D-TAGATOSE supplier | CasNO.87-81-0

Name
D-Tagatose
EINECS 201-772-3
CAS No. 87-81-0
Article Data109
CAS DataBase
Density 1.589 g/cm³
Solubility water: 0.1 g/mL, clear, colorless
Melting Point 130-136 °C
Formula C₆H₁₂O₆
Boiling Point 551.7 °C at 760 mmHg
Molecular Weight 180.158
Flash Point 301.5 °C
Transport Information
Appearance White crystalline powder
Safety 24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Tagatose,D- (8CI);D-lyxo-2-Hexulose;
PSA 118.22000
LogP -3.37720

Synthetic route

: methyl 3,4-O-isopropylidene-β-D-tagatopyranoside

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
With acetic acid at 80℃; for 0.166667h;	100%

: 5989-81-1
alpha-lactose monohydrate

A: 10257-28-0
D-Galactose

B: 802873-15-0
lactulose

C: 87-81-0
D-tagatose

Conditions

Conditions	Yield
With triethylammonium borate In water at 70℃; for 4h; Yields of byproduct given;	A n/a B 87% C n/a
With triethylammonium borate In water at 70℃; for 4h; Product distribution; various pH, tertiary amines;	A n/a B 87% C n/a

...Expand

: 59-23-4
D-Galactose

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
With sodium aluminate In water at 35℃; for 48h;	78%
With Rhodothermus marinus cellobiose 2-epimerase In aq. buffer at 70℃; pH=6.3; Kinetics;	28%
	27.6%

: 56-45-1
L-serin

: 95-43-2
D-threose

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
With magnesium(II) chloride hexahydrate; pyridoxal 5'-phosphate; serine-glyoxylate L-α-transaminase from Thermosinus carboxydivorans; TK (A0A0I9QGZ2) from the thermophilic bacterium Geobacillus stearothermophilus; thiamine pyrophosphate; 2-oxo-propionic acid; sodium hydroxide In water at 60℃; for 72h; pH=7; Enzymatic reaction; diastereoselective reaction;	52%

: 59-23-4
D-Galactose

A: 57-48-7
D-Fructose

B: 87-81-0
D-tagatose

Conditions

Conditions	Yield
With water In ethanol at 200℃; under 75007.5 Torr; Supercritical conditions;	A 29% B 26%

: 50-99-7
D-glucose

A: 57-48-7
D-Fructose

B: 87-81-0
D-tagatose

Conditions

Conditions	Yield
With water In ethanol at 200℃; under 75007.5 Torr; Supercritical conditions;	A 29% B 26%

: 643-03-8
D-talitol

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
durch Acetobacter suboxydans;
mit Hilfe von Acetobacter suboxydans;

: 2595-98-4
D-talose

A: 87-81-0
D-tagatose

B: 59-23-4
D-Galactose

Conditions

Conditions	Yield
With potassium hydroxide In water at 25℃; for 336h; Product distribution; Kinetics;

: 59-23-4
D-Galactose

A: 87-81-0
D-tagatose

B: 2595-98-4
D-talose

Conditions

Conditions	Yield
With potassium hydroxide In water at 25℃; for 336h; Product distribution; Kinetics;

: D-Fructose-6-phosphate calcium

A: 87-81-0
D-tagatose

B: 140-86-3
1,4-dihydroxy-2-butanone

C: 57538-80-4
D-threo-1-deoxy-[2,5]hexodiulose

D: 2-Deoxyhexos-5-ulose

E: 3-Deoxy-2,5-hexodiulose

Conditions

Conditions	Yield
With water; dinitrogen monoxide for 0.75h; Mechanism; Product distribution; Ambient temperature; Irradiation;

...Expand

: 5965-66-2
LACTOSE

A: 87-81-0
D-tagatose

B: 50-99-7
D-glucose

C: 59-23-4
D-Galactose

D: 4618-18-2
lactulose

Conditions

Conditions	Yield
With Zeolite Na-X; water at 85℃; for 10h; Product distribution; var. reag.: var. minerals and zeolites; var. pH, isomerization;

