L-Ornithine supplier | CasNO.70-26-8

Name
L-Ornithine
EINECS 200-731-7
CAS No. 70-26-8
Article Data149
CAS DataBase
Density 1.165 g/cm³
Solubility soluble in water and ethanol, slightly soluble in diethyl ether
Melting Point 140 °C
Formula C₅H₁₂N₂O₂
Boiling Point 308.718 °C at 760 mmHg
Molecular Weight 132.162
Flash Point 140.508 °C
Transport Information
Appearance
Safety
Risk Codes R23/25; R33; R50/53
Molecular Structure
Hazard Symbols T,N
Synonyms Ornithine,L- (8CI);(+)-S-Ornithine;(S)-2,5-Diaminopentanoic acid;(S)-Ornithine;(S)-a,d-Diaminovaleric acid;L-(-)-Ornithine;L-Norvaline,5-amino-;Ornithine;Pentanoic acid, 2,5-diamino-, (S)-;
PSA 89.34000
LogP 0.53780

Synthetic route

: 126175-52-8
cyclo(-Orn(Boc)-L-Ala-)

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With hydrogenchloride at 110℃; for 24h;	62%

: 3184-13-2
L-ornithine hydrochloride

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With calcium hydroxide In ethanol at 50℃; for 1.5h; Product distribution / selectivity;	43.95%
With acidic ion exchange resin (Marason C, H-type) In water Product distribution / selectivity;

: 50-99-7, 59-23-4, 921-60-8, 1949-88-8, 1990-29-0, 2152-76-3, 2595-97-3, 2595-98-4, 3458-28-4, 4205-23-6, 5934-56-5, 5978-95-0, 5987-68-8, 6027-89-0, 6038-51-3, 7635-11-2, 10030-80-5, 15572-79-9, 19163-87-2, 23567-25-1, 26566-61-0, 30077-17-9, 31103-86-3, 39665-52-6, 40866-07-7, 58367-01-4, 58407-05-9, 58407-06-0, 83198-69-0, 83198-70-3, 83198-71-4, 93780-23-5, 145920-48-5
glucose

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
mit Hilfe von Mutanten von Micrococcus glutamicus;

: 157-06-2
D-arginine

A: 70-26-8
L-ornithine

B: 57-13-6
urea

Conditions

Conditions	Yield
bei der Einw. von Leberpresssaft;
With barium dihydroxide
With arginase

: 74-79-3
L-arginine

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With mammal liver
With barium dihydroxide
With urease; arginase

: 19595-40-5
N2-(toluene-4-sulfonyl)-L-ornithine

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid

: 42533-20-0
N-(toluene-4-sulfonyl)-L-glutamic acid-5-nitrile

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With methanol; ammonia; sodium
Multi-step reaction with 2 steps 1: platinum; acetic acid; aqueous HCl / Hydrogenation 2: HBr; acetic acid View Scheme

: 57-50-1
Sucrose

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
mit Hilfe von Mutanten von Micrococcus glutamicus;

: (S)-2-Amino-5-[N'-((S)-2-amino-3-methyl-butyryl)-guanidino]-pentanoic acid; compound with oxalic acid

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With ammonium hydroxide

: 56-87-1
L-lysine

A: 56-41-7
L-alanin

B: 70-26-8
L-ornithine

C: 56-84-8
L-Aspartic acid

D: 56-40-6
glycine

Conditions

Conditions	Yield
With ammonium sulfate In water for 40h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 56-87-1
L-lysine

A: 72-19-5
L-threonine

B: 70-26-8
L-ornithine

C: 56-84-8
L-Aspartic acid

D: 56-40-6
glycine

Conditions

Conditions	Yield
With ammonium sulfate In water for 40h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given;
With trimagnesium phosphate In water for 40h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 56-87-1
L-lysine

A: 70-26-8
L-ornithine

B: 56-84-8
L-Aspartic acid

C: 56-40-6
glycine

D: 107-95-9
3-amino propanoic acid

Conditions

Conditions	Yield
With ammonium sulfate In water for 40h; Irradiation; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 74-79-3
L-arginine

