535 °C
Transport Information
Appearance
Safety 22-24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5'-Diphosphate, Guanosine;5'-Trihydrogen Diphosphate, Guanosine;Diphosphate, Guanosine;Diphosphate, Guanosine 5'-Trihydrogen;GDP;Guanosine 5' Diphosphate;Guanosine 5' Trihydrogen Diphosphate;Guanosine 5'-Diphosphate;Guanosine 5'-Trihydrogen Diphosphate;Guanosine Diphosphate
PSA 272.19000
LogP -1.87150

Synthetic route

: 69281-33-0
Guanosine 5'-monophosphate imidazolide

: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With Phosphoric acid tri-n-butylammonium salt; zinc(II) chloride In N,N-dimethyl-formamide at 20℃; for 3h;	98%

: 530-26-7
D-Mannose

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

A: 146-91-8
guanosine-5'-diphosphate

B: 991-43-5, 3123-67-9, 5572-04-3, 5750-57-2, 6815-91-4, 10108-97-1, 20236-92-4, 20406-59-1, 26234-84-4, 26378-86-9, 41432-88-6, 55331-69-6, 78391-95-4
guanosine 5'-diphospho-D-mannose

Conditions

Conditions	Yield
With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase In aq. buffer at 37℃; for 24h; pH=8; Enzymatic reaction;	A n/a B 94%

...Expand

: 7226-39-3, 7241-17-0, 28876-44-0, 38711-37-4, 55449-80-4, 62182-10-9, 62182-14-3, 86783-82-6, 98856-44-1, 98856-45-2, 98856-46-3, 31077-88-0
2-deoxy-2-fluoro-D-mannopyranoside

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

A: 67341-46-2
guanosine-5’-diphospho-2′′-fluoro-α-D-mannopyranosyl

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase In aq. buffer at 37℃; for 24h; pH=8; Enzymatic reaction;	A 84% B n/a

...Expand

: 97604-58-5
2-azido-2-deoxy-D-mannopyranose

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

A: 1083060-65-4
guanosine-5’-diphospho-2′′-azido-α-D-mannopyranosyl

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase In aq. buffer at 37℃; for 24h; pH=8; Enzymatic reaction;	A 81% B n/a

...Expand

: 90-76-6, 90-77-7, 530-23-4, 579-32-8, 579-33-9, 643-68-5, 2596-19-2, 6490-68-2, 6490-70-6, 6490-72-8, 6490-73-9, 6490-74-0, 14196-84-0, 14196-86-2, 14257-69-3, 58381-21-8
2-deoxy-2-amino glucose

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

A: 1067638-54-3
guanosine-5’-diphospho-2′′-amino-α-D-glucopyranosyl

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase In aq. buffer at 37℃; for 24h; pH=8; Enzymatic reaction;	A 80% B n/a

...Expand

: 61-58-5, 13299-15-5, 13299-16-6, 14215-77-1, 14215-78-2, 20789-85-9, 23568-30-1, 25494-04-6, 34339-39-4, 34339-40-7, 34339-46-3, 34339-47-4, 114717-20-3, 114717-21-4, 137491-75-9, 137491-76-0
2-deoxy-D-arabino-hexopyranose

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

A: 146-91-8
guanosine-5'-diphosphate

B: guanosine-5’-diphospho-2′′-deoxy-α-D-glucopyranosyl

Conditions

Conditions	Yield
With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase In aq. buffer at 37℃; for 24h; pH=8; Enzymatic reaction;	A n/a B 76%

...Expand

: 90-76-6, 90-77-7, 530-23-4, 579-32-8, 579-33-9, 643-68-5, 2596-19-2, 6490-68-2, 6490-70-6, 6490-72-8, 6490-73-9, 6490-74-0, 14196-84-0, 14196-86-2, 14257-69-3, 58381-21-8
D-mannosamine

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

A: 1470066-91-1
guanosine-5’-diphospho-2′′-amino-α-D-mannopyranosyl

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase In aq. buffer at 37℃; for 24h; pH=8; Enzymatic reaction;	A 75% B n/a