...Expand

O1,O2;O3,O4-diisopropylidene-D-tagatofuranose: O1,O2;O3,O4-diisopropylidene-D-tagatofuranose

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
With sulfuric acid

: 59-23-4
D-Galactose

: 7732-18-5
water

Ca(OH)2 (0.05 mol): Ca(OH)2 (0.05 mol)

A: 87-79-6
L-sorbose

B: 87-81-0
D-tagatose

C: 2595-98-4
D-talose

D saccharinic acids: saccharinic acids

Conditions

Conditions	Yield
at 25℃; Produkt5:Polysacchariden;

...Expand

: 59-23-4
D-Galactose

A: 87-81-0
D-tagatose

B: 3615-56-3
D-Sorbose

Conditions

Conditions	Yield
With sodium aluminate In water at 35℃; for 20h; Product distribution; Further Variations:; reaction times;

: C12H14BNO2*C6H12O6

A: 87-81-0
D-tagatose

B: 636987-06-9
(4-dimethylamino-1-naphthyl)dihydroxy borane

Conditions

Conditions	Yield
In phosphate buffer pH=7.40; Equilibrium constant;

: 56-82-6
Glyceraldehyde

A: 57-48-7
D-Fructose

B: 87-81-0
D-tagatose

C: 3615-56-3
D-Sorbose

D: 96-26-4
dihydroxyacetone

Conditions

Conditions	Yield
With zinc(II) bis(L-proline) In water at 20℃; for 168h; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 59-23-4
D-Galactose

A: 87-81-0
D-tagatose

B: 3615-56-3
D-Sorbose

C: 2595-98-4
D-talose

Conditions

Conditions	Yield
Stage #1: D-Galactose With aluminum oxide In pyridine for 2h; Heating; Stage #2: With sulfuric acid In acetone for 2h; Further stages.;	A 29 % Chromat. B 8 % Chromat. C 5 % Chromat.

...Expand

: 2595-98-4
D-talose

A: 87-81-0
D-tagatose

B: 3615-56-3
D-Sorbose

C: 59-23-4
D-Galactose

Conditions

Conditions	Yield
Stage #1: D-talose With aluminum oxide In pyridine for 0.5h; Heating; Stage #2: With sulfuric acid In acetone for 2h; Further stages.;	A 51 % Chromat. B 13 % Chromat. C 13 % Chromat.

...Expand

: methyl 3,4-O-isopropylidene-α,β-D-lyxo-hexapyranos-2-ulo-2,6-pyranoside

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / NaBH4 / methanol / 0.25 h / Ambient temperature 2: 100 percent / aq. AcOH / 0.17 h / 80 °C View Scheme

BaCl2: BaCl2

Ba(OH)2: Ba(OH)2

octahydrate: octahydrate

: 59-23-4
D-Galactose

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
In water

...Expand

: 87-79-6
L-sorbose

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
With 3-epimerase from Clostridium cellulolyticum H10 pH=8; Kinetics; pH-value; Temperature; Reagent/catalyst; Heating; aq. buffer; Enzymatic reaction;

: 57-48-7
D-Fructose

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
With E. coli ER2566 uridine diphosphogalactose-4-epimerase N179S mutant; uridine diphosphoglucose dehydrogenase; NAD In aq. buffer at 25℃; for 1h; pH=8.5; Catalytic behavior; Reagent/catalyst; Enzymatic reaction;

: 608-66-2
D-galactitol

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
With oxygen; nicotinamide adenine dinucleotide In water at 30℃; for 1h; pH=8; Reagent/catalyst; Time; Green chemistry; Enzymatic reaction; stereoselective reaction;	91 %Spectr.
With nicotinamide adenine dinucleotide; Escherichia coli K12 recombinant galactitol-1-phosphate 5-dehydrogenase; zinc(II) chloride