A: 70-26-8
L-ornithine

B: 57-13-6
urea

Conditions

Conditions	Yield
With water; Montmorillonite at 25℃; Rate constant; Equilibrium constant; Mechanism;
With sodium azide; sodium dithionite; L-arginine amidinohydrolase from bacterium Bacillus subtilis; acetic acid; manganese(ll) chloride In water pH=9.5; Inert atmosphere; Enzymatic reaction;
With water; glycine Kinetics; Enzymatic reaction;
With recombinant Plasmodium falciparum arginase beginning at residue K22 bearing N-terminal histidine tag; water; manganese(ll) chloride at 37℃; for 8h; Kinetics; Reagent/catalyst; pH-value; aq. buffer; Enzymatic reaction;

: 6205-08-9
Nα-acetyl-S-ornithine

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With Aspergillus oryzae acylase relative rates;

: 18928-01-3
N5-acetyl-N5-hydroxy-L-ornithine

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; palladium on activated charcoal 1.) reflux, 2 h; 2.) H2O, 25 deg C, 7 h; Multistep reaction;

: 82155-99-5
2,2',ΔAla4,D-Ser4'>-GS

A: 56-41-7
L-alanin

B: 72-18-4
L-valine

C: 312-84-5
D-Serine

D: 61-90-5
L-leucine

E: 70-26-8
L-ornithine

F: 147-85-3
L-proline

Conditions

Conditions	Yield
With hydrogen Product distribution;

...Expand

: 82156-00-1
C58H100N12O16

A: 56-41-7
L-alanin

B: 312-84-5
D-Serine

C: 61-90-5
L-leucine

D: 70-26-8
L-ornithine

E: 127-17-3
2-oxo-propionic acid

F: 147-85-3
L-proline

Conditions

Conditions	Yield
With hydrogen Product distribution;

...Expand

: cyclo (-Gly-L-Orn-L-Val-3-amino-10-methyldodecanoyl-)

A: 70-26-8
L-ornithine

B: 56-40-6
glycine

C: (R)-3-((S)-2-Amino-3-methyl-butyrylamino)-10-methyl-dodecanoic acid

Conditions

Conditions	Yield
With hydrogenchloride at 120℃; for 16h; Hydrolysis;	A n/a B n/a C 5.9 mg
With hydrogenchloride at 120℃; for 16h; Product distribution; Hydrolysis;

...Expand

: cyclo (-Gly-L-Orn-L-Ile-3-amino-10-methyldodecanoyl-)

A: 73-32-5
L-isoleucine

B: 70-26-8
L-ornithine

C: 56-40-6
glycine

D: 3-amino-10-methyldodecanoic acid

Conditions

Conditions	Yield
With hydrogenchloride Product distribution; Hydrolysis;

...Expand

N2-benzoyl-N5-benzoylcarbamoyl-L-ornithine benzoylamide: N2-benzoyl-N5-benzoylcarbamoyl-L-ornithine benzoylamide

A: 70-26-8
L-ornithine

B: 147-85-3
L-proline

Conditions

Conditions	Yield
With hydrogenchloride

: 13215-18-4, 81397-94-6, 2185-16-2
Nδ-acetyl-L-ornithine

: 7664-93-9
sulfuric acid

: 70-26-8
L-ornithine

: 74-79-3
L-arginine

aqueous Ba(OH)2: aqueous Ba(OH)2

: 70-26-8
L-ornithine

: 372-75-8
Citrulline

aqueous Ba(OH)2: aqueous Ba(OH)2

: 70-26-8
L-ornithine

l(+)-arginine-hydrochloride: l(+)-arginine-hydrochloride

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With sulfuric acid

l(+)-arginine nitrate: l(+)-arginine nitrate

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With barium dihydroxide Schuetteln mit Salicylaldehyd als Bariumsalz von Salicyliden-ornithin ab und hydrolysiert mit Salzsaeure oder Schwefelsaeure;

racemat: racemat

: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With (-)-(R,R)-dibenzoyltartaric acid

α.δ-bis--n-valeric acid: α.δ-bis--n-valeric acid

A: 88-14-2
2-furanoic acid

B: 70-26-8
L-ornithine

Conditions

Conditions	Yield
With hydrogenchloride
With barium dihydroxide

ornithuric acid: ornithuric acid

A: 70-26-8
L-ornithine

B: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With hydrogenchloride

dl-arginine: dl-arginine

A: 70-26-8
L-ornithine

B urea, l-arginine: urea, l-arginine

Conditions

Conditions	Yield
bei der Einw. von Leberpresssaft;