...Expand

: 2280-44-6
D-Glucose

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

A: 146-91-8
guanosine-5'-diphosphate

B: 5750-57-2
guanosine-5’-diphospho-α-D-glucopyranosyl

Conditions

Conditions	Yield
With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase In aq. buffer at 37℃; for 24h; pH=8; Enzymatic reaction;	A n/a B 72%

...Expand

: 85-32-5
5'-guanosine monophosphate

A: 6674-45-9
α,γ-diguanosine 5'-triphosphate

B: 146-91-8
guanosine-5'-diphosphate

C: 34692-44-9
α,β-diguanosine 5'-diphosphate

Conditions

Conditions	Yield
With pyridine; 1-methyl-pyrrolidin-2-one; N,N,N,N,N,N-hexamethylphosphoric triamide; tributyl-amine; S,S'-bis(4-chlorophenyl) phosphorodithioate; silver nitrate at 0 - 20℃; for 7h;	A 71% B n/a C n/a

...Expand

: 530-25-6
talopyranose

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

A: 78391-95-4
guanosine-5'-diphospho-α-D-talopyranosyl

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase In aq. buffer at 37℃; for 24h; pH=8; Enzymatic reaction;	A 47% B n/a

...Expand

: 39947-33-6
5'-O-tosylguanosine

: 76947-02-9
tris(tetra-n-butylammonium) hydrogen pyrophosphate

: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
In acetonitrile for 120h;	43%

: 85-32-5
5'-guanosine monophosphate

A: 146-91-8
guanosine-5'-diphosphate

B: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

Conditions

Conditions	Yield
With phosphorotriimidazolide; magnesium chloride at 22℃; for 72h; N-ethylmorpholine buffer (pH 7.0);	A 23% B 34%
With pyridine; phosphoric acid; dicyclohexyl-carbodiimide
With phosphoric acid; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

: 4-azido-4-deoxy-D-mannopyranoside

A: 1083060-64-3
guanosine-5’-diphospho-4′′-azido-α-D-mannopyranosyl

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase In aq. buffer at 37℃; for 24h; pH=8; Enzymatic reaction;	A 33% B n/a

...Expand

: 2-azido-2-deoxy-D-glucose

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

A: 1470066-92-2
guanosine-5’-diphospho-2′′-azido-α-D-glucopyranosyl

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With guanosine 50-diphosphate (GDP)-mannose pyrophosphorylasefrom Pyrococcus furiosus; N-acetylhexosamine 1-kinase from Bifidobacterium infantis; magnesium chloride; Escherichia coli inorganic pyrophosphatase In aq. buffer at 37℃; for 24h; pH=8; Enzymatic reaction;	A 16% B n/a

...Expand

: 362-76-5
2',3'-isopropylideneguanosine

A: 85-32-5
5'-guanosine monophosphate

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With pyridine; N,N-dimethyl-formamide; trichlorophosphate

: 85-32-5
5'-guanosine monophosphate

: 56-65-5
ATP

: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With nucleoside monophosphate-kinase

: 85-32-5
5'-guanosine monophosphate

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With nucleoside monophosphate-kinase

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With nucleoside triphosphat-adenylatkinase; 5'-adenosine monophosphate
With HCl buffer; N-methylhydantoin amidohydrolase; potassium chloride; uracil; 2-amino-2-hydroxymethyl-1,3-propanediol; magnesium chloride at 37℃; for 0.5h; Product distribution; Rate constant; various nucleoside triphosphates under different conditions, hydrolysis;
With tris hydrochloride; magnesium chloride; GST-BRab In water at 30℃; pH=7.8; Kinetics; Further Variations:; Reagents; Hydrolysis;

: 109653-33-0
O5'-(2-benzyloxy-1,2-dihydroxy-diphosphoryl)-guanosine

: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With palladium on activated charcoal; water Hydrogenation.Loesung vom pH 4-5;

: 69281-33-0
Guanosine 5'-monophosphate imidazolide

A: 85-32-5
5'-guanosine monophosphate

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With phosphate buffer; sodium chloride at 37℃; Rate constant; Product distribution; Mechanism;

