Histidine

Histidine structural formula

CAS Number 71-00-1
Molecular Formula C6H9N3O2
Molecular Weight 155.157 g/mol
InChI Key HNDVDQJCIGZPNO-YFKPBYRVSA-N
LogP -3.32
Synonyms
  • Histidine
  • L-Histidine
  • 71-00-1
  • Histidine, L-
  • 8: PN: EP2878667 TABLE: 5 claimed sequence
  • (2S)-2-Amino-3-(1H-imidazol-5-yl)propanoic acid
  • L-Histidine
  • (2S)-2-Amino-3-(1H-imidazol-4-yl)propanoic acid
  • (S)-4-(2-Amino-2-carboxyethyl)imidazole
  • (S)-Histidine
  • (S)-α-Amino-1H-imidazole-4-propanoic acid
  • 1H-Imidazole-4-alanine, (S)-
  • 1H-Imidazole-4-propanoic acid, α-amino-, (S)-
  • Glyoxaline-5-alanine
  • Histidin
  • histidina
  • HISTIDINE, L-
  • L-(-)-Histidine
  • L-Alanine, 3-(1H-imidazol-4-yl)-
  • L-Hystidine
  • NSC 137773
  • 4-(2-Amino-2-carboxyethyl)imidazole
  • alpha-Amino-1H-imidazole-4-propionic acid, (S)-
  • alpha-Amino-4(or 5)-imidazolepropionic acid
  • Anti-rheuma
  • EINECS 200-745-3
  • FEMA No. 3694
  • S-Histidine
  • 1H-Imidazole-4-propanoic acid, alpha-amino-, (S)-
  • Istidina
  • L-beta-(4-Imidazolyl)alanin
  • L-beta-(4-Imidazolyl)-alpha-alanin
  • Histidinum
  • UNII-4QD397987E
  • (2S)-2-amino-3-(3H-imidazol-4-yl)propanoic acid
  • (S)-1H-Imidazole-4-alanine
  • (S)-2-Amino-3-(4-imidazolyl)propionsaeure
  • (S)-a-Amino-1H-imidazole-4-propanoate
  • (S)-a-Amino-1H-imidazole-4-propanoic acid
  • (S)-alpha-Amino-1H-imidazole-4-propanoate
  • (S)-alpha-Amino-1H-imidazole-4-propionate
  • (S)-alpha-amino-1H-Imidazole-4-propanoic acid
  • (S)1H-Imidazole-4-alanine
  • 3-(1H-Imidazol-4-yl)-L-Alanine
  • Amino-1H-imidazole-4-propanoate
  • Amino-1H-imidazole-4-propanoic acid
  • Amino-4-imidazoleproprionate
  • Amino-4-imidazoleproprionic acid
  • Glyoxaline-5-alanine
  • L-Histidin
  • (2S)-2-ammonio-3-(1H-imidazol-4-yl)propanoate
  • L-histidine zwitterion
  • 150-35-6
  • 155304-24-8
  • 35479-49-3
  • 35558-59-9
  • 45955-20-2
  • 54166-13-1
  • 7006-35-1
  • 736075-03-9

Applications:

Amino Acids Analysis in Acid Gradient Condition
11 underivatized amino acids (aspartic acid, glutamic acid, alanine, valine, methionine, isoleucine, cysteine, phenylalanine, histidine, lysine, and arginine) are separated by a Primesep 100 HPLC column by reversed-phase and ion-exchange mechanisms with LC/MS compatible conditions without the use of ion-pair reagents. The HPLC separation uses a TFA (trifluoroacetic acid) gradient in a mobile phase of water acetonitrile (MeCN, ACN with evaporative light scattering detection (ELSD).

Condition
Column Primesep 100, 4.6x250 mm, 5 µm, 100A
Mobile Phase MeCN/H2O - 30/70%
Buffer TFA , gradient  0.05-0.3 % , 25 min
Flow Rate 1.0 ml/min
Detection ELSD
 

Description
Class of Compounds Drug, Acid, Hydrophilic, Ionizable, Vitamin, Supplements
Analyzing Compounds Gaspartic acid, Glutamic acid, Alanine, Valine, Methionine, Isoleucine, Cysteine, Phenylalanine, Histidine, Lysine, Arginine
 
Application Analytes:

Alanine
Amino Acids
Arginine
Aspartic Acid
Cysteine
Glutamic Acid
Histidine
Isoleucine
Lysine
Methionine
Phenylalanine
Valine
HPLC Separation of Creatine, Creatinine and Histidine with MS Conditions
Creatine, creatinine, and histidine are all important amino acids in the human body. All of these can be separated by liquid chromatography. The mobile phase contains acetonitrile (MeCN), water, and phosphoric acid. Smaller 3 µm particle columns are available for fast UPLC applications. This liquid chromatography method is scalable and can be used for isolation of impurities in preparative separation. It also suitable for pharmacokinetics.

Condition
Column Primesep 200, 3.0x150 mm, 5 µm, 100A
Mobile Phase MeCN/H2O - 20/80%
Buffer Formic Acid - 0.1%
Flow Rate 0.5 ml/min
Detection UV, 210 nm
 

Description
Class of Compounds Drug, Acid, Hydrophilic, Ionizable, Hormone
Analyzing Compounds Creatine, Creatinine, Histidine
 
Application Analytes:

Creatine
Creatinine
Histidine
HPLC Separation of Creatine, Creatinine and Histidine
Creatine is produced by the body and plays a major role in recycling ATP. It also stabilizes pH in certain tissues. Creatine can be analyzed by this reverse phase (RP) HPLC method with simple conditions. The mobile phase contains acetonitrile (MeCN), water, and phosphoric acid. For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid. Smaller 3 µm particle columns are available for fast UPLC applications. This liquid chromatography method is scalable and can be used for isolation of impurities in preparative separation. It also suitable for pharmacokinetics.