: 70-26-8
L-ornithine

: 35187-58-7, 40162-07-0, 40162-08-1, 93898-36-3
δ-N-hydroxy-L-ornithine

Conditions

Conditions	Yield
With β-nicotinamide adenine dinucleotide 2’-phosphate reduced tetrasodium salt; flavin-adenin dinucleotide, disodium salt at 25℃; for 12h; pH=8.0; TRIS buffer; Enzymatic reaction;	100%
With Rhizobium etli CFN42 ATCC51251 VbsO N-hydroxylase; flavin adenine dinucleotide; NADH at 25℃; pH=8; Kinetics; aq. buffer; Enzymatic reaction;
With Aspergillus fumigatus siderophore A at 25℃; for 0.166667h; pH=7.5; Enzymatic reaction;

: 70-26-8
L-ornithine

: 24424-99-5
di-tert-butyl dicarbonate

: 57133-29-6
(S)-2,5-bis((tert-butoxycarbonyl)amino)pentanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 50℃; for 3h;	98%
With potassium carbonate

: 67-56-1
methanol

: 70-26-8
L-ornithine

: L-ornithine methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride	94%

: 70-26-8
L-ornithine

: 2622-89-1
diphenylborinic acid

: C17H21BN2O2

Conditions

Conditions	Yield
With sodium hydroxide for 4h; pH=8.5; Heating;	90%

: 70-26-8
L-ornithine

: 501-53-1
benzyl chloroformate

: 3304-51-6
N-carboxybenzyl-L-ornithine

Conditions

Conditions	Yield
Stage #1: L-ornithine With copper(II) carbonate In water for 0.5h; Stage #2: benzyl chloroformate With sodium hydroxide In water for 1h; Stage #3: With hydrogenchloride; ethylenediaminetetraacetic acid for 2h; Further stages.;	88%
Stage #1: L-ornithine With copper diacetate; sodium hydroxide In water Inert atmosphere; Stage #2: benzyl chloroformate With sodium hydroxide In dioxide; water Inert atmosphere; Stage #3: With ethylenediaminetetraacetic acid pH=4 - 5; Inert atmosphere;	73%
Stage #1: L-ornithine In water Substitution; complexation; Heating; Stage #2: benzyl chloroformate With sodium hydroxide In diethyl ether; water Acylation; Stage #3: With hydrogenchloride; hydrogen sulfide In diethyl ether; water Decomposition;	62%
Yield given. Multistep reaction;
Stage #1: L-ornithine With β‐cyclodextrin In aq. buffer at 20℃; for 5h; pH=8; Stage #2: benzyl chloroformate In aq. buffer at 20℃; Reagent/catalyst; chemoselective reaction;

: 70-26-8
L-ornithine

: 1492-30-4
4-nitrophenyl palmitate

: 59012-45-2
palmitoyl-(S)-ornithine

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water at 50℃; for 4h;	86.5%

: 70-26-8
L-ornithine

: 79-22-1
methyl chloroformate

: N,N-bis(methoxycarbonyl)-L-ornithine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran at 20℃; Acylation;	86%

: 70-26-8
L-ornithine

: 34294-79-6
(S)-(-)-3-aminopiperidin-2-one

Conditions

Conditions	Yield
Stage #1: L-ornithine With chloro-trimethyl-silane In methanol at 20℃; for 17h; Inert atmosphere; Stage #2: With sodium methylate In methanol at 0 - 20℃; for 2.5h;	86%
Multi-step reaction with 2 steps 1: HCl (g) / 1 h 2: NaOMe / methanol / 2 h View Scheme
With thionyl chloride In methanol at 20℃; for 0.5h;

: 70-26-8
L-ornithine

: 65055-19-8
2,3-bis(acetyloxy)benzoyl chloride

: 439152-11-1
N2,N5-bis(2,3-diacetoxybenzoyl)-L-ornithine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran at 0 - 5℃; for 1h;	85%

: 70-26-8
L-ornithine

: 5-bromo-2,3-diacetoxybenzoyl chloride

: N2,N5-bis(5-bromo-2,3-diacetoxybenzoyl)-L-ornithine

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran at 0 - 5℃; for 1h;	85%

: 70-26-8
L-ornithine

: dimethylsulfonium methyl sulfate

: 3304-51-6
N-carboxybenzyl-L-ornithine

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 0.5h;	80%

: 70-26-8
L-ornithine

: 147071-84-9
(S)-5-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-aminopentanoic acid