: 80242-42-8
guanosine-5'-(2-methylimidazol-1-yl phosphate)

A: 85-32-5
5'-guanosine monophosphate

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With phosphate buffer; sodium chloride at 37℃; Rate constant; Product distribution; Mechanism; other buffers;

: 138552-48-4, 143394-77-8, 148296-47-3
Bis(sodium) guanosine 5'-β-L-fucopyranosyl-diphosphate

: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With water at 37℃; degradation half life; several pH and temperature, reagent;

: 6674-45-9
α,γ-diguanosine 5'-triphosphate

A: 85-32-5
5'-guanosine monophosphate

B: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
In water at 30℃; Product distribution; Mechanism; Ap3A hydrolase I from yellow lupin, pH 8;

: m7GpppG

A: 10162-58-0
7-methylguanosine monophosphate

B: 85-32-5
5'-guanosine monophosphate

C: 146-91-8
guanosine-5'-diphosphate

D: ppm(7)G

Conditions

Conditions	Yield
In water at 30℃; Product distribution; Mechanism; Ap3A hydrolase I from yellow lupin, pH 8;

...Expand

: C19H27N10O16P3

A: 85-32-5
5'-guanosine monophosphate

B: 146-91-8
guanosine-5'-diphosphate

C: C9H14N5O6P

D: C9H15N5O9P2

Conditions

Conditions	Yield
In water at 30℃; Product distribution; Mechanism; Ap3A hydrolase I from yellow lupin, pH 8;

...Expand

: C21H31N10O18P3

A: 85-32-5
5'-guanosine monophosphate

B: 146-91-8
guanosine-5'-diphosphate

C: C9H14N5O6P

D: C11H19N5O11P2

Conditions

Conditions	Yield
In water at 30℃; Product distribution; Mechanism; Ap3A hydrolase I from yellow lupin, pH 8;

...Expand

: C22H32N10O18P3(1+)

A: 1,7-Dimethyl-guanosin-5'-diphosphat

B: 85-32-5
5'-guanosine monophosphate

C: 146-91-8
guanosine-5'-diphosphate

D: 2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-1,7-dimethyl-6-oxo-6,9-dihydro-1H-purin-7-ium

Conditions

Conditions	Yield
In water at 30℃; Product distribution; Mechanism; Ap3A hydrolase I from yellow lupin, pH 8;

...Expand

: 37589-80-3
guanosine-5'-O-(3-thiophosphate)

: 58-98-0
UDP

A: 146-91-8
guanosine-5'-diphosphate

B: 79049-97-1
uridine 5'-O-(3-thiotriphosphate)

Conditions

Conditions	Yield
With 2-amino-2-hydroxymethyl-1,3-propanediol; magnesium chloride; nucleotide 5'-diphosphate kinase In water at 30℃; for 1h; Substitution; Enzymatic reaction;

...Expand

: 85-32-5
5'-guanosine monophosphate

: 146-91-8
guanosine-5'-diphosphate

Conditions

Conditions	Yield
With GMP kinase from numan red blood cells Enzyme kinetics; phosphorylation;

: 15715-58-9
triethylamine carbonate

: 77-78-1
dimethyl sulfate

: 146-91-8
guanosine-5'-diphosphate

: 7-methylguanosine 5'-diphosphate triethylammonium salt

Conditions

Conditions	Yield
Stage #1: dimethyl sulfate; guanosine-5'-diphosphate In water; acetic acid at 20℃; for 4.5h; pH=4; Stage #2: triethylamine carbonate In water pH=6.5;	80%

...Expand

: 20816-58-4, 116273-87-1
adenosine 5'-phosphorimidazolide

: 146-91-8
guanosine-5'-diphosphate

: P1-5'-O-adenosine,P3-5'-O-guanosine triphosphate

Conditions

Conditions	Yield
With H96F-Fhit; magnesium chloride In various solvent(s) at 20℃; for 1h; pH=5.5;	63%

