Chemical properties Uses Production methods Content analysis Toxicity Using limits
ChemicalBook > CAS DataBase List > L-Histidine

L-Histidine

Chemical properties Uses Production methods Content analysis Toxicity Using limits
Product Name
L-Histidine
CAS No.
71-00-1
Chemical Name
L-Histidine
Synonyms
HISTIDINE;HIS;H-HIS-OH;L-HIS;L-HISTIDINE BASE;L-His-OH;L-Histidin;(S)-2-aMino-3-(1H-iMidazol-4-yl)propanoic acid;Histidin;L-Hisidine
CBNumber
CB6705020
Molecular Formula
C6H9N3O2
Formula Weight
155.15
MOL File
71-00-1.mol
More
Less

L-Histidine Property

Melting point:
282 °C (dec.)(lit.)
alpha 
12.4 º (c=11,6N HCl)
Boiling point:
278.95°C (rough estimate)
Density 
1.3092 (rough estimate)
FEMA 
3694 | L-HISTIDINE
refractive index 
13 ° (C=11, 6mol/L HCl)
storage temp. 
2-8°C
solubility 
H2O: 50 mg/mL
form 
powder
pka
1.8(at 25℃)
color 
White to off-white or pale yellow
PH Range
7 - 8 at 15.5 g/l at 25 °C
Odor
odorless
PH
7.0-8.0 (25℃, 0.1M in H2O)
optical activity
[α]20/D 39±1°, c = 2% in H2O
Odor Type
odorless
Water Solubility 
41.6 g/L (25 ºC)
λmax
λ: 260 nm Amax: 0.05
λ: 280 nm Amax: 0.05
Merck 
14,4720
JECFA Number
1431
BRN 
4673585
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
HNDVDQJCIGZPNO-YFKPBYRVSA-N
LogP
-1.27
CAS DataBase Reference
71-00-1(CAS DataBase Reference)
NIST Chemistry Reference
L-Histidine(71-00-1)
EPA Substance Registry System
L-Histidine (71-00-1)
More
Less

Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
24/25-36/37-26-22
WGK Germany 
2
RTECS 
MS3070000
10-23
TSCA 
Yes
HS Code 
29332990
Hazardous Substances Data
71-00-1(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: > 5110 mg/kg
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
53319
Product name
L-Histidine
Purity
BioUltra, ≥99.5% (NT)
Packaging
25g
Price
$69.5
Updated
2024/03/01
Sigma-Aldrich
Product number
1.04352
Product name
L-Histidine
Purity
EMPROVE? EXPERT, Ph. Eur., ChP, JP, USP
Packaging
0.5KG
Price
$631
Updated
2024/03/01
Sigma-Aldrich
Product number
1.04352
Product name
L-Histidine
Purity
EMPROVE? EXPERT, Ph. Eur., ChP, JP, USP
Packaging
1KG
Price
$1091
Updated
2024/03/01
Sigma-Aldrich
Product number
1308505
Product name
L-Histidine
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$466
Updated
2024/03/01
Sigma-Aldrich
Product number
1.04351
Product name
L-Histidine
Purity
for biochemistry
Packaging
100g
Price
$145
Updated
2024/03/01
More
Less

L-Histidine Chemical Properties,Usage,Production

Chemical properties

White crystalline or crystalline powder,odorless,slightly bitter taste. Melting and decomposition at about 277~288 ℃. The imidazole and metal ions are easy to form complex salt. Dissolve in water (4.3g/100ml, 25 ℃), very difficult to dissolve in ethanol, insoluble in ether.
It is commonly used for its hydrochloride, because of minimal solubility and other reasons.

Uses

(1) nutritional supplements. It is the very important components of Amino acid infusion and comprehensive amino acid preparations. It can be used in the treatment of gastric ulcer, anemia, allergies and so on.
(2) It is used for biochemical research, medicine for the treatment of gastric ulcer, anemia, allergies and so on.
(3) It is used as amino acid drugs. It is the main components of amino acid infusion and amino acid preparations, for the treatment of gastric ulcer, anemia and angina, aortitis, heart failure and other cardiovascular system disorders.
Adverse reactions and contraindications: low toxicity, adult poisoning>64g/day, such as the injection of hydrochloric acid histidine with headache, flushing and heat.
(4) It is used as a nutrient enhancer, the important component of amino acid infusion and amino acid preparations. It can be used for the treatment of gastric ulcer and biochemical researchment.
(5) It is used for pharmaceutical raw materials and food additives.

