N(α)-t-butoxycarbonyl-N(ϖ)-benzyloxymethyl-L-histidine
L-histidine
Conditions | Yield |
---|---|
With Nafion H; dimethylsulfide; 3-methyl-phenol; trifluoroacetic acid for 3h; | 100% |
With trimethylsilyl trifluoromethanesulfonate; diphenyl sulfide In trifluoroacetic acid at 0℃; for 0.5h; Product distribution; New peptide deprotection procedure: hard-soft acid-base concept; the role of soft bases (thioanisole, dimethylsulfide, diphenylsulfide) employed.; | 90.2% |
Boc-His(Tos)-OH
L-histidine
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate; diphenyl sulfide In trifluoroacetic acid at 0℃; for 0.5h; Product distribution; New peptide deprotection procedure: hard-soft acid-base concept; the role of soft bases (thioanisole, dimethylsulfide, diphenylsulfide) employed.; | 100% |
With trifluoroacetic acid-thioanisole for 1h; Product distribution; various reagents; | 16.7% |
H-His(MBS)-OH
L-histidine
Conditions | Yield |
---|---|
With sodium hydroxide at 23℃; for 1h; Product distribution; various reagents; | 100% |
hexan-1-amine
(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-3-(1H-imidazol-4-yl)-propionic acid
A
1-hexyl-3,5-dinitro-4-pyridone
B
L-histidine
Conditions | Yield |
---|---|
In pyridine Product distribution; | A n/a B 92% |
N-(tert-butoxycarbonyl)-L-histidine
L-histidine
Conditions | Yield |
---|---|
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.166667h; Ionic liquid; | 92% |
L-histidine
Conditions | Yield |
---|---|
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane | 87% |
Conditions | Yield |
---|---|
With iron(III) sulfate In water at 95℃; for 1h; | 85% |
L-histidine
Conditions | Yield |
---|---|
With palladium In methanol; cyclohexane for 120h; Reflux; | 84.5% |
Conditions | Yield |
---|---|
With trans-[Co(3,2,3-tet)Cl2]Cl; water In water at 45℃; for 6h; pH=7.5; | 75% |
Conditions | Yield |
---|---|
With ammonium sulfate; ammonium hydroxide; dipotassium hydrogenphosphate; potassium dihydrogenphosphate; (S)-2-[3]pyridyl-pyrrolidine-1-carboxylic acid amide; calcium (R)-pantothenate; Thiamine hydrochloride; magnesium sulfate; iron(II) sulfate; urea; calcium carbonate; sodium chloride; manganese(ll) chloride; biotin In water at 28℃; for 46h; Mechanism; fermentation with Corynebacterium glutamicum N-730; pH=7.4; | A n/a B n/a C 5% |
Conditions | Yield |
---|---|
durch fraktionierte Krystallisation des d-weinsaeuren Salzes; das Salz des d-Histidins krystallisiert zuerst aus; |
Conditions | Yield |
---|---|
With enzymesubstance from pig's kidney |
His-Ala-Asp-Gly
A
L-alanin
B
L-Aspartic acid
C
glycine
D
L-histidine
Conditions | Yield |
---|---|
With Tris-HCl buffer In water at 37℃; Product distribution; |
His-Ser-Asn-Gly
A
L-serin
B
L-asparagine
C
glycine
D
L-histidine
Conditions | Yield |
---|---|
With Tris-HCl buffer In water at 37℃; Product distribution; |
His-Ser-Glu-Gly
A
L-serin
B
L-glutamic acid
C
glycine
D
L-histidine
Conditions | Yield |
---|---|
With Tris-HCl buffer In water at 37℃; Product distribution; |
H-His-Ser-Asp-Ala-OH
A
L-alanin
B
L-serin
C
L-Aspartic acid
D
L-histidine
Conditions | Yield |
---|---|
With acetic acid In water at 37℃; for 720h; Product distribution; further reagent, pH; |
angiotensin I
A
L-leucine
B
L-isoleucine
C
L-phenylalanine
D
L-tyrosine
E
L-proline
F
L-histidine
Conditions | Yield |
---|---|
With 155K Aspergillus oryzae ACID CPASE O at 30℃; for 1h; pH 3.7, release of C-terminal amino acid residues at longer incubation times; |
Nα-(3-hydroxy-5-hydroxymethyl-2-methyl-pyridin-4-ylmethylene)-histidine
A
pyridoxal hydrochloride
B
L-histidine
Conditions | Yield |
---|---|
With buffer solution In various solvent(s) at 25℃; Rate constant; |
His-Ser-Asp-Gly
A
L-serin
B
L-Aspartic acid
C
glycine
D
L-histidine
Conditions | Yield |
---|---|
