Product Name

  • Name

    D-Histidine

  • EINECS 206-513-8
  • CAS No. 351-50-8
  • Article Data29
  • CAS DataBase
  • Density 1.423 g/cm3
  • Solubility 42 g/L (25 ºC)
  • Melting Point 280-290 °C (dec.)
  • Formula C6H9N3O2
  • Boiling Point 458.9 °C at 760 mmHg
  • Molecular Weight 155.156
  • Flash Point 231.3 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 22-24/25-36/37-26
  • Risk Codes
  • Molecular Structure Molecular Structure of 351-50-8 (D-Histidine)
  • Hazard Symbols HarmfulXn
  • Synonyms Histidine,D- (8CI);(R)-Histidine;H-D-His-OH;
  • PSA 92.00000
  • LogP 0.06440

Synthetic route

A

L-histidine
71-00-1

L-histidine

B

D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
durch fraktionierte Krystallisation des d-weinsaeuren Salzes; das Salz des d-Histidins krystallisiert zuerst aus;
D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
durch gaerende Hefe;
Verfuettern an Kaninchen wird im Harn ausgeschieden;
L-histidine
71-00-1

L-histidine

D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
With hydrogenchloride; water at 150 - 160℃; Trennung des erhaltenen Racemats ueber das Lg-Tartrat;
D,L-histidine
71-00-1

D,L-histidine

D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
durch Einw. von gaerender Hefe;
Nα-acetyl-D-histidine
75983-68-5

Nα-acetyl-D-histidine

D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
With hydrogenchloride; water
D,L-histidine
71-00-1

D,L-histidine

A

L-histidine
71-00-1

L-histidine

B

D-histidin
351-50-8

D-histidin

DL-histidine-hydrochloride

DL-histidine-hydrochloride

D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
With water Produkt ist Hydrochlorid;
With L-amino acid oxide ase from the toxin of crotalus adamanteus
d-tartrate from dl-histidine

d-tartrate from dl-histidine

D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
With water fraktionierte Krystallisation;
N-acetylhistidine
10101-30-1

N-acetylhistidine

D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: enzymesubstance from pig's kidney
2: water; HCl
View Scheme
(PPh3)2 PdCl2

(PPh3)2 PdCl2

1-acetamido-2-(4-imidazolyl)ethene

1-acetamido-2-(4-imidazolyl)ethene

D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
With CO In tetrahydrofuran; hydrogenchloride
1-acetamido-2-(4-imidazolyl)ethene

1-acetamido-2-(4-imidazolyl)ethene

D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
With CO; (PPh3)2PdCl2 In tetrahydrofuran; hydrogenchloride
D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
With Streptomyces spp. 83D12 D-aminopeptidase In dimethyl sulfoxide at 20℃; for 0.0833333h; pH=6.5; aq. buffer; Enzymatic reaction;
(S)-1-((S)-2-((2S,3S)-2-((R)-3-(1H-imidazol-4-yl)-2-(3-methylbutanamido)-propanamido)-3-methylpentanamido)-3-methylbutanoyl)pyrrolidine-2-carboxamide formate salt

(S)-1-((S)-2-((2S,3S)-2-((R)-3-(1H-imidazol-4-yl)-2-(3-methylbutanamido)-propanamido)-3-methylpentanamido)-3-methylbutanoyl)pyrrolidine-2-carboxamide formate salt

A

L-valine
72-18-4

L-valine

B

L-isoleucine
73-32-5

L-isoleucine

C

L-proline
147-85-3

L-proline

D

D-histidin
351-50-8

D-histidin

Conditions
ConditionsYield
With hydrogenchloride In water at 170℃; for 0.333333h; Microwave irradiation;
D-histidin
351-50-8

D-histidin

norcantharidin
29745-04-8

norcantharidin

D-histidine norcantharimide

D-histidine norcantharimide

Conditions
ConditionsYield
In ethanol; water for 48h; Reflux;95%
D-histidin
351-50-8

D-histidin

(S)-4,4-dimethyl-5-methyl-4,5,6,7-tetrahydroimidazo[4,5-c]pyridinyl-6-carboxylic acid dihydrochloride

(S)-4,4-dimethyl-5-methyl-4,5,6,7-tetrahydroimidazo[4,5-c]pyridinyl-6-carboxylic acid dihydrochloride

Conditions
ConditionsYield
With formaldehyd; palladium dihydroxide In water; hydrogen94.5%
C32H28N2O4