: H2N-L-Arg-L-Orn-OCH3

Conditions

Conditions	Yield
Multistep reaction;	80%

: 70-26-8
L-ornithine

: 7732-18-5
water

: 16049-03-9, 24264-11-7, 51209-41-7
copper(II) picrate

: [Cu(L-ornithine)2(H2O)](picric acid)2

Conditions

Conditions	Yield
at 50℃; for 1h;	80%

...Expand

: 70-26-8
L-ornithine

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 201046-59-5
Nα,Nε-bis(fluorenylmethoxycarbonyl)-L-ornithine

Conditions

Conditions	Yield
	79%

: 70-26-8
L-ornithine

: 22509-74-6
N-ethoxycarbonylphthalimide

: 2-amino-5-(1,3-dioxoisoindolin-2-yl)pentanoic acid hydrochloride salt

Conditions

Conditions	Yield
Stage #1: L-ornithine; N-ethoxycarbonylphthalimide With copper(ll) sulfate pentahydrate; sodium hydrogencarbonate; sodium hydroxide In water at 20℃; for 3h; Stage #2: With hydrogenchloride In water at 20℃; for 1h;	77%

: 70-26-8
L-ornithine

: 3674-06-4
Boc-Phe-ONSu

: 295321-41-4
(S)-2,5-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-pentanoic acid

Conditions

Conditions	Yield
With 4-methyl-morpholine In N,N-dimethyl-formamide at 20℃; for 8h; Acylation;	75%

: (2S)-2-[4-(2-oxocyclopentan-1-ylmethyl)phenyl]propionic acid

: 70-26-8
L-ornithine

: S-loxoprofen ornithine salt

Conditions

Conditions	Yield
In ethanol; water for 2h; Reflux;	74%

: 195883-06-8
4-(((5bS,6aS,7aR,8R,8aS,9aS,9bS,10aS,10bS)-8a-isopropyl-10b-methyl-3-oxo-1,2,3,5,5b,6,6a,8,8a,9a,9b,10b-dodecahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-8-yl)oxy)-4-oxobutanoic acid

: 70-26-8
L-ornithine

: C29H38N2O10

Conditions

Conditions	Yield
With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In 1,4-dioxane; water at 20℃;	72%

: copper(II) nitrate trihydrate

: 70-26-8
L-ornithine

: 7732-18-5
water

: 5144-89-8
1,10-phenanthroline hydrate

: C18H21CuN4O5(1+)*NO3(1-)*2H2O

Conditions

Conditions	Yield
Stage #1: copper(II) nitrate trihydrate; L-ornithine; water With sodium hydroxide Stage #2: 1,10-phenanthroline hydrate In ethanol at 60℃; for 6h;	70%

...Expand

: 70-26-8
L-ornithine

: 107-13-1
acrylonitrile

A: 754170-66-6
Nα,N',Nα,N'-tetrakis(cyanoethyl)-L-ornithine

B: Nα,N',N'-tris(cyanoethyl)-L-ornithine

Conditions

Conditions	Yield
Stage #1: L-ornithine; acrylonitrile With sodium hydroxide In tetrahydrofuran; water at 20℃; for 51h; Michael condensation; Reflux; Stage #2: With hydrogenchloride In tetrahydrofuran; water Cooling;	A 23.6% B 63.3%

...Expand

: 70-26-8
L-ornithine

: 109-94-4
formic acid ethyl ester

: 5367-89-5
N5-formyl-L-ornithine

Conditions

Conditions	Yield
Stage #1: L-ornithine With water for 0.5h; Heating; Stage #2: formic acid ethyl ester With trifluoroacetic acid In methanol for 4h;	61%

: 70-26-8
L-ornithine

: 2622-89-1
diphenylborinic acid

: 64-19-7
acetic acid

: diphenyl[L-ornithinato-O,N]boron * AcOH

Conditions

Conditions	Yield
In diethyl ether; ethanol; water for 2h; Heating;	60%
In ethanol; water refluxing ornithine with 15% excess of B-compd. (in EtOH/H2O=1:1, 2 h),filtration, washing (H2O), drying, recrystn. (EtOH/AcOH);	60%