: 146-91-8
guanosine-5'-diphosphate

: 130474-31-6
C10H16N5O13P3

Conditions

Conditions	Yield
With sodium hypophosphate at 70℃; pH 5;	44%

: 146-91-8
guanosine-5'-diphosphate

: 59-56-3, 2240-08-6, 2255-14-3, 2520-52-7, 6799-01-5, 10456-01-6, 14048-34-1, 15978-07-1, 19993-19-2, 20299-62-1, 40591-51-3, 62057-78-7, 77280-79-6, 78341-19-2
mannose-1-phosphate

A: 154235-70-8
guanosine 5’-diphospho-β-L-fucose

B: 991-43-5, 3123-67-9, 5572-04-3, 5750-57-2, 6815-91-4, 10108-97-1, 20236-92-4, 20406-59-1, 26234-84-4, 26378-86-9, 41432-88-6, 55331-69-6, 78391-95-4
guanosine 5'-diphospho-D-mannose

Conditions

Conditions	Yield
With potassium fluoride; ethylenediaminetetraacetic acid; L-homoarginine; phosphoenolpyruvic acid; HEPES buffer; Tris buffer; potassium chloride; magnesium(II); NADP; isopropyl alcohol at 37℃; for 18h; PK, TBDH, yeast cells (S. cerevisae), PPase, GDP-Fuc-generating enzyme; Title compound not separated from byproducts;	A 5% B 30%

...Expand

: tert-butyloxycarbonyl-L-lysine-7-amino-3-methylcoumarin

: 146-91-8
guanosine-5'-diphosphate

: tBoc-LysGMP-AMC

Conditions

Conditions	Yield
Stage #1: tert-butyloxycarbonyl-L-lysine-7-amino-3-methylcoumarin; guanosine-5'-diphosphate With chloro-trimethyl-silane In pyridine at 20℃; for 48h; Stage #2: With ammonia; water	24.3%

: 138-08-9
phosphoenolpyruvic acid

: 146-91-8
guanosine-5'-diphosphate

: 86-01-1, 72490-81-4
Guanosine 5'-triphosphate

Conditions

Conditions	Yield
With pyruvatkinase

: 146-91-8
guanosine-5'-diphosphate

: 85-32-5
5'-guanosine monophosphate

Conditions

Conditions	Yield
With sulfuric acid
With nucleoside diphosphatase

: 110-91-8
morpholine

: 146-91-8
guanosine-5'-diphosphate

: 6666-11-1
P1--P2-<4-morpholin>pyrophosphat

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In tert-butyl alcohol

Guanosine 5'-(trihydrogen diphosphate) Specification

The Guanosine 5'-(trihydrogen diphosphate), with the CAS registry number 146-91-8 and EINECS registry number 231-026-2, is also called 2-Amino-9-{5-O-[hydroxy(phosphonooxy)phosphoryl]-β-D-ribofuranosyl}-3,9-dihydro-6H-purin-6-on. And the molecular formula of the chemical is C₁₀H₁₅N₅O₁₁P₂. What's more, while dealing with this chemical, you should not breathe dust and then try to avoid contacting with skin and eyes.

The characteristics of Guanosine 5'-(trihydrogen diphosphate) are as followings: (1)ACD/LogP: -3.11; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -7.61; (4)ACD/LogD (pH 7.4): -8.11; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 16; (10)#H bond donors: 8; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 181.33 Å²; (13)Index of Refraction: 1.94; (14)Molar Refractivity: 80.71 cm³; (15)Molar Volume: 168.3 cm³; (16)Polarizability: 31.99×10^-24cm³; (17)Surface Tension: 189 dyne/cm; (18)Density: 2.63 g/cm³; (19)Flash Point: 535 °C; (20)Enthalpy of Vaporization: 146.6 kJ/mol; (21)Boiling Point: 961 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=P(O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n1cnc2c1NC(=N/C2=O)\N)[C@H](O)[C@@H]3O
(2)InChI: InChI=1/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
(3)InChIKey: QGWNDRXFNXRZMB-UUOKFMHZBH

Product Name

Guanosine-5'-diphosphate

Synthetic route

Guanosine 5'-(trihydrogen diphosphate) Specification

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