C32H28N2O4

D-histidin
351-50-8

D-histidin

C38H35N5O5

C38H35N5O5

Conditions
ConditionsYield
In methanol for 48h; Inert atmosphere;92%
methanol
67-56-1

methanol

D-histidin
351-50-8

D-histidin

Methyl (2R)-2-chloro-3-(1H-imidazol-4-yl)propanoate
70240-70-9

Methyl (2R)-2-chloro-3-(1H-imidazol-4-yl)propanoate

Conditions
ConditionsYield
Stage #1: D-histidin With hydrogenchloride; sodium nitrite
Stage #2: methanol With hydrogenchloride Fischer esterification; Reflux;
90%
formaldehyd
50-00-0

formaldehyd

4-(1,2,3-selenadiazol-4-yl)-[1,2,4]triazolo[1,5-a]quinoline-2,8-diol

4-(1,2,3-selenadiazol-4-yl)-[1,2,4]triazolo[1,5-a]quinoline-2,8-diol

D-histidin
351-50-8

D-histidin

2-((2,8-dihydroxy-4-(1,2,3-selenadiazol-4-yl)-[1,2,4]triazolo[1,5-a]quinolin-9-yl)methylamino)-3-(1H-imidazol-4-yl)propanoic acid

2-((2,8-dihydroxy-4-(1,2,3-selenadiazol-4-yl)-[1,2,4]triazolo[1,5-a]quinolin-9-yl)methylamino)-3-(1H-imidazol-4-yl)propanoic acid

Conditions
ConditionsYield
With triethylamine In ethanol at 60℃;71%
1,3,5-benzene tris(carbonyl chloride)
4422-95-1

1,3,5-benzene tris(carbonyl chloride)

D-histidin
351-50-8

D-histidin

2-[4,6-bis[(1-carboxy-2-imidazolyl)ethylcarbamoyl]benzenecarbonyl]amino-3-imidazolylpropionic acid

2-[4,6-bis[(1-carboxy-2-imidazolyl)ethylcarbamoyl]benzenecarbonyl]amino-3-imidazolylpropionic acid

Conditions
ConditionsYield
Stage #1: D-histidin With potassium hydroxide In tetrahydrofuran at 0℃;
Stage #2: 1,3,5-benzene tris(carbonyl chloride) With potassium hydroxide In tetrahydrofuran at 0 - 20℃;
67%
formaldehyd
50-00-0

formaldehyd

1-(2,8-dihydroxy-[1,2,4]triazolo[1,5-a]quinolin-4-yl)ethanone

1-(2,8-dihydroxy-[1,2,4]triazolo[1,5-a]quinolin-4-yl)ethanone

D-histidin
351-50-8

D-histidin

2-((2,8-dihydroxy-4-acetyl-[1,2,4]triazolo[1,5-a]quinolin-9-yl)methylamino)-3-(1H-imidazol-4-yl)propanoic acid

2-((2,8-dihydroxy-4-acetyl-[1,2,4]triazolo[1,5-a]quinolin-9-yl)methylamino)-3-(1H-imidazol-4-yl)propanoic acid

Conditions
ConditionsYield
With triethylamine In ethanol at 60℃;64%
2-Picolinic acid
98-98-6

2-Picolinic acid

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

D-histidin
351-50-8

D-histidin

C12H14N4NiO5

C12H14N4NiO5

Conditions
ConditionsYield
Stage #1: 2-Picolinic acid; nickel(II) chloride hexahydrate In methanol; water
Stage #2: D-histidin With potassium hydroxide In methanol; water at 20℃; for 2h;
63%
D-histidin
351-50-8

D-histidin

3-formyl-9-hexylcarbazole
183718-72-1

3-formyl-9-hexylcarbazole

C25H30N4O2

C25H30N4O2

Conditions
ConditionsYield
Stage #1: D-histidin; 3-formyl-9-hexylcarbazole With lithium hydroxide monohydrate In methanol at 80℃; for 12h;
Stage #2: With sodium tetrahydroborate In methanol at 20℃;
62%
2-Picolinic acid
98-98-6

2-Picolinic acid

copper(II) choride dihydrate

copper(II) choride dihydrate

D-histidin
351-50-8

D-histidin

C12H14CuN4O5

C12H14CuN4O5

Conditions
ConditionsYield
Stage #1: 2-Picolinic acid; copper(II) choride dihydrate In methanol; water
Stage #2: D-histidin With potassium hydroxide In methanol; water at 20℃; for 2h;
61%
Dodecanal
112-54-9