: D-tagatose 1-phosphate

: 87-81-0
D-tagatose

Conditions

Conditions	Yield
Stage #1: D-tagatose 1-phosphate With silver nitrate In water Stage #2: With Escherichia coli acid phosphatase; water at 37℃; pH=5.5; Enzymatic reaction;	495 mg

: 133-99-3, 490-37-9, 2152-98-9, 4482-75-1, 5965-66-2, 13299-27-9, 13360-52-6, 14641-93-1, 15548-43-3, 16462-44-5, 16984-36-4, 16984-38-6, 20869-27-6, 22688-72-8, 27452-49-9, 29276-55-9, 30608-12-9, 34481-13-5, 37169-60-1, 37169-64-5, 64234-01-1, 64234-02-2, 75281-88-8, 80446-85-1, 84413-57-0, 92344-56-4, 93221-87-5, 93301-77-0, 94799-29-8, 100427-98-3, 100428-00-0, 101312-82-7, 102046-24-2, 102046-25-3, 109432-00-0, 109432-02-2, 109432-04-4, 109432-08-8, 135268-49-4, 138231-26-2, 140461-59-2, 145414-22-8, 145414-26-2, 146339-75-5, 146339-76-6, 149116-55-2
Lactose

A: 57-48-7
D-Fructose

B: 802873-15-0
lactulose

C: 3458-28-4
D-Mannose

D: 87-81-0
D-tagatose

E: 50-99-7
D-glucose

F: 2595-98-4
D-talose

G: 59-23-4
D-Galactose

H: 20869-27-6
β-D-galactopyranosyl-(1->4)-D-mannopyranose

Conditions

Conditions	Yield
With water In ethanol at 200℃; under 75007.5 Torr; Kinetics; Solvent; Supercritical conditions;

...Expand

: 536-11-8, 645-03-4, 902-54-5, 3031-35-4, 4604-26-6, 5340-95-4, 5995-99-3, 5996-00-9, 13299-20-2, 13299-21-3, 15548-40-0, 16750-26-8, 16967-97-8, 23339-29-9, 24822-33-1, 33428-65-8, 34674-94-7, 35867-21-1, 37169-69-0, 37169-72-5, 38533-27-6, 50271-70-0, 65207-30-9, 82729-73-5, 95463-59-5, 100427-99-4, 100430-37-3, 100483-14-5, 102572-70-3, 110658-40-7, 123809-47-2, 140461-60-5, 143615-15-0
D-melibiose

A: 6-O-(α-D-galactopyranosyl)-D-fructofuranose

B: 57-48-7
D-Fructose

C: 536-11-8, 645-03-4, 902-54-5, 3031-35-4, 4604-26-6, 5340-95-4, 5995-99-3, 5996-00-9, 13299-20-2, 13299-21-3, 15548-40-0, 16750-26-8, 16967-97-8, 23339-29-9, 24822-33-1, 33428-65-8, 34674-94-7, 35867-21-1, 37169-69-0, 37169-72-5, 38533-27-6, 50271-70-0, 65207-30-9, 82729-73-5, 95463-59-5, 100427-99-4, 100430-37-3, 100483-14-5, 102572-70-3, 110658-40-7, 123809-47-2, 140461-60-5, 143615-15-0
O-α-D-galactopyranosyl-(1->6)-D-mannopyranose

D: 3458-28-4
D-Mannose

E: 87-81-0
D-tagatose

F: 50-99-7
D-glucose

G: 2595-98-4
D-talose

H: 59-23-4
D-Galactose

Conditions

Conditions	Yield
With water In ethanol at 200℃; under 75007.5 Torr; Kinetics; Solvent; Supercritical conditions;

...Expand

: 57-48-7
D-Fructose

A: 849585-22-4
LACTIC ACID

B: 4573-78-8
2-C-(hydroxymethyl)-D-ribose

C: 87-79-6
L-sorbose

D: 87-81-0
D-tagatose

E: 551-68-8
D-psicose

F: 96-26-4
dihydroxyacetone

G: 56-82-6
Glyceraldehyde

Conditions

Conditions	Yield
With molybdenum(VI) oxide In water at 100℃; for 4h;	A 26.7 %Spectr. B n/a C n/a D n/a E n/a F n/a G n/a