With Tris-HCl buffer In water at 37℃; Product distribution; |
Conditions | Yield |
---|---|
With Tris buffer; ammonium acetate In water at 25℃; for 6h; Equilibrium constant; pH 8.41; |
A
L-alanin
B
L-leucine
C
L-phenylalanine
D
glycine
E
L-proline
F
L-histidine
Conditions | Yield |
---|---|
With hydrogenchloride; mercaptoacetic acid at 110℃; for 24h; Product distribution; |
A
6-bromo-1H-indole-3-carboxylic acid
B
L-histidine
Conditions | Yield |
---|---|
With hydrogenchloride at 120℃; for 12h; Product distribution; |
L-histidine
Conditions | Yield |
---|---|
With hydrogenchloride Hydrolysis; |
L-histidine
Conditions | Yield |
---|---|
With hydrogenchloride Hydrolysis; |
L-histidine
Conditions | Yield |
---|---|
With hydrogenchloride | |
With hydrogenchloride |
L-histidine
Conditions | Yield |
---|---|
With sulfuric acid Hydrolysis; |
L-histidine
L-histidine
Conditions | Yield |
---|---|
With water bei Kristallisation;Produkt:Monohydrochlorid; |
1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate
L-histidine
Conditions | Yield |
---|---|
In water Cooling with ice; | 100% |
Conditions | Yield |
---|---|
In water for 0.166667h; pH=Ca. 5.5 - 5.8; Cooling with ice; | 100% |
Conditions | Yield |
---|---|
With thionyl chloride at 40℃; for 36h; | 99% |
With hydrogenchloride | 95% |
With hydrogenchloride for 16h; Heating; |
Conditions | Yield |
---|---|
Stage #1: formaldehyd; L-histidine With hydrogenchloride In water for 1.75h; Heating / reflux; Stage #2: With hydrogenchloride In 1,4-dioxane; isopropyl alcohol for 0.5h; | 99% |
With hydrogenchloride In water at 0 - 75℃; for 6.5h; |
Conditions | Yield |
---|---|
With N-ethylmorpholine;; toluene-4-sulfonic acid In methanol complex, amino-acid, sulphonic acid, dimethyl sulphite in methanol was esterified at 70 degree.C for 3 h, then N-ethylmorpholine was added; dild. with water, chromd. on Amberlite IRC 50 column (Na-form), evapn. to dryness, taken up in MeOH, filtration, evapn.; | 99% |
Conditions | Yield |
---|---|
Stage #1: formaldehyd; L-histidine With hydrogenchloride In water at 0℃; for 0.5h; Stage #2: In water for 1.25h; Heating / reflux; Stage #3: hydrogenchloride In 1,4-dioxane; isopropyl alcohol for 0.5h; | 99% |
Conditions | Yield |
---|---|
With acetic acid for 15h; Reflux; | 98% |
In water for 0.0666667h; Irradiation; | 96% |
With acetic acid for 2h; Heating; | 68.9% |
cholin hydroxide
L-histidine
(2-hydroxyethyl)trimethylammonium L-histidinate
Conditions | Yield |
---|---|
In water at 3℃; Darkness; | 98% |
In water at 3℃; for 48h; Darkness; | 95% |
In water at 3℃; for 48h; Darkness; | 95% |
L-histidine
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; ammonia In methanol at 0 - 20℃; for 2h; Reagent/catalyst; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With 2-chloro-1,3-dimethylimidazolinium chloride In ethanol at 40℃; for 3h; Concentration; Reagent/catalyst; Solvent; Temperature; | 97.9% |
Conditions | Yield |
---|---|
Stage #1: L-histidine With potassium iodide; sodium hydroxide In water at 58℃; for 1.08333h; pH=9.5 - 10.5; Stage #2: chloroacetic acid In water at 45 - 90℃; | 97.8% |
Conditions | Yield |
---|---|
In ethanol; water for 48h; Reflux; | 97% |
Conditions | Yield |
---|---|
β‐cyclodextrin In various solvent(s) at 20℃; for 0.116667h; pH=8; | 96% |
In ethyl acetate Heating; | 31% |
With trimethylsilyl cyanide In tetrahydrofuran at -15℃; Yield given; |
Conditions | Yield |
---|---|
at 20℃; for 48h; Ugi reaction; chemoselective reaction; | 96% |
Conditions | Yield |
---|---|
cyclohexenone In various solvent(s) at 154℃; for 26h; | 95% |
methanol
L-histidine
l-histidine methyl ester dihydrochloride
Conditions | Yield |
---|---|
With thionyl chloride at 0℃; for 16h; Inert atmosphere; Reflux; | 95% |
With thionyl chloride at 0 - 20℃; for 6h; Inert atmosphere; Reflux; | 92% |