Production methods

(1) It is eatracted from pig blood, bovine blood. Pig blood is spraied drying and then obtained blood powder, 100kg pig blood have 18kg blood power. L-histidine is commonly used as its hydrochloride salt ([7048-02-4]). The L-histidine containing eluent was concentrated to the appearance of crystals, adjusted to pH 2.5 with hydrochloric acid, and immediately added with 2 times the amount of ethanol in the solution, standing, precipitating and filtering to obtain L-group ammonia Acid hydrochloride crude, after decolorization, recrystallization, drying in the finished product. L-histidine can also be extracted from hydrolysates of defatted soybeans.
There are two main production methods. First one is direct fermentation, with carbon source of glucose and an inducible drug-resistant strain of corynebacterium glutamicum. Second one is protein hydrolysis. The hydrolysis method is described in detail below. Pig and cattle blood , pig hair or hoof were raw materials, hydrolyzed by acid , separated and purificated to get L-histidine.
Hydrolysis:50kg of pig blood powder and 4 times amout of 6mol/L HCl were put into a hydrolysis tank and heated at 110-120 ℃ for 24 hours.
Preparation of the dilution of the column: The hydrolysis solution of the previous step was concentrated under reduced pressure, distilled water was added again, and the acid was repeatedly distilled for 3-4 times until the distillate did not flow out of the hydrochloric acid. Concentrated solution diluted with distilled water to 500L,adjusted pH to 3.5-4 with concentrated ammonia, plused 20% of the amount of blood powder activated carbon, heated, decolorizated and stirred at 90 ℃ for 6h.Then filtered when it is hot, and take the filtrate standing overnight precipitate. Filtering again, the filtrate was diluted with distilled water to 2.5% (according to the blood powder dosage), and adjusted to pH 2.5 with concentrated HCl, which was column dilution.
The column dilution was separated, washed with water and eluted. Column is Ф300mm×2000 mm, PVC material, packed with 001 × 7 (732) strong acidic styrene cation exchange resin 1730mm, flow rate 1L/ min, stopping to upper column until the outflow of L histidine. Washing with water 500L, flow rate 1.5L /min. The pH 7.0-10.0 fraction was collected. After the collection, the resin was recoated for 15 min, and then regenerated with twice the amount of 1.5-2 mol/L HCl, the flow rate was 5-13 L/min. After regeneration, Washing with water untill PH 4 or so, waiting for the next column.
Purification: L-histidine acid eluent, removing ammonia with vacuum, concentrated to dry, and then dissolved with 40L distilled water, adjusted pH with 3-3.26 mol/L HCl, add 1kg activated carbon, heated and decolorizated at 90 ℃ for 30min.The filtrate was concentrated in a thin film evaporator and allowed to stand for 48 hours to precipitate crystals. The crystals were collected by filtration, washed with 95% ethanol and dried at 80 oC with vacuum for 4 hours to give L-histidine hydrochloride.
(2) Dry flour and hydrochloric acid as raw material reflux for several hours, filtrated,washed and handled with activated carbon to get L-histidine monohydrochloride crude, then purified to obtain the pure product.
(3) separated with ion exchange resin from the protein hydrolyzate of the basic amino acid.

Content analysis

Sample is accurately weighed about 105 rag, dried at 105 ℃ for 3h, then dissolved in 3ml formic acid and 50ml glacial acetic acid, and titrated with 0.1mol/L perchloric acid, and the end point was determined by potentiometric method. At the same time a blank test and the necessary amendments should be made. Per Ml0.1mol/L perchloric acid equates to 15.52mg L-histidine (C6H9N3O2).

Toxicity

It is safe for using in food products (FDA § 172.320, 2000).

Using limits

Accounting for 2.4% of total protein in food (FDA § 172.320, 2000).
FEMA: bakery products, meat products, dairy products, candy, frosting, are 150mg/kg.

Description

White, odorless crystals or crystalline powder having a slightly bitter taste. It is soluble in water, very slightly soluble in alcohol, and insoluble in ether. It melts with decomposition between about 277° and 288°C.

Chemical Properties

White or almost white, crystalline powder or colourless crystals

Chemical Properties

L-Histidine is an odorless powder with slightly bitter taste

Occurrence

Reported found in water bread, macaroni, egg noodles, corn flakes, corn grits, oatmeal, wheat bran, wheat flakes, shredded wheat, barley, brown rice, rye flour, whole grain wheat flour, buttermilk, blue cheese, cheddar cheese, cottage cheese, cream cheese, Parmesan cheese, bacon, cured ham, frankfurters, pork sausage, canned red kidney beans, canned sweet corn, canned peas, canned lima beans, canned potatoes, almonds, cashews, peanuts, dates, beef, lamb, veal, chicken, turkey and other natural sources

Uses

L-Histidine acts as a precursor to histamine and a component of carnosine. It is also used in medicine, feed additive, biochemical research, dietary supplement. It is used in a nutrition enhancer, is the amino acid fluid infusion. It can be used in the treatment of gastric ulcer.

Uses

L-Histidine has been used for characterization of ZnO nanorod in an attempt to develop a technique for the ultra-low level detection of l-histidine.

Uses

L-Histidine is an essential amino acid for human development which the body cannot produce on its own. L-Histidine is one of the 22 proteinogenic amino acids. L-Histidine precursor to histamine (H4365 00) and a component of carnosine.

Definition

ChEBI: The L-enantiomer of the amino acid histidine.