...Expand

: 1113-60-6
3-hydroxy-2-oxopropionic acid

: 95-43-2
D-threose

A: 512-20-9
α-D-tagatopyranose

B: 20197-42-6
tagatose (β-pyranose)

C: 87-81-0
D-tagatose

Conditions

Conditions	Yield
Stage #1: 3-hydroxy-2-oxopropionic acid With magnesium(II) chloride hexahydrate; pyridoxal 5'-phosphate; transketolase from geobacillus stearothermophilus; thiamine diphosphate In water at 60℃; for 0.333333h; pH=7; Enzymatic reaction; Stage #2: D-threose With L-serin; sodium hydroxide In water at 60℃; for 96h; pH=7; Overall yield = 52 percent; Overall yield = 93 mg;

...Expand

: 608-66-2
D-galactitol

A: 87-81-0
D-tagatose

B: 29884-67-1, 32848-85-4, 53989-88-1, 83349-33-1, 83349-34-2, 83946-50-3, 83946-51-4, 83946-52-5, 85506-53-2, 102418-65-5, 53989-89-2
L-xylo-3-hexulose

Conditions

Conditions	Yield
With Gluconobacter cerinus X512 In aq. phosphate buffer at 30℃; Reagent/catalyst; Microbiological reaction;

: 87-81-0
D-tagatose

: 608-66-2
D-galactitol

Conditions

Conditions	Yield
With (S)-(+)-5,5’-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4’-bi-1,3-benzodioxole; dichloro(benzene)ruthenium(II) dimer; hydrogen In methanol at 100℃; for 17h; Autoclave; diastereoselective reaction;	88%

: 87-81-0
D-tagatose

: 67-64-1
acetone

: 59686-31-6
1,2:3,4-di-O-isopropylidene-α-D-tagatofuranose

Conditions

Conditions	Yield
With sulfuric acid; copper(II) sulfate at 20℃; for 18h; Inert atmosphere;	87%
With copper(I) sulfate; sulfuric acid; copper(II) sulfate at 20℃; for 18h;	82%
With sulfuric acid for 2h; Ambient temperature;

: 87-81-0
D-tagatose

: 67-47-0
5-hydroxymethyl-2-furfuraldehyde

Conditions

Conditions	Yield
With phosphoric acid; potassium dihydrogen phosphate In water; iso-butanol at 142℃; under 4500.45 Torr; for 0.5h; Reagent/catalyst; Concentration; Inert atmosphere;	68%
With magnesium(II) chloride hexahydrate; 2-carboxyphenylboronic acid In N,N-dimethyl acetamide at 105℃; for 1h; Reagent/catalyst; Time;	30%

: 773837-37-9
sodium cyanide

: 87-81-0
D-tagatose

: 67-64-1
acetone

: 70147-48-7
(3aS,6R,6aS)-6-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-3a-(hydroxymethyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one

Conditions

Conditions	Yield
Stage #1: sodium cyanide; D-tagatose In water Kiliani reaction; Stage #2: acetone With sulfuric acid	51%

...Expand

: 72-18-4
L-valine

: 87-81-0
D-tagatose

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: (3R,5S)-N-(tert-butyl)-5-isopropyl-6-oxo-3-((1R,2R,3R)-1,2,3,4-tetrahydroxybutyl)morpholine-3-carboxamide

Conditions

Conditions	Yield
With trifluoroethanol; 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol at 60℃; for 16h; stereoselective reaction;	47%