Condition
Column Primesep 200, 4.6x150 mm, 5 µm, 100A
Mobile Phase MeCN/H2O - 1/90%
Buffer TFA -0.1%
Flow Rate 1.0 ml/min
Detection UV, 210 nm
 

Description
Class of Compounds Drug, Acid, Hydrophilic, Ionizable, Hormone
Analyzing Compounds Creatine, Creatinine, Histidine
 
Application Analytes:

Creatine
Creatinine
Histidine
HPLC Analysis of Polysorbate in Mixture with Amino Acids and Sugar
Polysorbates are a class of emulsifiers used in some pharmaceuticals and food preparation. They are often used in cosmetics to solubilize essential oils into water-based products. Polysorbates are oily liquids derived from PEG-ylated sorbitan (a derivative of sorbitol) esterified with fatty acids. Surfactants that are esters of plain (non-PEG-ylated) sorbitan with fatty acids are usually referred to by the name Span. It is often required to quantitate Polysorbate (Polysorbate/Tween 20, Polysorbate/Tween 40, Polysorbate 60/Tween 60 and Polysorbate 80) by HPLC in various formulations. Polysorbates exist in form of oligomers.

Condition
Column Primesep D, 3.2x50 mm, 5 µm, 100A
Mobile Phase IPA
Buffer Formic Acid
Flow Rate 0.5 ml/min
Detection ELSD
 

Description
Class of Compounds Drug, Acid, Hydrophilic, Ionizable, Vitamin, Supplements, Amino acid
Analyzing Compounds Glycine, Histidine, Sucrose, Polysorbate 20

Application Analytes:

Amino Acids
Glycine
Histidine
Polysorbate
Polysorbate 20
Polysorbate 80
Sucrose
Tween 20
Tween 80
HPLC Separation of Amino Acids in Zero Organic Mode on Primesep 200 column
Essential and non-essential amino acids can be retained and separated in zero-organic mode on Primesep mixed-mode HPLC columns. Zero-organic mode is required to monitor isotopes of carbon. Amino acids are retained by combination of reversed-phase and cation-exchange mechanisms. At lower pH, some of the amino acids are more hydrophobic. Buffer pH will affect ionization state of amino acids, and at higher pH (above 2.5), the amino acids will be less hydrophobic and retentive in zero-organic mode. Amino acids can be monitored by low UV. Method can be used in archeological research for analysis of various molecules where presence of organic component of the mobile phase interferes with analysis.

Condition
Column Primesep 200, 4.6x250 mm, 5 µm, 100A
Mobile Phase MeCN/H2O
Buffer Na2HPO4
Flow Rate 1.0 ml/min
Detection UV 210 nm
 

Description
Class of Compounds Drug, Acid, Hydrophilic, Ionizable, Vitamin, Supplements
Analyzing Compounds Valine, Leucyne, Isoleycine, Tyrosine, Phenylalanine, Histidine, Lysine
 
Application Analytes:

Histidine
Isoleucine
Leucine
Lysine
Phenylalanine
Tyrosine
Valine
HPLC Separation of Mixture of Essential Amino Acids on Primesep 100 Column
 

Condition
Column Primesep 100, 4.6x250 mm, 5 µm, 100A
Mobile Phase MeCN/H2O - 25/75%
Buffer Gradient H2SO4 0.05-0.2% 25 min
Flow Rate 1.0 ml/min
Detection UV, 200 nm
 

Description
Class of Compounds Drug, Acid, Hydrophilic, Ionizable, Vitamin, Supplements, Amino acid
Analyzing Compounds L-Threonine (Thr/T), L-Valine (Val/V), DL-Methionine (Met/M), L-Isoleucine (Ile/I), L-Leucine (Leu/L), L-Phenylalanine (Phe/F), L-Histidine (His/H), L- Tryptophan (Trp/W)
 
Application Analytes:

Amino Acids
D-Isoleucine
D-Leucine
D-Valine
DL-Isoleucine
Histidine
Isoleucine
L-Histidine hydrochloride monohydrate
L-Isoleucine
L-Methionine
Methionine
Phenylalanine
Tryptophan
Valine
HPLC Separation of Mixture of 12 Amino Acids on Primesep 100 Column
 

Condition
Column Primesep 100, 4.6x250 mm, 5 µm, 100A
Mobile Phase MeCN/H2O - 35/65%
Buffer H2SO4 0.05% 12 min hold, gradient 0.05-0.20, 13 min
Flow Rate 1.0 ml/min
Detection UV, 200 nm
 

Description
Class of Compounds Drug, Acid, Hydrophilic, Ionizable, Vitamin, Supplements, Amino acid
Analyzing Compounds L-Asparagine (Asn/N), L-Threonine (Thr/T), L-Cysteine (Cys/C), L-Proline (Pro/P), L-Valine (Val/V), DL-Methionine (Met/M), L-Isoleucine (Ile/I), L-Leucine (Leu/L), L-Phenylalanine (Phe/F), L- Tryptophan (Trp/W), L-Histidine (His/H), L-Arginine (Arg/R)
 
Application Analytes:

Amino Acids
Arginine
Asparagine
Cysteine
D-Isoleucine
D-Leucine
D-Valine
DL-Isoleucine
Histidine
Isoleucine
L-Cysteine
L-Methionine
Leucine
Methionine
Phenylalanine
Proline
Tryptophan
Valine