With hydrogenchloride; sulfuric acid for 3h; Esterification; Heating; | 91% |
Conditions | Yield |
---|---|
With sodium hydroxide In water; isopropyl alcohol for 4h; Heating; | 95% |
Conditions | Yield |
---|---|
In water dried over P2O5; elem. anal.; | 95% |
Conditions | Yield |
---|---|
In water dried over P2O5; elem. anal.; | 95% |
Conditions | Yield |
---|---|
In water dried over P2O5; elem. anal.; | 95% |
Conditions | Yield |
---|---|
In water dried over P2O5; elem. anal.; | 95% |
Conditions | Yield |
---|---|
In water dried over P2O5; elem. anal.; | 95% |
Conditions | Yield |
---|---|
In water dried over P2O5; elem. anal.; | 95% |
L-histidine
Conditions | Yield |
---|---|
In water at 20℃; for 48h; Darkness; Cooling; | 95% |
9-methoxyacridine
L-histidine
Conditions | Yield |
---|---|
In methanol for 10h; Heating; | 94% |
(E)-1-methoxy-4-(2-nitrovinyl)benzene
L-histidine
5-trifluoromethoxy-1H-indole-2,3-dione
Conditions | Yield |
---|---|
With 1-n-butyl-3-methylimidazolim bromide at 100℃; Ionic liquid; diastereoselective reaction; | 94% |
2-(4-dimethylamino-1,8-naphthalimido)ethyl isocyanide
L-histidine
(3S,5R,6S)-3-((1H-imidazol-5-yl)methyl)-N-(2-(6-(dimethylamino)-1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)ethyl)-2-oxo-1,4-diazabicyclo[4.1.0]heptane-5-carboxamide
Conditions | Yield |
---|---|
In 2,2,2-trifluoroethanol at 20℃; for 1.5h; | 93% |
Reported in EPA TSCA Inventory.
1. Introduction of L-Histidine
L-Histidine, with the IUPAC Name: (2S)-2-Amino-3-(1H-imidazol-5-yl)propanoic acid, is one kind of white crystal powder. Histidine is used for food additives and raw materials of pharmaceutical .
2. Properties of L-Histidine
L-Histidine has the following datas: (1)Classification Code: Amino acid; Mutation data; (2)Melting point: 282 °C; (3)Index of Refraction: 1.614; (4)Molar Refractivity: 38.01 cm3; (5)Molar Volume: 108.9 cm3; (6)Surface Tension: 79.6 dyne/cm; (7)Density: 1.423 g/cm3; (8)Flash Point: 231.3 °C; (9)Enthalpy of Vaporization: 75.79 kJ/mol; (10)Boiling Point: 458.9 °C at 760 mmHg; (11)Vapour Pressure: 3.25E-09 mmHg at 25°C.
3. Structure Descriptors of L-Histidine
You could convert the following datas into the molecular structure:
InChI: InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1
InChIKey: InChIKey=HNDVDQJCIGZPNO-YFKPBYRVSA-N
Smiles: c1(C[C@@H](C(O)=O)N)c[nH]cn1
4. Toxicity of L-Histidine
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | > 10gm/kg (10000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1253, 1981. | |
mouse | LD50 | intravenous | > 2gm/kg (2000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1253, 1981. | |
mouse | LD50 | oral | > 15gm/kg (15000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1253, 1981. | |
mouse | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1253, 1981. | |
rat | LD50 | intraperitoneal | > 8gm/kg (8000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1253, 1981. | |
rat | LD50 | intravenous | > 2gm/kg (2000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1253, 1981. | |
rat | LD50 | oral | > 15gm/kg (15000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1253, 1981. | |
rat | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 1253, 1981. |
5. Safety Information of L-Histidine
Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Other safty informations about Histidine (CAS NO.71-00-1):
Hazard Codes: Xn
Risk Statements: 22-36/37/38
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36/37-26-22
S24/25: Avoid contact with skin and eyes.
S36/37: Wear suitable protective clothing and gloves.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S22: Do not breathe dust.
WGK Germany: 2
RTECS: MS3070000
F: 10-23
HS Code: 29332990
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