...Expand

: 67-56-1
methanol

: 87-81-0
D-tagatose

A: 60504-79-2
methyl β-D-tagatofuranoside

B: 60504-77-0
methyl α-D-tagatofuranoside

C: methyl β-D-tagatopyranoside

D: 60504-80-5
methyl α-D-tagatopyranoside

Conditions

Conditions	Yield
With sulfuric acid at 20℃; for 1h;	A n/a B 47% C n/a D n/a

...Expand

: 87-81-0
D-tagatose

: 143-33-9
sodium cyanide

: 67-64-1
acetone

A: 2,2':5,6-O-isopropylidene-2-C-hydroxymethyl-D-talono-1,4-lactone

B: 851984-30-0
2,2':5,6-di-O-isopropylidene-2-C-hydroxymethyl-D-galactono-1,4-lactone

C: 864846-17-3
2,3:5,6-di-O-isopropylidene-2-C-hydroxymethyl-D-talono-1,4-lactone

Conditions

Conditions	Yield
Stage #1: D-tagatose; sodium cyanide With water for 12h; Heating; Stage #2: With Amberlite IR-120 H(1+); water at 20℃; Stage #3: acetone With copper(I) sulfate; sulfuric acid; copper(II) sulfate at 20℃; for 6h;	A 3% B n/a C 44%

...Expand

: 640-68-6
D-Val-OH

: 87-81-0
D-tagatose

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: (3S,5R)-N-(tert-butyl)-5-isopropyl-6-oxo-3-((1R,2R,3R)-1,2,3,4-tetrahydroxybutyl)morpholine-3-carboxamide

Conditions

Conditions	Yield
With trifluoroethanol; 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol at 60℃; for 16h; stereoselective reaction;	31%

...Expand

: 87-81-0
D-tagatose

: 67-64-1
acetone

A: 1-C-(2,3,4,6-tetra-O-acetyl-β-D-talopyranosyl)-propan-2-one

B: 469873-52-7
4,8-anhydro-1,3-dideoxy-D-glycero-L-gluco-nonulose

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; L-proline In methanol at 64℃; for 24h;	A 8% B 17%

...Expand

: 504-29-0
2-aminopyridine

: 87-81-0
D-tagatose

A: 2595-98-4
D-talose

B: 59-23-4
D-Galactose

Conditions

Conditions	Yield
Stage #1: D-tagatose With 2-aminopyridine; acetic acid at 90℃; Lobry de Bruyn-van Ekenstein transformation; Sealed tube; Stage #2: 2-aminopyridine With acetic acid at 90℃; Sealed tube; Stage #3: With trifluoroacetic acid at 75℃; for 1h;	A 16% B 11%

...Expand

: 87-81-0
D-tagatose

: 143-33-9
sodium cyanide

: 18162-48-6
tert-butyldimethylsilyl chloride

: 67-64-1
acetone

A: 851984-30-0
2,2':5,6-di-O-isopropylidene-2-C-hydroxymethyl-D-galactono-1,4-lactone

B: 864846-22-0
2-C-tert-butyldimethylsilyloxymethyl-2,3:5,6-di-O-isopropylidene-D-talono-1,4-lactone

Conditions

Conditions	Yield
Multistep reaction;	A 11% B 4.93 g

...Expand

: 87-81-0
D-tagatose

: 161970-48-5
2-C-(hydroxymethyl)-D-xylose

Conditions

Conditions	Yield
With molybdic acid In water at 80℃; for 15h; Isomerization;	0.5%

: 110-86-1
pyridine

: 87-81-0
D-tagatose

: 108-24-7
acetic anhydride

: 898815-21-9
[(2R,3S,4S,5R)-2,3,4,5-tetraacetoxytetrahydropyran-2-yl]methyl acetate

...Expand

: 87-81-0
D-tagatose

: 17598-82-2
L-tagatose

: 57-48-7, 87-79-6, 87-81-0, 551-68-8, 3615-39-2, 3615-56-3, 6035-50-3, 7776-48-9, 16354-64-6, 17598-81-1, 17598-82-2, 23140-52-5, 30237-26-4, 65732-90-3, 73952-10-0, 73952-11-1, 139686-85-4
lyxo-2-hexulose