Dodecanal

D-histidin
351-50-8

D-histidin

(4S,6R)-4-undecyl-4,5,6,7-tetrahydro-1H-imidazo-[4,5-c]pyridine-6-carboxylic acid

(4S,6R)-4-undecyl-4,5,6,7-tetrahydro-1H-imidazo-[4,5-c]pyridine-6-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 25℃; for 0.666667h; Pictet-Spengler Synthesis;49.8%
acetic acid tert-butyl ester
540-88-5

acetic acid tert-butyl ester

D-histidin
351-50-8

D-histidin

D-histidine t-butyl ester

D-histidine t-butyl ester

Conditions
ConditionsYield
With perchloric acid In water at 20℃;48.4%
water
7732-18-5

water

nitric acid
7697-37-2

nitric acid

silver nitrate

silver nitrate

L-histidine
71-00-1

L-histidine

D-histidin
351-50-8

D-histidin

[Ag2(L-histidinium)(D-histidinium)(NO3)4]n

[Ag2(L-histidinium)(D-histidinium)(NO3)4]n

Conditions
ConditionsYield
for 72h; pH=3 - 4; Darkness;44%
acetic anhydride
108-24-7

acetic anhydride

D-histidin
351-50-8

D-histidin

Nα-acetyl-D-histidine
75983-68-5

Nα-acetyl-D-histidine

Conditions
ConditionsYield
With acetic acid
D-histidin
351-50-8

D-histidin

(R)-2-hydroxy-3-(1(3)H-imidazol-4-yl)-propionic acid
1141479-01-7

(R)-2-hydroxy-3-(1(3)H-imidazol-4-yl)-propionic acid

Conditions
ConditionsYield
With hydrogenchloride; silver nitrate
D-histidin
351-50-8

D-histidin

R-(+)-4-(2-Amino-3-hydroxypropyl)-imidazol
70142-15-3

R-(+)-4-(2-Amino-3-hydroxypropyl)-imidazol

Conditions
ConditionsYield
/BRN= 81955/;
bufotalin 3-hemisuberate p-nitrophenyl ester
61507-75-3

bufotalin 3-hemisuberate p-nitrophenyl ester

D-histidin
351-50-8

D-histidin

bufotalin 3-suberoyl-D-histidine ester
90052-06-5, 97428-96-1

bufotalin 3-suberoyl-D-histidine ester

Conditions
ConditionsYield
In pyridine; water for 12h; Ambient temperature;8 mg

D-Histidine Specification

The D-Histidine, with its cas register number 351-50-8, has the IUPAC name of (2R)-2-amino-3-(1H-imidazol-5-yl)propanoic acid. And it also has other names as h-d-his-oh; histidine, d-; d-alpha-amino-beta-imidazolepropionic acid; d-alpha-amino-beta-(4-imidazolyl)propionic acid; d-2-amino-3-(4-imidazolyl)propionic acid; d-his-oh; d-histidine; d-his.

The physical characteristics of this chemical could be summarized as: (1)ACD/LogP: -1.27; (2)ACD/LogD (pH 5.5): -4.54; (3)ACD/LogD (pH 7.4): -3.82; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 47.36; (12)Index of Refraction: 1.614; (13)Molar Refractivity: 38.01 cm3; (14)Molar Volume: 108.9 cm3; (15)Polarizability: 15.07 ×10-24 cm3; (16)Surface Tension: 79.6 dyne/cm; (17)Density: 1.423 g/cm3; (18)Flash Point: 231.3 °C; (19)Enthalpy of Vaporization: 75.79 kJ/mol; (20)Boiling Point: 458.9 °C at 760 mmHg; (21)Vapour Pressure: 3.25E-09 mmHg at 25°C.

This is a kind of white crystalline powder, and its water Solubility is 42 g/L (25 ºC). Being a kind of harmful chemical, it may cause damage to health. And it is harmful by swallowed and is very toxic by inhalation, in contact with skin or if swallowed. Besides, it is irritating to eyes and respiratory system. You could also go to WGK Germany  3 to obtain more safety information. When store it, it should be kept in room temperature.

D-Histidine is commonly used as intermediates of fine chemicals and pharmaceutical. As to its product categories, there are various, including amino acid derivatives; histidine [his, h]; amino acids and derivatives; alpha-amino acids; amino acids; biochemistry; amino acids.

In addition, you could refer to the following information to obtain the molecular structure:
SMILES:O=C(O)[C@H](N)Cc1cncn1
InChI:InChI=1/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-/m1/s1
InChIKey:HNDVDQJCIGZPNO-RXMQYKEDBE

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