description Protein Denaturation Uses Drug intermediates Preparation Reference quality standards References
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Guanidine hydrochloride

description Protein Denaturation Uses Drug intermediates Preparation Reference quality standards References
Product Name
Guanidine hydrochloride
CAS No.
50-01-1
Chemical Name
Guanidine hydrochloride
Synonyms
GUANIDINE HCL;GUANIDINIUM CHLORIDE;GACl;GdmCl;GUANIDIUM CHLORIDE;guanidiniumhydrochloride;GUANIDINE HYDROCHLORIDE 99%;Guanidine, hydrochloride (1:1);GUHY;trapure
CBNumber
CB6677329
Molecular Formula
CH5N3.ClH
Formula Weight
95.53
MOL File
50-01-1.mol
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Guanidine hydrochloride Property

Melting point:
180-185 °C(lit.)
Density 
1.18 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.465
storage temp. 
room temp
solubility 
H2O: 6 M, clear, colorless
form 
Crystals
color 
White to slightly yellow
PH
4.5-5.5 (100g/l, H2O, 20℃)
Odor
Odorless
PH Range
4.5 - 6.0 at 573 g/l at 25 °C
Water Solubility 
2280 g/L (20 ºC)
Sensitive 
Hygroscopic
λmax
λ: 260 nm Amax: 0.040
λ: 280 nm Amax: 0.025
Merck 
14,4562
BRN 
3591990
Stability:
Stable. Hygroscopic. Incompatible with strong oxidizing agents.
InChIKey
PJJJBBJSCAKJQF-UHFFFAOYSA-N
CAS DataBase Reference
50-01-1(CAS DataBase Reference)
EPA Substance Registry System
Guanidine monohydrochloride (50-01-1)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/38
Safety Statements 
26-36-22
WGK Germany 
1
RTECS 
MF4300000
3-10
TSCA 
Yes
HS Code 
29252000
Toxicity
LD50 orally in Rabbit: 655.3 - 907.1 mg/kg LD50 dermal Rabbit > 2000 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHG0006
Product name
Guanidine hydrochloride
Packaging
1KIT
Price
$803
Updated
2024/03/01
Sigma-Aldrich
Product number
G4505
Product name
Guanidine hydrochloride
Purity
≥99% (titration), organic base and chaeotropic agent
Packaging
25KG
Price
$8200
Updated
2024/03/01
Sigma-Aldrich
Product number
50933
Product name
Guanidine hydrochloride
Purity
BioUltra, for molecular biology, ≥99.5% (AT)
Packaging
1kg
Price
$3010
Updated
2024/03/01
Sigma-Aldrich
Product number
5010-OP
Product name
Guanidine hydrochloride
Packaging
1kg
Price
$492
Updated
2024/03/01
Sigma-Aldrich
Product number
369080
Product name
Guanidine Hydrochloride, Molecular Biology Grade - CAS 50-01-1 - Calbiochem
Purity
Powerful protein denaturant.
Packaging
100G
Price
$216
Updated
2024/03/01
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Guanidine hydrochloride Chemical Properties,Usage,Production

description

Guanidine Hydrochloride is the hydrochloride salt form of guanidine, a strong basic compound with parasympathomimetic activity. Guanidine hydrochloride enhances the release of acetylcholine following a nerve impulse and potentiates acetylcholine actions on muscarinic and nicotinic receptors. It also appears to slow the rates of depolarization and repolarization of muscle cell membranes.
Guanidine Hydrochloride is a potent chaotropic agent extensively employed for protein and nucleic acid purification. It can denature and refold proteins, isolate RNA, and recover periplasmic proteins. Even insoluble, denatured proteins, such as inclusion bodies, can be solubilized with this powerful denaturant at high concentrations. At lower concentrations, Guanidine Hydrochloride can facilitate the refolding of denatured proteins and the restoration of enzymatic activity. Additionally, Guanidine Hydrochloride is known to inhibit RNase.

Protein Denaturation

Guanidine Hydrochloride (GdnHCl) is a better denaturant than urea.It should normally give higher and lower values for m and for Cm, respectively, but identical deltaG° values. Since m values in both denaturants can be predicted/estimated from the size of the protein (Myers et al., 1995) and delatG° should not change, yes it is possible-in principle-to predict Cm in one denaturant, knowing its value in the other.
but to have a general correlation co-efficient is almost impossible as every protein has unique folding. Though such co-relation may be found for a special protein fold, but what purpose it may serve apart from giving a tentative idea that GdnHCl or urea may be a better denaturant! If you are looking for even better denaturant than Gdn HCl then use GdnSCN, it is better and more effective

Uses

Guanidine hydrochloride is used in RNA isolation to dissociate nucleoproteins and inhibit RNase.
Strong chaotropic agent useful for the denaturation and subsequent refolding of proteins. This strong denaturant can solubilize insoluble or denatured proteins such as inclusion bodies. This can be used as the first step in refolding proteins or enzymes into their active form. Urea and dithiothreitol (DTT) may also be necessary.