Biotechnological Production

L-Histidine is grouped with the aromatic amino acids, but the metabolic route diverges at an early stage from the other members of the group. It is produced in C. glutamicum in a 10-step sequence starting from phosphoribosyl pyrophosphate. Originally production titers of up to 10.5 g/L were reported, but this has since been increased by workers at Kyowa Hakko to 22.5 g/L. In a parallel development, the fermentation of L-histidine using E. coli has been reported by Ajinomoto, with titers up to 19.1 g/L. Both the titer and the carbon yield for L-histidine are lower than those reported for L-phenylalanine and L-tryptophan, and L-histidine remains one of the more challenging amino acids to produce on an industrial scale.

Biochem/physiol Actions

Precursor of histamine by action of histidine decarboxylase.

Purification Methods

A likely impurity is arginine. S-Histidine is adsorbed from aqueous solution onto a Dowex 50-H+ ion-exchange resin, washed with 1.5M HCl (to remove other amino acids), then eluted with 4M HCl as the dihydrochloride. This purified dihydrochloride (see below) is finally dissolved in water, the pH adjusted to 7.0, and the free zwitterionic base crystallises out on addition of EtOH. Its solubility in H2O is 4.2% at 25o. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 1971-1993 1961, Beilstein 25 III/IV 4344.]

More
Less

View Lastest Price from L-Histidine manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
L-His-OH 71-00-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1T+
Release date
2023-09-25
Shandong Juchuang Chemical Co., LTD
Product
L-Histidine 71-00-1
Price
US $35.00-15.00/kg
Min. Order
500kg
Purity
99.9
Supply Ability
200tons
Release date
2024-03-11
Hebei Xinsheng New Material Technology Co., LTD.
Product
L-histidine 71-00-1
Price
US $25.00-15.00/kg
Min. Order
1kg
Purity
99
Supply Ability
20ton
Release date
2023-10-18

71-00-1, L-HistidineRelated Search:


  • (s)-1h-imidazole-4-alanin
  • (s)-1h-imidazole-4-propanoicaci
  • (s)-4-(2-amino-2-carboxyethyl)imidazole
  • (s)-alpha-amino-1h-imidazole-4-propanoicacid
  • 1H-Imidazole-4-propanoic acid, alpha-amino-, (S)-
  • 3-(1h-imidazol-4-yl)-l-alanin
  • 4-(2-Amino-2-carboxyethyl)imidazole
  • L-HISTIDINE BASE
  • L-(-)-HISTIDINE
  • L-(+)-HISTIDINE
  • L-HISTIDINE
  • L-HIS
  • L-3-IMIDAZOL-4-YLALANINE
  • L-2-AMINO-3-(4-IMIDAZOLYL)PROPIONIC ACID
  • L-ALPHA-AMINO-4(OR 5)-IMIDAZOLE-PROPIONIC ACID
  • H-HIS-OH
  • HISTIDINE, L-
  • HISTIDINE
  • HIS
  • H-L-HIS-OH
  • FEMA 3694
  • (S)-2-AMINO-3-(4-IMIDAZOLYL)PROPIONIC ACID
  • (S)-2-Amino-3-(4-imidazolyl)propionic acid~H-His-OH
  • L-HIS = H-His-OH
  • L-Histidine,free base
  • (S)-2-aMino-3-(1H-iMidazol-4-yl)propanoic acid
  • L-HISTIDINE FREE BASE CELL CULTURE*TESTE D
  • L-HISTIDINE HYDROCHLORIDE HISTAMINE PREC URSOR
  • L-HISTIDINE-15N3 95 ATOM % 15N
  • L-HISTIDINE (USP/EP)
  • L-HISTIDINE, REAGENTPLUS TM, >= 99%
  • L-HistidineForBiochemistry99+%
  • 2-Amino-3-(1H-imidazol-5-yl)-propanoic acid
  • L-alpha-Amino-beta-imidazolepropionic Acid
  • L-Histdine
  • 2-Amino-3-(1H-imidazol-4-yl)-propionicacid
  • L-Histidine,(S)-2-Amino-3-(4-imidazolyl)propionic acid
  • L-Histidine, extra pure, USP, BP, Ph Eur
  • L-HISTIDINE BASE RESEARCH GRADE
  • L-Histidine (200 mg)
  • MultiPharM (TM) L-Histidine, USP, Ph Eur
  • L-Hisidine
  • (2S)-2-aMino-3-(1H-iMidazol-4-yl)propanoic acid
  • L-Histidine, 98% 25GR
  • (S)-α-AMino-1H-iMidazole-4-propanoic Acid
  • 1448: PN: EP2071334 SEQID: 1532 claiMed protein
  • 1448: PN: WO2009077864 SEQID: (S)-1H-IMidazole-4-alanine
  • 3-(1H-IMidazol-4-yl)-L-alanine
  • NSC 137773
  • PN: WO2009046220 SEQID: 343 claiMed sequence
  • L-Histidin
  • AKR1B10 human
  • AKR1B11
  • Aldo-keto reductase family member B10
  • ALDRLn
  • L-Histidine Vetec(TM) reagent grade, >=99%
  • DEVELOPER SOLUTION PHE
  • FIXING SOLUTION PHE