...Expand

: 70-26-8
L-ornithine

: 407-25-0
trifluoroacetic anhydride

: 87341-12-6
2,2,2-trifluoro-N-(3-(5-oxo-2-(trifluoromethyl)-2,5-dihydrooxazol-4-yl)propyl)acetamide

Conditions

Conditions	Yield
at 0 - 60℃; for 2h;	55%
Yield given;

: 14254-57-0
4-(chlorocarbonyl)pyridine

: 70-26-8
L-ornithine

: N2,N5-diisonicotinoyl-L-Orn

Conditions

Conditions	Yield
With sodium hydroxide In water at -5℃; for 4h; pH:8-10;	52%

: 70-26-8
L-ornithine

: 201296-89-1
(2,3-dimethoxycarbonyloxy)benzoyl chloride

: 2L,5-bis(8-methoxycarbonyloxy-3,4-dihydro-2,4-dioxo-1,3-benzoxazin-3-yl)-n-pentanoic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran at 0 - 5℃; for 1h;	50%

: 70-26-8
L-ornithine

: 2524-04-1
diethyl phosphorochloridothioate

: (S)-2-Amino-5-(diethoxy-thiophosphorylamino)-pentanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 2h;	47%

: 70-26-8
L-ornithine

: 134523-00-5
atorvastatin

: (3R,5R)-7-[3-phenyl-4-[(phenylamino)carbonyl]-2-(4-fluorophenyl)-5-(1-methyl-ethyl)-pyrrol-1-yl]-3,5-dihydroxy-heptanoic acid L-ornithine salt

Conditions

Conditions	Yield
In ethyl acetate	47%

: 5413-85-4
5-amino-4,6-dichloropyridimine

: 70-26-8
L-ornithine

: 84856-36-0
(S)-2-Amino-5-(5-amino-6-chloro-pyrimidin-4-ylamino)-pentanoic acid

Conditions

Conditions	Yield
With sodium hydroxide at 100℃; for 3h;	45%

L-Ornithine Consensus Reports

Reported in EPA TSCA Inventory.

L-Ornithine Specification

The L-Ornithine, with the CAS registry number 70-26-8, is also known as (S)-2,5-Diaminopentanoic acid. It belongs to the product categories of Amino Acids; Nutritional Supplements. Its EINECS number is 200-731-7. This chemical's molecular formula is C₅H₁₂N₂O₂and molecular weight is 132.16. What's more, its systematic name is L-L-Ornithine. Its classification code is Mutation data. L-Ornithine is an amino acid that plays a role in the urea cycle. It is abnormally accumulated in the body in L-Ornithine transcarbamylase deficiency.

Physical properties of L-Ornithine are: (1)ACD/LogP: -0.874; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -4.37; (4)ACD/LogD (pH 7.4): -4.28; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 89.34 Å²; (13)Index of Refraction: 1.508; (14)Molar Refractivity: 33.807 cm³; (15)Molar Volume: 113.426 cm³; (16)Polarizability: 13.402×10^-24cm³; (17)Surface Tension: 54.6 dyne/cm; (18)Density: 1.165 g/cm³; (19)Flash Point: 140.508 °C; (20)Enthalpy of Vaporization: 60.423 kJ/mol; (21)Boiling Point: 308.718 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation of L-Ornithine: this chemical can be prepared by cyclo(-Orn(Boc)-L-Ala-) at the temperature of 110 °C. This reaction will need reagent 6M HCl with the reaction time of 24 hours. The yield is about 62%.

L-Ornithine can be prepared by cyclo(-Orn(Boc)-L-Ala-) at the temperature of 110 °C

Uses of L-Ornithine: it can be used to produce N,N-bis(methoxycarbonyl)-L-L-Ornithine at the temperature of 20 °C. It will need reagent aq. NaHCO₃ and solvent tetrahydrofuran. The yield is about 86%.

L-Ornithine can be used to produce N,N-bis(methoxycarbonyl)-L-L-Ornithine at the temperature of 20 °C

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@@H](N)CCCN
(2)Std. InChI: InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1
(3)Std. InChIKey: AHLPHDHHMVZTML-BYPYZUCNSA-N

Product Name

L-Ornithine

Synthetic route

L-Ornithine Consensus Reports

L-Ornithine Specification

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