Drug intermediates

Guanidine hydrochloride drug used primarily as an intermediate in the manufacture of sulfadiazine, an important raw material sulfamethyldiazine, sulfamethazine and folic acid.
Guanidine hydrochloride (or guanidine nitrate) and ethyl cyanoacetate reaction, cyclization of 2,4-diamino-6-hydroxy pyrimidine, folic acid for the synthesis of antianemic. Furthermore guanidine hydrochloride also used synthetic anti-static agent.

Preparation

In Dicyanodiamide and ammonium (Ammonium chloride) as raw material, melt reaction at 170-230 ℃, guanidine hydrochloride obtained crude, refined products.

Reference quality standards

Name of Project Specifications
Pharmaceutical grade industrial grade
Appearance white crystal; white crystal
Content > 99% 99.5%
Ammonium <0.3% 0.5%
Water Insoluble substance <0.1% 0.1%
Moisture <0.3% 0.3%
Ash <0.05% 0.05%
Water-soluble test qualified; qualified
Melting range °C 184-188; 182-188
Absorbance (UV wavelength 260NM) <=0.04
Absorbance (UV wavelength 280NM) <=0.02
PH value (4% aqueous solution) 6.4 ± 0.2 6.4 ± 0.2

References

Influence of guanidine hydrochloride and urea on the dynamic surface properties of lysozyme solutions DOI:10.1016/J.MENCOM.2015.07.020
Dynamic surface properties of lysozyme solutions. Impact of urea and guanidine hydrochloride. DOI:10.1016/j.colsurfb.2015.03.034
Use of Protein Folding Reagents DOI:10.1002/0471140864.psa03as84
https://www.ncbi.nlm.nih.gov/mesh/68019791
https://www.scbt.com/scbt/product/guanidine-hydrochloride-50-01-1
https://www.alfa.com/zh-cn/catalog/A13543/
https://www.researchgate.net/post/Protein_Denaturation_Urea_vs_Guanidine_Hydrochloride_GdnHCl
Using Guanidine-Hydrochloride for Fast and Efficient Protein Digestion and Single-step Affinity-purification Mass Spectrometry DOI: 10.1021/pr300883y

Chemical Properties

Guanidine hydrochloride, a strong organic base, appears as white crystal powder or yellowish lumps that are almost insoluble in acetone, benzene, and ether. In physiological pH, it exists primarily as guanidium ions. It is a natural byproduct of protein metabolism found in urine and is commonly used in protein denaturation in laboratory research.

Uses

Guanidine has a good bacterial and fungicidal efficacy when used in low concentration and can also be used as disinfectant.

Uses

Guanidine hydrochloride is used for purification of proteins and nucleic acids. It can be used as a medicine, organic synthesis intermediate and is used in dyes. It acts as an intermediate in the preparation of sulfadiazine, which is an important raw material for sulfamethyldiazine, sulfamethazine and folic acid. It is utilized in the synthesis of 2-amino-pyrimidine, 2- amino -6- methyl-pyrimidine and 2-amino -4,6 - dimethyl-pyrimidine. Also used in RNA isolation to dissociate nucleoproteins and inhibit RNase.

Definition

ChEBI: Guanidine Hydrochloride is an aminocarboxamidine, the parent compound of the guanidines. It is a strong organic base existing primarily as guanidium ions at physiological pH. It is found in the urine as a normal product of protein metabolism.

Application

Guanidine hydrochloride can be used as pharmaceuticals, pesticides, dyes and other organic synthesis intermediates. It can be used to synthesize 2-aminopyrimidine, 2-amino-6-methylpyrimidine, 2-amino-4,6-dimethylpyrimidine, and is used for the manufacture of sulfadiazine, sulfamethazine, sulfamethazine and other sulfa drugs. Intermediate. Guanidine hydrochloride (or guanidine nitrate) reacts with ethyl cyanoacetate to form 2,4-diamino-6-hydroxypyrimidine, which is used to synthesize the anti-anemia drug folic acid. It can also be used as an antistatic agent for synthetic fibers. Can also be used for protein denaturants. As a strong denaturant in experiments for extracting total cellular RNA[3]. The guanidine hydrochloride solution can dissolve the protein, leading to the destruction of the cell structure, the destruction of the secondary structure of the nucleoprotein, and the dissociation from the nucleic acid. In addition, the RNase can be inactivated by reducing agents such as guanidine hydrochloride.