: 87-81-0
D-tagatose

A: 14307-14-3
2-amino-D-2-deoxy-talose

: 1948-54-5, 2494-50-0, 2636-92-2, 3416-24-8, 6915-39-5, 7535-00-4, 14307-02-9, 14307-08-5, 14307-09-6, 14307-12-1, 14307-14-3, 14635-95-1, 26315-48-0, 27799-64-0, 27799-65-1, 69839-78-7, 72904-60-0
D-galactosamine

Conditions

Conditions	Yield
With methanol; ammonium chloride; ammonia

: 87-81-0
D-tagatose

: 1948-54-5, 2494-50-0, 2636-92-2, 3416-24-8, 6915-39-5, 7535-00-4, 14307-02-9, 14307-08-5, 14307-09-6, 14307-12-1, 14307-14-3, 14635-95-1, 26315-48-0, 27799-64-0, 27799-65-1, 69839-78-7, 72904-60-0
D-galactosamine

B: 20706-90-5
2-amino-2-deoxy-α-D-talopyranose; hydrochloride

Conditions

Conditions	Yield
With methanol; ammonium chloride; ammonia

: 87-81-0
D-tagatose

: 84414-87-9
O1,O2;O3,O4-diisopropylidene-ξ-D-tagatofuranose

Conditions

Conditions	Yield
With sulfuric acid; acetone
With sulfuric acid; copper(II) sulfate; acetone

: 87-81-0
D-tagatose

: 100-63-0
phenylhydrazine

: 23275-67-4
lyxo-[2]Hexosulose-bis-phenylhydrazon

Conditions

Conditions	Yield
phenyl-d-tagatosazone;

: 87-81-0
D-tagatose

: 589-21-9
(4-bromophenyl)hydrazine

: 20603-67-2, 94061-61-7
D-lyxo-[2]hexosulose-bis-(4-bromo-phenylhydrazone)

: 87-81-0
D-tagatose

: 116-11-0
2-Methoxypropene

: 2,4,5-tri-O-acetyl-1,3-O-isopropylidene-α-D-tagatopyranose

Conditions

Conditions	Yield
With toluene-4-sulfonic acid 1) DMF, 0 deg C, 2) acetylation; Multistep reaction;

: 87-81-0
D-tagatose

: 685-27-8
2,2,2-trifluoro-N-methyl-N-(2,2,2-trifluoroacetyl)acetamide

: 622-33-3
N-benzyloxyamine

: trifluoroacetylated tagatose-O-benzyloxime

Conditions

Conditions	Yield
1.) NMP, 75 deg C, 30 min, 2.) NMP, RT, 3 h; Multistep reaction;

...Expand

: 87-81-0
D-tagatose

A: 2595-98-4
D-talose

B: 59-23-4
D-Galactose

Conditions

Conditions	Yield
With potassium hydroxide In water at 25℃; for 336h; Product distribution; Kinetics;

D-TAGATOSE Chemical Properties

The MF of D-TAGATOSE(87-81-0): C₆H₁₂O₆
The MW of D-TAGATOSE(87-81-0): 180.16
EINECS: 201-772-3
Melting point: 130-136 °C
refractive index: -5.5 ° (C=1, H₂O)
solubility: H₂O: 0.1 g/mL, clear, colorless
The Structure of D-TAGATOSE(87-81-0):

D-TAGATOSE Uses

D-TAGATOSE(87-81-0) is a natural low-calorie bulk sweetener, and it has many physiological functions including anti-hyperglycemia, pre-biotic effects and non-cariogenicity.

D-TAGATOSE Toxicity Data With Reference

RTECS: WW1100000

D-TAGATOSE Safety Profile

Hazard Codes:

Xi
Risk Statements: 36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 24/25-36-26
24/25: Avoid contact with skin and eyes
36: Wear suitable protective clothing
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
F: 3-10: Hygroscopic. Keep under argon.

Product Name

D-Tagatose

Synthetic route

D-TAGATOSE Chemical Properties

D-TAGATOSE Uses

D-TAGATOSE Toxicity Data With Reference

D-TAGATOSE Safety Profile

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