Preparation

The process for preparing guanidine hydrochloride is as follows:
Step 1: Fritting - Combine dicyandiamide and ammonium chloride in a reactor with a 1:1.27 weight ratio and carry out a frit reaction at 170-230°C to obtain crude guanidine hydrochloride.
Step 2: Dissolving - Dissolve the crude guanidine hydrochloride in water at a 1:1 ratio at normal temperature. Then, add ammonium salt alkaloid in an amount determined by the ammonium salt content in the crude guanidine hydrochloride.
Step 3: Filtering - Remove raw materials and reaction by-products with filtration.
Step 4: Dehydrating - Dehydrate the filtered ground mother liquor at a high temperature.
Step 5: Crystallizing - Cool the supersaturated solution, concentrate, and crystallize to obtain high-purity guanidine hydrochloride.
Step 6: Repeat steps 2-5 and add dicyandiamide in the reactor with the guanidine hydrochloride to carry out frit reaction at 170-230°C for 3-4 hours to obtain even higher purity guanidine hydrochloride. This step can be repeated several times if needed.
Step 7: To obtain higher purity guanidine hydrochloride, subject the guanidine hydrochloride obtained in step 5 to steps 2-5 again, with the water ratio in step 2 adjusted to 1.5:1. This step can be repeated numerous times as required.

General Description

Guanidine hydrochloride (GdnHCl) is a well-known protein and enzyme denaturant. It is a small molecule and hydroscopic in nature. It is used to synthesis medicine, pesticide, dye and other organic compound, is the important material to make sulfanilamide medicine and folacin, and can be used as anti-static agent of compound fibre.

Hazard

Toxic by ingestion, evolves hydrogen chloride fumes on heating.

Biochem/physiol Actions

Guanidine hydrochloride (GdnHCl) is involved in conformational changes and loss of enzyme activity due to inactivation of the enzyme. It is involved in the loss of activity of alkaline phosphatase (ALPase) enzyme in Haliotis diversicolor. GdnHCl functions by hampering the activity of heat shock protein 104 (Hsp104) adenosine triphosphatase (ATPase) in vivo. It can also inactivate enzymes like papain and aminocyclase. Higher concentrations of GdnHCl leads to viral inactivation of herpes simplex virus 1 (HSV-1).

Purification Methods

Crystallise the hydrochloride from hot methanol by chilling to about -10o, with vigorous stirring. The fine crystals are filtered through fritted glass, washed with cold (-10o) methanol, dried at 50o under vacuum for 5hours. (The product is purer than that obtained by crystallisation at room temperature from methanol by adding large amounts of diethyl ether.) [Kolthoff et al. J Am Chem Soc 79 5102 1957, Beilstein 3 H 86, 3 II 71, 3 III 160, 3 IV 150.]

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Guanidine hydrochloride Suppliers

Dr. Ehrenstorfer GmbH
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Evonik Industries AG.
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Alzchem AG
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Burmester Pharmatrade Gmbh
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Chemische Werke Hommel GmbH & Co.
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GERBU Biotechnik GmbH
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AlzChem Trostberg GmbH
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AppliChem GmbH
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Sinus Biochemistry & Electrophoresis GmbH
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NIGU Chemie GmbH
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SERVA Electrophoresis GmbH
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Service Chemical Inc.
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Karl H. Boddin Chemiehandel GmbH
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AppliChem GmbH
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Biomol Feinchemikalien GmbH
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Merck Schuchardt OHG
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Degussa AG
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ABCR GmbH & CO. KG
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View Lastest Price from Guanidine hydrochloride manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Guanidine hydrochloride 50-01-1
Price
US $999.00-666.00/ton
Min. Order
1ton
Purity
99%
Supply Ability
5000
Release date
2024-08-20
HebeiShuoshengImportandExportco.,Ltd
Product
Guanidine hydrochloride 50-01-1
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-02
Jinan Finer Chemical Co., Ltd
Product
Guanidine hydrochloride 50-01-1
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
500mt
Release date
2020-11-11

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